Your New England Group Tour Specialists
Berkshire Tour Company operates custom group tours throughout Massachusetts, Vermont, New Hampshire, Maine, Rhode Island, and coastal New England. With 37+ years of local expertise, we design programs that perform well and help you fill buses.
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Brand new for 2027!
Legend of sleepy Hollow & The Great Jack O' Lantern Blaze - Oct 2027 - From $949
Walk the same haunted ground that gave birth to America's most iconic ghost story. The experience unfolds from daylight into darkness — beginning with a walking tour through the storied grounds of Sleepy Hollow Cemetery, then descending into the legendary hollow itself. At Sunnyside, Washington Irving's charming cottage on the Hudson, a storyteller conjures The Legend of Sleepy Hollow in the very rooms where it was conceived. Spend the afternoon wandering the corridors of Lyndhurst Castle — and when night finally claims the valley, the grand finale awaits: more than 7,000 hand-carved pumpkins casting their flickering glow across Van Cortlandt Manor at The Great Jack O'Lantern Blaze.
FROM $949.00 PER PERSON for the 2 NIGHT/3 DAY TOUR
GROUP TOURS ONLY
EMAIL Berkshiretour@aol.com for all of the details
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
2 dinners
Daytime walking tour of Sleepy Hollow Cemetery
Storyteller of Irving’s ‘Legend’ at Sunnyside (subject to availability)
Guided tour of the Sleepy Hollow area
Admission to Lyndhurst Castle (daytime)
Admission to The Great Jack O’Lantern Blaze at Van Cortlandt Manor
Round trip baggage handling
Discover Maine's Vacationland - 5 Days - Summer & Fall 2027 - From $1,399
From the cobblestone streets of Portland's historic Old Port to the breathtaking peaks of Acadia National Park, this 5-day coastal adventure captures the very best of Maine.
Explore charming harbor towns, cruise crystal-clear waters, visit iconic lighthouses, and savor fresh lobster dinners along one of America's most scenic coastlines. Come discover why Maine is truly Vacationland!
FROM $1,399.00 Per Person for the 4 Night/5 Day Tour
GROUP TOURS ONLY
EMAIL Berkshiretour@aol.com for all of the details
PACKAGE INCLUDES:
4 nights of accommodations
4 breakfasts | 4 dinners
Guided tour of Portland
Portland Head Lighthouse
Boothbay Harbor Cruise
Pemaquid Lighthouse
Bar Harbor Lobstering Cruise
Guided tour of Acadia National Park
Camden Hills State Park – Mt. Battie photo stop
Guided tour of Kennebunkport
Nubble Lighthouse photo stop
Stonewall Kitchen Flagship Store
Free time in Portland, Boothbay Harbor, Bar Harbor & Freeport
Round trip baggage handling
Flavors of Vermont - Summer & Fall 2027 - From $1,299
Discover the Flavors of Vermont featuring a Bennington Museum tour, a Hildene estate tour, a Spirit of Ethan Allen Sunset Cruise on Lake Champlain, a maple tasting & creemee at Morse Maple Farm, an ice cream tasting at Ben & Jerry's Factory, a chocolate tasting at Lake Champlain Chocolate factory, a cheese & cider tasting, and guided touring through Burlington & Stowe.
To top it all off, enjoy a Cooking Demonstration from Chef Robert at Cafe Provence and an immersive Cooking Experience with a chef at the von Trapp Family Lodge.
This is a flavorful trip you won't want to miss — now booking for summer through fall 2027!
FROM $1,299.00 PER PERSON for the 4 NIGHT/5 DAY TOUR
GROUP TOURS ONLY
EMAIL Berkshiretour@aol.com for all of the details
PACKAGE INCLUDES:
4 nights of accommodations
4 breakfasts | 2 lunches | 3 dinners
Bennington Museum
Hildene, The Lincoln Family Home
Cafe Provence Cooking Demonstration
Spirit of Ethan Allen Sunset Cruise
Morse Maple and Maple Creemee
Lake Champlain Chocolate Flagship Chocolate Tasting
Stowe Vermont Tour
Cold Hollow Cider Store
Vermont Cabot Cheese and Smugglers Notch Distillery Store & Tasting
Ben and Jerry’s Factory Tour & Tasting
Cooking Experience at Von Trapp Family Lodge
Local guide service as listed on the itinerary
Round trip baggage handling
All applicable taxes and gratuities
Newport Flower Show - 3 Days - June 2027 - From $975
***BEST-SELLER***
Enjoy a memorable three-day escape to Newport, Rhode Island, where Gilded Age elegance meets coastal charm and world-class horticulture. Join us for the Annual Newport Flower Show happening June 18-20, 2027.
