New England Tours from Boston
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10 best New England tours from Boston
Compiled by
MelissaBoston travel expert at TourRadar
- Colors of New England (Boston, MA to Portland, ME) (2025)
- New England's Fall Foliage
- Colors of New England (Boston, MA to Portland, ME) (2026)
- Experience New England
- Colors of New England
- New England Holiday featuring the historic Omni Mount Washington Resort (Boston, MA to Newport, RI)
- The colorful splendor of Indian Summer (from/to Boston)
- Classic New England
- Classic New EngLand
- Autumn Colours
The 8-day route starts in Boston, passing through Woodstock's covered bridges to Stowe's mountain resort. The path leads through White Mountains to North Conway, then Lake Winnipesaukee before reaching Portland, returning via scenic Kennebunkport to Boston.
Duration 8 days Destinations Boston, Quechee, Woodstock, Stowe, North Conway, Portland, Kennebunkport Age Range All Ages Welcome Operator Collette From $7,399
10% Off- NZ$6,659You save $740
The route winds from Boston's Freedom Trail through Kennebunkport's coastal charm and White Mountains' peaks via motor-coach. A visit to Stowe's Trapp Family Lodge follows, continuing to Martha's Vineyard's shores and Newport's mansions before returning to Boston.
Duration 9 days Destinations Boston, Kennebunkport, North Conway, Stowe, Pittsfield, Hartford, Providence, Martha's Vineyard Island, Newport Age Range Ages 12+ Operator Tours of Distinction From
10% Off- NZ$5,409
Duration 8 days Destinations Boston, Woodstock, Stowe, Quechee, North Conway, Conway, Portland, Kennebunkport Age Range All Ages Welcome Operator Collette From $8,249
10% Off- NZ$7,424You save $825
Duration 6 days Destinations Boston, Providence, Martha's Vineyard Island, Newport, Mystic Age Range Ages 18+ Operator Tours of Distinction From
10% Off- NZ$4,031
The tour leaves Boston's historic center, heading through Portland's Old Port district and Bar Harbor's coastal charm. The route takes in White Mountains via Kancamagus Highway before visiting Newport's mansions. The final leg passes Plymouth Rock back to Boston.
Duration 10 days Destinations Boston, Kennebunkport, Portland, Acadia National Park, Bar Harbor, Bretton Woods, Newport, Cape Cod, Plymouth Age Range Ages 21+ Operator Travel Talk From $7,712
40% Off- NZ$4,627You save $3,085
Duration 7 days Destinations Boston, Bretton Woods, Newport Age Range All Ages Welcome Operator Collette From $5,999
15% Off- NZ$5,099You save $900
From Holiday Inn Boston-Cambridge, this route covers New England's finest over 1,400 km. The path leads through Portsmouth's historic district, Acadia National Park's rugged coast, and White Mountains' scenic beauty before returning to Boston.
Duration 10 days Destinations Boston, Kennebunkport, Portland, Portsmouth, Bar Harbor, Newport, Cape Cod, Provincetown, Plymouth Age Range Ages 7+ Operator DERTOUR From
15% Off- NZ$3,897
A circular route from Boston's Faneuil Hall showcases New England's highlights. Stops include Salem's historic sites, Portland's revitalized waterfront, and Acadia National Park before returning via Cape Cod's coastal routes to Boston, covering approximately 1,600 scenic miles.
Duration 15 days Destinations Boston, Portland, Kennebunkport, Bar Harbor, Newport, Cape Cod, Hyannis, North Falmouth Age Range All Ages Welcome Operator DERTOUR From
15% Off- NZ$2,712
From Boston's Holiday Inn Bunker Hill, the route passes through Portland's historic port and Bar Harbor's Acadia National Park. The tour crosses White and Green Mountains before visiting Newport's mansions and Cape Cod's 64-mile coastline, returning via Plimoth Plantation.
