8 days in Hampshire County & Boston Itinerary

Created using Inspirock Massachusetts trip itinerary builder
Make it your trip
Drive
1
Hadley
— 1 day
Drive
2
Ware
— 2 nights
Drive
3
Boston
— 5 nights
Fly

S M T W T F S
30
31
1
2
3
4
5
6
7
8
9
10
11
12

Hadley — 1 day

Hadley is a town in Hampshire County, Massachusetts, United States. On the 30th (Sun), look for all kinds of wild species at Silvio O. Conte National Fish and Wildlife Refuge, Hadley MA, then identify plant and animal life at Mount Sugarloaf State Reservation, then look for gifts at Williamsburg General Store, and finally indulge your thirst for a good beer at Fort Hill Brewery.

To find ratings and other tourist information, use the Hadley road trip tool.

New York City to Hadley is an approximately 3-hour car ride. In October, Hadley is little chillier than New York City - with highs of 65°F and lows of 41°F. Cap off your sightseeing on the 30th (Sun) early enough to go by car to Ware.
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Wildlife · Parks · Breweries & Distilleries · Shopping
Side Trips
Find places to stay Oct 30 — 31:

Ware — 2 nights

Ware is a town in Hampshire County, Massachusetts, United States. Kick off your visit on the 31st (Mon): take your sightseeing to a higher altitude at Peaked Mountain.

For photos, traveler tips, and tourist information, you can read our Ware route maker.

Traveling by car from Hadley to Ware takes an hour. Alternatively, you can drive. In October, daytime highs in Ware are 65°F, while nighttime lows are 41°F. On the 1st (Tue), you're off to Boston.
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Nature · Parks
Side Trip
Find places to stay Oct 30 — Nov 1:
Highlights from your trip

Boston — 5 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
Venture out of the city with trips to Marginal Way Walkway (in Ogunquit), St. Ann's Episcopal Church (in Kennebunkport) and Fisherman's Walk (in York Harbor). There's lots more to do: admire the natural beauty at Boston Public Garden, admire the masterpieces at Museum of Fine Arts, buy something for everyone on your list at Faneuil Hall Marketplace, and see the interesting displays at Salem Witch Museum.

To find maps, traveler tips, more things to do, and tourist information, go to the Boston tour planner.

Drive from Ware to Boston in 1.5 hours. Traveling from Ware in November, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 37°F. Finish up your sightseeing early on the 6th (Sun) so you can catch the flight back home.
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Museums · Historic Sites · Parks · Neighborhoods
Side Trips
Find places to stay Nov 1 — 6:

Hampshire County travel guide

4.3
Art Museums · Gardens · Historic Sites