5 days in Chesterfield, Greenfield & North Adams Itinerary

5 days in Chesterfield, Greenfield & North Adams Itinerary

Created using Inspirock Massachusetts holiday planner

©
This plan was created by another user. Make it your plan

Route & dates

5 days in Chesterfield, Greenfield & North Adams Itinerary

Start: Chesterfield
1
Chesterfield
— 1 night
Drive:  1​h
2
Greenfield
— 1 night
Drive:  1​h 15​min
3
North Adams
— 2 nights
Drive:  1​h 15​min
End: Chesterfield

1
night
Chesterfield

Chesterfield ©
Chesterfield is a rural hill town in Hampshire County, Massachusetts, United States, east of Pittsfield and west of Boston. Start off your visit on the 24th (Wed): take in the views from Bridge of Flowers, then stroll through Stanley park, and then take in the dramatic natural features at Chesterfield Gorge. Here are some ideas for day two: look for gifts at Williamsburg General Store, don't miss a visit to Gould's Sugar House, and then hit the slopes at Berkshire East Ski Resort.

For maps, photos, where to stay, and other tourist information, read our Chesterfield road trip planning app .

April in Chesterfield sees daily highs of 59°F and lows of 36°F at night. Finish up your sightseeing early on the 25th (Thu) so you can travel back home.

Things to do in Chesterfield

Parks Winter Sports Outdoors

Side Trips

Shelburne Falls, Stanley park, Williamsburg General Store, Berkshire East Ski Resort
Highlights from your plan
Stanley park ©
Stanley park
Bridge of Flowers ©
Bridge of Flowers
Williamsburg General Store ©
Williamsburg General Store

1
night
Greenfield

Greenfield ©
Greenfield is a city in Franklin County, Massachusetts, United States. Poet's Seat Tower has been added to your itinerary. Start off your visit on the 26th (Fri): snap pictures at Bridge of Flowers, then stop by Kringle Candle Company, then admire the natural beauty at Magic Wings Butterfly Conservatory and Gardens, and finally get great views at Poet's Seat Tower.

For more things to do, other places to visit, ratings, and other tourist information, refer to the Greenfield trip planner .

Traveling by car from Chesterfield to Greenfield takes an hour. In April, daily temperatures in Greenfield can reach 56°F, while at night they dip to 33°F. Cap off your sightseeing on the 26th (Fri) early enough to travel to North Adams.

Things to do in Greenfield

Parks Wildlife Shopping

Side Trips

Bridge of Flowers, Kringle Candle Company, Magic Wings Butterfly Conservatory and Gardens
Highlights from your plan
Poet's Seat Tower ©
Poet's Seat Tower
Bridge of Flowers ©
Bridge of Flowers

2
nights
North Adams

North Adams ©
North Adams is a city in Berkshire County, Massachusetts, United States. Your day-by-day itinerary now includes Natural Bridge State Park as well as MASS MoCA. Kick off your visit on the 27th (Sat): admire the majestic nature at Natural Bridge State Park, take in the dramatic natural features at Glacial Potholes, snap pictures at Bridge of Flowers, then snap pictures at Bissell Covered Bridge, and finally admire the masterpieces at MASS MoCA. Get ready for a full day of sightseeing on the 28th (Sun): take in the exciting artwork at The Art of Humor Gallery and then whizz through the canopy at some of the top local zipline courses and adventure parks.

To find photos, reviews, other places to visit, and other tourist information, read our North Adams trip itinerary planning tool .

You can drive from Greenfield to North Adams in an hour. In April, daily temperatures in North Adams can reach 56°F, while at night they dip to 33°F. Finish your sightseeing early on the 28th (Sun) so you can travel back home.

Things to do in North Adams

Parks Tours Outdoors

Side Trips

Shelburne Falls, Charlemont, The Art of Humor Gallery
Highlights from your plan
MASS MoCA ©
MASS MoCA
Natural Bridge State Park ©
Natural Bridge State Park
Zipline