The highlight of the journey is a visit to the Annual Newport Flower Show at the breathtaking Rosecliff Mansion. Set within this Gilded Age masterpiece, the annual theme showcases exquisite floral exhibits, botanical art, and horticultural displays inspired by Newport’s coastal beauty, maritime history, and refined elegance.
Experience Newport’s iconic scenery on a guided Newport Mansions & Ocean Drive tour, bringing the city’s storied past to life.
A visit to Green Animals Topiary Garden, the oldest topiary garden in the nation. Newport Vineyards guided winery tour and tasting. Cruise on the Newport Harbor aboard the Coastal Queen for sightseeing from the water. Don't miss the the beautiful blooms of Newport in June 2027.
FROM $965.00 PER PERSON for the 2 NIGHT/3 DAY TOUR
GROUP TOURS ONLY
EMAIL Berkshiretour@aol.com for all of the details
PACKAGE INCLUDES:
Overnight room for 2 nights
2 breakfasts | 2 dinners
31st Annual Newport Flower Show at Rosecliff Mansion
Green Animals Topiary Garden
Newport Harbor Cruise - NEW!!
Newport Vineyards Winery Tour & Tasting
Newport Driving Tour with Guide
Round Trip Baggage Handling
All applicable taxes and gratuities
Limited Time - Only in 2026
Tall Ships Boston~July 11-16, 2026
Only available for 2026! Limited space at some hotels.
You will take a TALL SHIPS LUNCHEON CRUISE of the BOSTON HARBOR. Spend the morning cruising the Harbor and see the ships up close. The cruise culminates with a BUFFET LUNCHEON.
After the cruise you will spend the afternoon EXPLORING the TALL SHIPS on your
own. In the midafternoon, visit the BOSTON TEA PARTY SHIPS AND MUSEUM.
Your group will have a personal “colonial character” guide you through the BOSTON
TEA PARTY SHIPS & MUSEUM. You will also tour BOSTON, CAMBRIDGE, HARVARD, LEXINGTON and CONCORD culminating with AFTERNOON TEA at an HISTORIC NEW ENGLAND INN!
FROM $925.00 PER PERSON
GROUP TOURS ONLY
EMAIL Berkshiretour@aol.com for all of the details
PACKAGE INCLUDES:
2 Nights of accommodations
2 breakfasts
1 Tall Ships Luncheon Cruise
1 Lunch or Afternoon Tea
2 dinners ($20.00 voucher towards dinner on own at Encore and one dinner out)
Guided Tour of Historic Boston
Free Time on your own to visit the Tall Ships
Admission to the Boston Tea Party Ships and Museum
Choose from tour #1 or tour #2 below
1) Charlestown Navy Yard
Board the USS Constitution
Constitution Museum
Constitution Visitor’s Center
USS Cassin Young Tour
2) Harvard and Cambridge Tour
Lexington and Concord Tour
Historic Boston Highlights Tour
Meal Taxes, Meal Gratuities and Room Taxes
Round Trip Baggage Handling
Summer ~ July-August
4th of July Celebration - $875 - July 3-5, 2027
NEW! All Things Maine - $1,699 - Summer/Fall 2027
NEW! All Things Maine - $1,699 - Summer/Fall 2027
***BEST-SELLER***
Celebrate Independence Day in style with a festive 3-day Boston getaway! Enjoy a Boston Harbor cruise with lunch and a 21-gun salute by the USS Constitution, a visit to the JFK Library and Museum, a buffet dinner and fireworks over the Charles River, and a narrated Boston historical tour.
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
1 lunch aboard Boston Harbor Cruise
2 dinners
View 4th of July fireworks from the banks of the Charles River
Boston Harbor Cruise
JFK Library and Museum
Cambridge and Harvard Tour
Faneuil Hall
Quincy Market
Step-On Guide Services
Round trip baggage handling
NEW! All Things Maine - $1,699 - Summer/Fall 2027
NEW! All Things Maine - $1,699 - Summer/Fall 2027
NEW! All Things Maine - $1,699 - Summer/Fall 2027
Explore All Things Maine on this 6-day coastal adventure. From the rocky shores of Kennebunkport to the peaks of Acadia, enjoy lobster dinners, iconic lighthouses, botanical gardens, a lumberjack show, a playhouse show, and wildlife cruises — Maine's highlights, all in one trip.