Duration 15 days Destinations Boston, Portland, Kennebunkport, Bar Harbor, Rutland, Newport, Cape Cod, Hyannis, North Falmouth Age Range All Ages Welcome Operated in Only: German Operator MEIERS WELTREISEN From
15% Off- NZ$2,712
Autumn Colours
8 Reviews by TourRadar travelers“The hotel stays were fantastic. I would highly recommend this tour.”
Kristen, traveled in September
From Boston's historic district, the route leads through Vermont's Green Mountains to Burlington's Church Street Marketplace. The path continues to White Mountain National Forest's Diana's Baths before reaching Bar Harbor's Acadia National Park, then returns to Boston.
Duration 9 days Destinations Boston, Burlington, North Conway, Bar Harbor, Acadia National Park, Kennebunkport, Rockport, MA Age Range All Ages Welcome Operator Trafalgar From $8,995
12% Off- NZ$7,916You save $1,079
What people love about New England Tours from Boston
- Fall Colours of New England
My eyes feasted with fall colors. Most hotels were good but some could be better. Wished a little bit more time on some of the stops.
- New England's Fall Foliage (Classic)
The accommodations, transportation, food, and sites were excellent. My tour was well-organized and the directors were terrific! The tour/trip was so more than I expected!
- Cape Cod & the Islands
The tour guide and coach driver were both great. The Sheraton in Boston could use some updating. The Viking Hotel in Newport was beautiful but our bathroom was tiny. We would have enjoyed time at the beach but the itinerary was too jam packed
What our customers ask about New England Tours from Boston
What are the most popular attractions covered on day one in Boston?
Day one in Boston focuses on essential American history sites along the Freedom Trail including Boston Common, Faneuil Hall Marketplace and the historic Beacon Hill area. The route takes visitors through Revolutionary War landmarks such as the Old State House and Paul Revere House. Most tours use well-located hotels like the Westin Copley Place or Hyatt Regency Downtown as their base. A TourRadar traveler noted: "Starting in Boston was perfect - our guide took us along the Freedom Trail and really brought the revolutionary history to life."
What is the best time of year for Boston, New England tours?
Fall months between September and October draw the largest crowds with temperatures ranging from 60-70°F colorful foliage and local harvest celebrations. Spring tours in May and June offer pleasant weather and flowering gardens while summer brings ideal conditions for coastal activities. According to one TourRadar review: "We went in early October and the fall colors in New Hampshire and Vermont were absolutely spectacular - perfect timing!"
What type of accommodations can I expect when starting in Boston?
Boston tour accommodations center on 3-4 star hotels in prime locations. Popular choices include the Westin Copley Place in Back Bay and the Hyatt Regency near downtown. As the tour continues properties like the Harbor View Hotel on Martha's Vineyard and Newport Harbor Hotel provide comfortable bases. A TourRadar traveler noted: "The Westin Copley Place was an excellent starting point - walking distance to major sites and surrounded by great restaurants."
How much free time is typically available in Boston at the start of the tour?
The first day usually combines a guided half-day tour with 3-4 hours of independent exploration time. This schedule lets visitors discover spots like Faneuil Hall Marketplace explore the Italian restaurants of the North End or browse shops along Newbury Street. From a TourRadar review: "Having free time our first afternoon in Boston was great - we explored the North End and had an amazing Italian dinner."
What transportation options are provided from Boston Logan Airport to the start hotels?
While most tours don't include airport transfers the start hotels connect to Logan Airport through hotel shuttles taxis or rideshare services with typical journey times of 15-20 minutes. Select operators like Insight Vacations offer private transfer options. A TourRadar reviewer shared: "We easily grabbed a taxi from Logan to our hotel in Back Bay - quick 20-minute ride that cost about $40."
What dining experiences are included on the first days in Boston?
The first evening typically features a welcome dinner at local establishments serving New England classics like fresh seafood clam chowder and lobster. Hotel breakfast is included on some tours. As one TourRadar traveler reported: "Our welcome dinner at Union Oyster House was fantastic - got to try classic Boston seafood while getting to know our fellow travelers."
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