29 days in Western Massachusetts Itinerary

Amherst is a town in Hampshire County, Massachusetts, United States, in the Connecticut River valley. Explore the numerous day-trip ideas around Amherst: Central Park (in Clinton), Look Memorial Park (in Northampton) and Woodstock (Billings Farm & Museum, Woodstock Vermont Historical Society, &more). There's lots more to do: steep yourself in history at Emily Dickinson Museum, admire the natural beauty at Smith College Botanic Garden, see the interesting displays at Yiddish Book Center, and browse the fresh offerings at Amherst Farmers' Market.

To find more things to do, traveler tips, photos, and other tourist information, use the Amherst online trip planner.

Hartford to Amherst is an approximately 1-hour car ride. You can also drive. Traveling from Hartford in June, plan for slightly colder nights in Amherst, with lows around 54°F. Cap off your sightseeing on the 26th (Mon) early enough to go by car to Williamstown.

Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Venture out of the city with trips to Manchester (North Meadow Farm, Equinox Preservation Trust, &more), Lenox (Ventfort Hall Mansion and Gilded Age Museum & The Mount, Edith Wharton's Home) and Stockbridge (Norman Rockwell Museum & National Shrine of the Divine Mercy). There's still lots to do: explore the world behind art at The Clark Art Institute, whizz through the canopy at some of the top local zipline courses and adventure parks, identify plant and animal life at Mount Greylock State Reservation, and hike along Ashuwillticook Rail Trail.

For maps, where to stay, and other tourist information, read our Williamstown trip itinerary builder site.

Getting from Amherst to Williamstown by car takes about 1.5 hours. In June, daily temperatures in Williamstown can reach 76°F, while at night they dip to 54°F. Cap off your sightseeing on the 6th (Thu) early enough to go by car to Springfield.

Springfield is a city in western New England, and the seat of Hampden County, Massachusetts, United States. Get out of town with these interesting Springfield side-trips: Lost Acres Vineyard (in Granby), Notre Dame Parish (in Southbridge) and Kingston (Rondout Lighthouse & Boat Tours & Water Sports). Next up on the itinerary: get a new perspective on nature at Springfield Museums, contemplate the waterfront views at Watershops Pond, see the interesting displays at Basketball Hall of Fame, and learn about all things military at Springfield Armory National Historic Site.

To find more things to do, other places to visit, maps, and more tourist information, read Springfield online trip itinerary maker.

You can drive from Williamstown to Springfield in 2 hours. Another option is to drive. In July, daytime highs in Springfield are 84°F, while nighttime lows are 61°F. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive back home.