PACKAGE INCLUDES:
5 nights of accommodations
5 breakfasts |1 lunch| 5 dinners
Nubble Lighthouse photo stop
Guided Tour of Kennebunk & Kennebunkport
Kennebunkport Lobstering Cruise
Coastal Maine Botanical Garden
Acadian Nature Cruise
Guided tour of Acadia National Park
Admission to the Great Maine Lumberjack Show
Admission to Maine Maritime Museum
Select Seats for a Performance at the Ogunquit Playhouse
Free Time in Kennebunkport, Boothbay Harbor and Bar Harbor
Round trip baggage handling
Tanglewood on Parade - $920 - August 2027
NEW! All Things Maine - $1,699 - Summer/Fall 2027
Join us for one of New England's most spectacular summer experiences — Tanglewood on Parade — set against the stunning backdrop of the Berkshire Hills on Tuesday, August 3, 2027.
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
1 dinner
Tour of Chesterwood
Ventfort Hall Tour and Tea
Sterling Clark Art Museum
Tanglewood Grounds Tour
Tanglewood on Parade Concert
Customize this tour with a Tanglewood concert of choice:
NEW! Flavors of Vermont - 5 Days - $1,299 - 2027
NEW! Flavors of Vermont - 5 Days - $1,299 - 2027
Discover the Flavors of Vermont featuring the Bennington Museum, the Hildene Estate, a Spirit of Ethan Allen Sunset Cruise, a maple tasting & creemee at Morse Maple Farm, Ben & Jerry's Factory tour, Lake Champlain Chocolate factory tasting, a cheese & cider tasting, and guided touring through Burlington & Stowe. To top it all off, enjoy a Cooking Demonstration from Chef Robert at Cafe Provence and an immersive Cooking Experience with a chef at the von Trapp Family Lodge. Book now for June through October 2027!
PACKAGE INCLUDES:
4 nights of accommodations
4 breakfasts | 2 lunches | 3 dinners
Bennington Museum
Hildene, The Lincoln Family Home
Cafe Provence Cooking Demonstration
Spirit of Ethan Allen Sunset Cruise
Morse Maple and Maple Creemee
Lake Champlain Chocolate Flagship Chocolate Tasting
Stowe Vermont Tour
Cold Hollow Cider Store
Vermont Cabot Cheese and Smugglers Notch Distillery Store & Tasting
Ben and Jerry’s Factory Tour & Tasting
Cooking Experience at Von Trapp Family Lodge
Local guide service as listed on the itinerary
Round trip baggage handling
Cape Cod - 4 Days - $925 - July-August 2027
NEW! Flavors of Vermont - 5 Days - $1,299 - 2027
Cape Cod - 4 Days - $925 - July-August 2027
***BEST-SELLER***
Explore Hyannis, visit the Whydah Pirate Museum, and ferry out to either Nantucket or Martha's Vineyard. Travel the historic Old King's Highway to Provincetown for whale watching or a dune tour, then wrap up in Plymouth with a harbor cruise past the Mayflower II. Local guides, stunning scenery, and a lobster dinner included!
PACKAGE INCLUDES:
3 nights of accommodations
3 breakfasts | 3 dinners
Guided Tour of Hyannis
Whydah Pirate Museum
Provincetown
Cape Cod National Seashore
Whale Watch Excursion OR a Dune Tour
Sightseeing Tour of Martha’s Vineyard or Nantucket
Guided Tour of Plymouth
Plymouth Harbor Cruise
Round trip baggage handling
Fall Foliage and Train Tours 2027
Mountain Trains of New Hampshire - 4 days - $1,275 - 2027
Trains of New England - 6 Days - $1,599 - September - October 2027
NEW! Discover Maine's Vacationland - 5 Days - $1,399 - 2027
***BEST-SELLER***
This is the BEST TRAIN TOUR for your money. Featuring four train experiences: a ride to the summit of Mount Washington on the Cog Railway, a Fall Foliage Special Train with a lunch stop included, the Winnipesaukee Turkey Lunch Train, and an elegant five-course dinner on the Café Lafayette Dinner Train. Between rides, explore the Kancamagus Highway, covered bridges, and classic New England towns, all while based at one hotel in Lincoln, NH.
