New England Tours from Boston
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10 best New England tours from Boston
Compiled by
MelissaBoston travel expert at TourRadar
- Best of Boston & Massachusetts - 4 days
- Classic New EngLand
- Colors of New England (Boston, MA to Portland, ME) (2026)
- New England's Fall Foliage
- Colors of New England (Boston, MA to Portland, ME) (2025)
- The Colors of Autumn: New England Edition
- Experience New England
- New England Holiday featuring the historic Omni Mount Washington Resort (Boston, MA to Newport, RI)
- Colors of New England
- Cape Cod & the Islands
Duration 4 days Destinations Boston, Salem, MA, Rockport, MA, Cape Cod, Plymouth Age Range All Ages Welcome Operator On The Go Tours From
- NZ$3,525
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 Operator MEIERS WELTREISEN From
- NZ$2,661
Duration 8 days Destinations Boston, Woodstock, Stowe, Quechee, North Conway, Conway, Portland, Kennebunkport Age Range All Ages Welcome Operator Collette From $8,249
6% Off- NZ$7,749You save $500
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
6% Off- NZ$5,540
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
6% Off- NZ$7,399
Duration 6 days Destinations Boston, Lincoln, Stowe, Catskill Mountains, Green Mountains National Forest Age Range Ages 18+ Operator WeVenture From
6% Off- NZ$8,389
Duration 6 days Destinations Boston, Providence, Martha's Vineyard Island, Newport, Mystic Age Range Ages 18+ Operator Tours of Distinction From
6% Off- NZ$4,473
Duration 7 days Destinations Boston, Bretton Woods, Newport Age Range All Ages Welcome Operator Collette From $5,999
8% Off- NZ$5,499You save $500
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 $7,818
40% Off- NZ$4,691You save $3,127
Cape Cod & the Islands
180 Reviews by TourRadar travelers“The response should strictly adhere to the content of the feedback provided and must avoid including any AI-generated terminology or phrases.”
Sheri, traveled in August
Starting in Boston with Freedom Trail, the tour heads to Plymouth's historic sites. Hyannis serves as base for ferry trips to Martha's Vineyard and Nantucket. The final leg includes Newport's mansions before returning to Boston, covering 250 miles of New England's coast.
Duration 8 days Destinations Boston, Plymouth, Hyannis, Martha's Vineyard Island, Cape Cod, Nantucket, Newport Age Range All Ages Welcome Operator Globus From $6,969
4% Off- NZ$6,719You save $250
What people love about New England Tours from Boston
- Cape Cod & the Islands
".................,.............
- Fall Colours of New England
Scott and driver Anthony were always caring about alll . Took speacial care of all of our interests. could not have asked for a better team..
- New England's Fall Foliage (Classic)
Great tour guide and other personnel. Most hotels adequate to very good, especially the Trapp Lodge. Food adequate for the most part. Overall, a very nice trip and the colors were fantastic!
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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