PACKAGE INCLUDES:
3 nights of accommodations
3 breakfasts
3 lunches
3 dinners
White Mountains Touring
Fadden’s General Store and Maple Operation
Kellerhause Candies
Café Lafayette Elegant Dinner Train
New Hampshire Special Train
(4 hours round trip with a stop for lunch)
and Guided Tour of Train Station by Ashland Historical Society, dressed in 1860’s attire)
Cog Railway
Winn Turkey Lunch Train
Round trip baggage handling
NEW! Discover Maine's Vacationland - 5 Days - $1,399 - 2027
Trains of New England - 6 Days - $1,599 - September - October 2027
NEW! Discover Maine's Vacationland - 5 Days - $1,399 - 2027
From the cobblestone streets of Portland's historic Old Port to the breathtaking peaks of Acadia National Park, this 5-day coastal adventure captures the very best of Maine. Explore charming harbor towns, cruise crystal-clear waters, visit iconic lighthouses, and savor fresh lobster dinners along one of America's most scenic coastlines. Now booking for June through October 2027!
PACKAGE INCLUDES:
4 nights of accommodations
4 breakfasts | 4 dinners
Guided tour of Portland
Portland Head Lighthouse
Boothbay Harbor Cruise
Pemaquid Lighthouse
Bar Harbor Lobstering Cruise
Guided tour of Acadia National Park
Camden Hills State Park – Mt. Battie photo stop
Guided tour of Kennebunkport
Nubble Lighthouse photo stop
Stonewall Kitchen Flagship Store
Free time in Portland, Boothbay Harbor, Bar Harbor & Freeport
Round trip baggage handling
Trains of New England - 6 Days - $1,599 - September - October 2027
Trains of New England - 6 Days - $1,599 - September - October 2027
Trains of New England - 6 Days - $1,599 - September - October 2027
***BEST-SELLER***
From historic Boston to the summit of Mount Washington, this six-day journey captures the best of New England by rail, coach, and ship. Ride the Amtrak Downeaster into coastal Maine, climb the world's first mountain Cog Railway, cruise Lake Winnipesaukee, and dine on carved roast turkey aboard a scenic railroad. With stops at the Clark Art Institute and Norman Rockwell's studio in the Berkshires, this is classic New England travel at its finest.
PACKAGE INCLUDES:
5 nights of accommodations
5 breakfasts
2 lunches
3 dinners
Boston Tour
Faneuil Hall
Quincy Market
Photo Stop at the Charlestown Navy Yard to see the USS Constitution
Maine Touring (Kennebunk and Kennebunkport Tour)
MS Mount Washington Lake Cruise
Wright Museum
Vermont Country Store
Norman Rockwell Museum
All touring and Local Step On Guides as listed
Amtrak’s Downeaster Train to Maine
Conway Scenic Railway Notch Train
Winnipesaukee Turkey Dinner Train
Round trip baggage handling
Coastal Trains - $1,599 - September- October 2027
Rails & Sails - 6 Days - $1,675 - September-October 2027
Trains of New England - 6 Days - $1,599 - September - October 2027
This is a best-seller! Visit Boston, Maine, New Hampshire and Cape Cod and ride a
different train in each state!
You are guaranteed to see fall colors!
Everyone LOVES A TRAIN!
PACKAGE INCLUDES:
5 nights of accommodations
5 breakfasts
2 box lunches
5 dinners
including 1 Lobster Dinner
Boston Tour
Faneuil Hall
Quincy Market
Old North Church
USS Constitution
Maine Touring
New Hampshire Touring in the White Mountains
MS Mount Washington Lake Cruise
Old Fashioned Country Store
Wright Museum
Wydah Pirate Museum
All touring and Local Step On Guides
Amtrak’s Downeaster Train to Maine
Conway Scenic Railway Notch Train OR Cog Railway (pick one for entire group)
Winnipesaukee Turkey Dinner Train
Cape Cod Central Railroad
Round trip baggage handling
Rails & Sails - 6 Days - $1,675 - September-October 2027
Rails & Sails - 6 Days - $1,675 - September-October 2027
Rails & Sails - 6 Days - $1,675 - September-October 2027
***BEST-SELLER***
Explore four New England states by rail and sea on this six-day tour packed with scenic cruises, historic landmarks, and unforgettable dining experiences. Highlights include the Essex Steam Train & Riverboat through the Connecticut River Valley, Mystic Seaport, a Boston Harbor cruise and the Boston Tea Party Museum, a Maine lobstering cruise with a classic lobster dinner, and two train rides in New Hampshire: the Café Lafayette Dinner Train, and the Winnipesaukee Turkey Lunch Train.
PACKAGE INCLUDES:
5 nights of accommodations
5 breakfasts
3 lunches
4 dinners
Mystic Seaport
Boston Touring
Boston Harbor Cruise
Faneuil Hall
Quincy Market
Boston Tea Party Ships and Museum
Maine Touring (Kennebunk and Kennebunkport Tour)
Lobster Boat Cruise
MS Mount Washington Luncheon Cruise
Wright Museum
Essex Steam train and Riverboat Cruise
Amtrak’s Downeaster Train to Maine
Turkey Lunch Train
Café Lafayette Dinner Train
Round trip baggage handling
Cape COD & New England Fall - 5 Days - $1,075 - 2027
Rails & Sails - 6 Days - $1,675 - September-October 2027
Rails & Sails - 6 Days - $1,675 - September-October 2027
Experience New England’s fall, from the gilded-age mansions and foliage of the Berkshires to the lakes of New Hampshire and the historic shores of Cape Cod. Along the way, experience a hands-on Cranberry Harvest Celebration, a lake cruise and scenic dinner train ride, Kennedy landmarks, a pirate museum, and wine tasting at a Cape vineyard.
PACKAGE INCLUDES:
5 nights of accommodations
5 breakfasts
1 box lunch
5 dinners
Norman Rockwell Museum
Berkshires Leafpeeper Tour
Bennington Museum
Grandma Moses Schoolhouse
Narrative driving tour of Bennington
Vermont Country Store
MS Mount Washington Lake Cruise
Wright Museum
Winn Turkey Dinner Train
Cranberry Bog Tour
Wydah Pirate Museum
Cape Cod Touring along Old Kings Highway Photo stop at Cape Cod Lighthouse
Provincetown
Truro Vineyards Tour and wine tasting
Round trip baggage handling
Halloween ~ October
NEW! Sleepy Hollow & Great Jack O' Lantern Blaze $949 - Oct 2027
Walk the ground where America's most haunted legend was born. From the mist-draped paths of Sleepy Hollow Cemetery to Washington Irving's own cottage on the Hudson, the story comes alive where it was written. Explore the gothic spires of Lyndhurst Castle by day — then, as night falls, watch 7,000 hand-carved pumpkins set Van Cortlandt Manor ablaze.
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
2 dinners
Daytime walking tour of Sleepy Hollow Cemetery
Storyteller of Irving’s ‘Legend’ at Sunnyside (subject to availability)
Guided tour of the Sleepy Hollow area
Admission to Lyndhurst Castle (daytime)
Admission to The Great Jack O’Lantern Blaze at Van Cortlandt Manor
Round trip baggage handling
Salem Halloween From $725 - 3 Days - 2 Nights - Oct 2027
***BEST-SELLER***
Experience Salem, Massachusetts as you explore the Salem Witch Museum, a Real Pirates & Witches exhibit, Salem Wax Museum, and an eerie Candlelit Ghostly Walking Tour.
PACKAGE INCLUDES:
Overnight room for 2 nights
2 breakfasts
2 Dinners
Salem Witch Museum
Real Pirates, Pirate and Witch Experience
Salem Wax Museum
Candlelit Ghostly Walking Tour
Round Trip Baggage Handling
Boston & Salem Haunted Halloween - $870 - Oct 2027
A Boston and Salem Halloween tour that includes a nighttime graveyard trolley tour in Boston, the Salem Witch Museum, Real Pirates & Witches Experience, and an exclusive tour of decorated private homes on historic Beacon Hill.
PACKAGE INCLUDES:
Overnight room for 2 nights
2 breakfasts
2 Dinners
Quincy Market
Faneuil Hall
Ghosts and Gravestones Trolley Tour
Real Pirates & Witches Experience
Salem Witch Museum
Beacon Hill Private Homes
Round Trip Baggage Handling
Jack O' Lantern Spectacular - 4 DaYS - From $1,075 - October 2027
***BEST-SELLER***
Immerse yourself in haunted history from thousands of glowing carved pumpkins at the Jack O' Lantern Spectacular, to witch trials, ghostly walking tours, and a haunted trolley ride through Boston, this spooky getaway has it all.
PACKAGE INCLUDES:
3 nights of accommodations
3 breakfasts,
3 dinners
Story Telling Italian Dinner and Pizza Making Demonstration
Jack O’ Lantern Spectacular
Beacon Hill Halloween Private Homes Tour
Ghosts and Gravestones Trolley Tour
Salem Witch Museum
Candlelit Ghostly Walking Tour
Real Pirates & Witches Experience
Salem Wax Museum
Quincy Market
Faneuil Hall
Round Trip Baggage Handling
NEW! Halloween's New England After Dark - 5 DaYS - Oct 2027 - $1,399
NEW! Halloween's New England After Dark - 5 DaYS - Oct 2027 - $1,399
Experience the ultimate Halloween tour in New England, spanning five unforgettable days from the haunted halls of the Berkshires through Rhode Island, Salem, and Boston. With ghost tours, witch trial history, candlelit walks, a Jack-O-Lantern Spectacular, and haunted happenings in between, this is the one tour that truly does it all.
PACKAGE INCLUDES:
4 nights of accommodations
4 breakfasts
4 dinners
The Mount Ghost Tour
Ventfort Hall Tea & Tour
Story Telling Dinner
Jack O’ Lantern Spectacular
Salem Witch Museum
Real Pirates and Witches Experience
Salem Wax Museum
Candlelit Ghostly Walking Tour
Beacon Hill Private Homes Tour
Quincy Market
Faneuil Hall
Ghosts and Gravestones Trolley Tour of Boston
Round Trip Baggage Handling
HOLIDAYS ~ November-December
Trapp family lodge Christmas - $1,199 - 2027
Trapp family lodge Christmas - $1,199 - 2027
Trapp family lodge Christmas - $1,199 - 2027
***BEST-SELLER***
Take part in this QUINTESSENTIAL VERMONT CHRISTMAS with the VON TRAPPS!
Enjoy a riding tour of STOWE with time to walk through town and visit the shops.
You will visit BEN and JERRY'S ICE CREAM FACTORY and COLD HOLLOW CIDER where you will have a BOXED LUNCH.
There is an ORNAMENT MAKING CLASS back at the hotel and the VON TRAPP HISTORY TOUR. Combined with sumptuous meals you will have a Christmas to remember!
PACKAGE INCLUDES:
3 nights of accommodations
3 breakfasts
2 lunches
3 dinners
Tea and Cookies each afternoon at the Trapp Lodge (3:00 – 4:00 pm)
Trapp Family Lodge Tour
Musical entertainment is available most nights at Trapp Lodge
Feature film nightly (8:00 pm) at Trapp Lodge
Ben and Jerry’s Factory Tour and Ice Cream Cone
Ornament Making Class
Round trip baggage handling
Newport Gilded Age Christmas - $760 - 2027
Trapp family lodge Christmas - $1,199 - 2027
Trapp family lodge Christmas - $1,199 - 2027
***BEST-SELLER***
Newport Rhode Island offers a lavish and opulent Christmas experience. You will tour the MARBLE HOUSE MANSION, the ELMS and spend and EVENING at the BREAKERS where you can enjoy holiday music and refreshments as you stroll the decorated rooms of the mansion. This tour brings back Christmastime of a bygone era!
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
1 lunch
1 dinner
Newport Vineyards or Newport Auto Museum
Newport Driving Tour with Mrs. Carolyn Astor
Marble House Mansion
Breakers Mansion Tour
Blithewold Mansion Tour and Tea
Newport Harbor Cruise - NEW!!
Round Trip Baggage Handling
Applicable Taxes
Optional
One Lunch and Dance Cotillion
(18th Century French Dance)
White Christmas at Omni Mt. Washington $1,025 - 2027
***BEST-SELLER***
Experience a Christmas escape at the Omni Mount Washington Hotel, with a Cog Railway winter excursion, a horse-drawn wagon ride through a Christmas tree farm, and charming holiday traditions.
PACKAGE INCLUDES:
2 nights of accommodations
2 Breakfasts
Bountiful Buffet Luncheon
1 Dinner
Guided Tour of the Omni Mount Washington
Cog Railway Winter Wonderland with Hot Cocoa, Hot Coffee, Donuts and Marshmallows for Roasting over a Fire Pit on the Mountain
A Very Merry Holiday Activity at the Omni
Bethlehem, NH Post Office
Horse Drawn Wagon Ride at a Christmas Tree Farm
Pick your own Wreath to take home
Woodstock Inn & Brewery Tasting
Round Trip Baggage Handling
All taxes and gratuities
Norman Rockwell Christmas - $775 - 3 Days 2027
Norman Rockwell's Illustration (see above)
is reenacted with antique cars parked along
the street. The street comes alive by recreating the famous painting. Children young and old welcome Santa and Mrs. Clause. Activities may include a gingerbread competition, story readings, caroling with Santa and horse drawn rides of Main Street. You will see Berkshire mansions and tour inside one decorated for the holidays. A holiday concert and delicious meals create a festive atmosphere which is sure to get anyone into the holiday spirit!!
PACKAGE INCLUDES:
Accommodations for 2 nights
2 breakfasts
2 dinners
Yankee Candle Company Flagship Store
Bright Nights Holiday Lights Display
Edith Wharton’s Mansion, the Mount,
decorated for the Holidays
Holiday Concert
Norman Rockwell Museum
Main Street Stockbridge Celebration Event
Commemorative Rockwell Pin
Round trip baggage handling
Boston pops Christmas Concert tours!
Boston Stocking Stuffer Day Tour - From $99
Boston Pops Christmas - $875 - 3 Days - December 2027
Boston Pops Christmas - $875 - 3 Days - December 2027
A festive Boston holiday day trip featuring a guided stocking stuffer tour of historic sites with options to include lunch at Maggiano's and a Boston Pops Christmas Concert.
PACKAGE 1 - $99 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch at Maggiano's
Stocking Stuffer Tour with Gifts
PACKAGE 2 - $149 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch on Own
Stocking Stuffer Tour with Gifts
Boston Pops Holiday Pops Concert
PACKAGE 3 - $199 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch at Maggiano's
Stocking Stuffer Tour with Gifts
Boston Pops Holiday Pops Concert
Boston Pops Christmas - $875 - 3 Days - December 2027
Boston Pops Christmas - $875 - 3 Days - December 2027
Boston Pops Christmas - $875 - 3 Days - December 2027
***BEST-SELLER***
Begin with our HOLIDAY STOCKING on our delightful STOCKING STUFFER TOUR. Hear narration about Boston’s historic sites and holiday traditions and receive gifts throughout the day. This is a fun and spirited way to enjoy the holidays!
A very exclusive tour is arranged for your group to see the interiors of BOSTON'S BEACON HILL PRIVATE HOMES on a special HOLIDAY HOUSE TOUR is included this today.
The HIGHLIGHT of your visit will be when you attend a BOSTON POPS CHRISTMAS CONCERT at SYMPHONY HALL in BOSTON!
PACKAGE INCLUDES:
2 nights of accommodations
Two Breakfasts
Two Dinners
Holiday Shopping
Faneuil Hall
Quincy Market
Boston’s Stocking Stuffer Tour with Gifts
Beacon Hill Private Homes Tour
Boston Pops Holiday Pops Concert
Round Trip Baggage handling
New England Christmas & mansion tour and tea - $975 - 3 Days - 2027
Louisa May Alcott's "little women" Christmas" - $999 - December 2027
Louisa May Alcott's "little women" Christmas" - $999 - December 2027
This is a HIGH END TOUR at a rate your guests can afford. Your accommodations are at the ENCORE, a 5-star resort casino hotel located minutes from Boston. You will attend a BOSTON POPS CHRISTMAS CONCERT at SYMPHONY HALL in BOSTON! Your next day will be filled with Christmas spirit as you celebrate the festivities of the holiday season on our delightful STOCKING STUFFER TOUR complete with gifts throughout the day. A GINGERBREAD LUNCH at CHEERS is included. “Celebrate the holidays by designing and decorating your own Gingerbread House with candy and frosting. A delicious lunch at Cheers is included. (Each person takes their Gingerbread creation home with them.) After lunch you will have time for some HOLIDAY SHOPPING at QUINCY MARKET. A highlight of your tour is a TEA at a MANSION decorated for the HOLIDAYS!
PACKAGE INCLUDES:
Overnight room for 2 nights at overlooking Boston
2 breakfasts at the Encore
1 Gingerbread House Making Lunch
1 Dinner at a local restaurant
Holiday Pops Concert
Holiday Shopping at Quincy Market
Stocking Stuffer Tour & Gifts
Tour and Christmas Tea at Eustis Estate
Round trip baggage handling for one bag
Louisa May Alcott's "little women" Christmas" - $999 - December 2027
Louisa May Alcott's "little women" Christmas" - $999 - December 2027
Louisa May Alcott's "little women" Christmas" - $999 - December 2027
Arrive and check in on your first day. Your first show is at the BOSTON OPERA HOUSE for BOSTON BALLET’S NUTCRACKER. “Join Clara Silberhaus one magical Christmas Eve as she travels to the Kingdom of the Sweets. Along the way, experience the excitement of the dancing bear, the growing Christmas tree, the battle with the mice, and the Nutcracker who comes to life!
Your next day will be filled with gifts and Christmas spirit as you celebrate the festivities of the holiday season! Each guest receives a Holiday Gift Bag on our delightful tour of Boston.
This afternoon spend CHRISTMAS at the ORCHARD HOUSE, home of LOUISA MAY ALCOTT, author of LITTLE WOMEN. “Experience all the joys of Christmas through seasonal sights, scents, and sounds within the festive, tastefully decorated Alcott home as part of your tour.”
An AFTERNOON TEA awaits you at the CONCORD'S COLONIAL INN.
Tonight attend a BOSTON POPS CHRISTMAS CONCERT at SYMPHONY HALL in BOSTON!
PACKAGE INCLUDES:
Overnight room for 2 nights
2 breakfasts
Afternoon Tea at Concord’s Colonial Inn
Lunch at a Boston Restaurant
2 Dinners at the Encore
Holiday Pops Concert at Symphony Hall Boston
Boston Ballet’s Nutcracker
Stocking Stuffer Tour & Gifts
Holiday Shopping atQuincy Market
Round trip baggage handling for one bag
Why Choose Berkshire Tour Company
Let us help you build your next best-selling New England tour!
- New England specialists with deep local relationships
- Sales-driven itineraries designed for group travelers
- Signature tours & limited-time events you won’t find elsewhere
- Seamless operations from planning through departure
- Trusted by tour operators nationwide for over 37 years
Group tours only.
Tour Testimonials!
What Our Customers Have to Say...
CAPE COD & NEWPORT FLOWER SHOW - January 2026
"Thank you, ladies! Love working with you, the process is amazing and so easy!
This will be a great trip!"
~Suzanne, Provident Travel
BOSTON POPS HOLIDAY EXPERIENCE - December 2025
"Hi Nancy – I just wanted to let you know our Boston Pops Tour got rave reviews! From the hotel to the concert to the fireside lunch it was outstanding! The timing of everything was flawless.No complaints only praise! The tour guide was great also. Thanks for another wonderful trip!"
~ Travel World Tours
PURPLE MOOSE TOUR of NEW HAMPSHIRE - June of 2023
"Through the years Berkshire Tour Company has planned several trips for us. Nancy is so easy to work with. Her tours are the greatest and she makes me look good! She has every detail planned out and makes the most of every day. When on tour, you will have only the best and most knowledgeable guides, visit unique attractions, stay at top notch hotels, eat fantastic meals, shop in quaint New England villages and see the most spectacular scenery in the US. Whatever season of the year your group likes to travel, Berkshire Tour Company has something to offer. When I think of travel in New England, I immediately think of Berkshire Tour Company and Nancy! We give Berkshire Tour Co a 5 star recommendation! Thank you again for all you do."
~ Barbara's Bunch
PURPLE MOOSE TOUR JUNE 2023
"Our guide was phenomenal. This trip has been A+- even with rainy weather!"
~ Scenic Excursions Tours
MOOSE TRAX TOUR OF NEW HAMPSHIRE June of 2023
"Nancy, We received amazing feedback on this tour! The group were extremely happy campers. They absolutely loved their local guide! Thanks for everything!"
~ Curran Travel
TANGLEWOOD/LENOX, MA "It was a great trip. Everyone who went said it was the best ever. The weather was perfect, the concert was inspiring, and the meal as always was delicious; and everyone loved the bus driver!! Thank you so much for sending the trip with only 20 seniors – you went above and beyond."
~ Concord Council on Aging
CHRISTMAS IN BOSTON - "This was a wonderful tour. Our accommodations were very nice. The restaurants were wonderful and historical and gave us great food. It was a tour for everyone...shoppers, lovers of history, good music, beautiful homes, and those who appreciate the work of talented artists. Our local guide made sure we didn't miss a thing and and everyone on the trip was the richer for the experience."
~ Wolf's Bus
