Wandering Well · Day trips · United States

What are nice weekend getaways from Boston?

Short answer

North Westminster, Pawcatuck, Mystic and Chatham are some potential weekend getaways within 100 miles of Boston. Old Bennington, Wiscasset, Boothbay Harbor and Quechee are within 150 miles of Boston. We list 16 places below, including 6 lake or river towns (Damariscotta and South Glens Falls), 5 coastal towns (Hyannis), 4 food and café towns and 3 mountain villages (North Adams). More below.

Within 100 miles 6 places

Pawcatuck, United States
Gold
Inland waterside towns

Pawcatuck

Southeastern Connecticut Planning Region, Connecticut · United States

Sitting on the Pawcatuck River across from Westerly, Rhode Island, this pocket-sized Connecticut village has a historic core — the Mechanic Street Historic D…

127 km away79 mi away More →
Hyannis, United States
Gold
Wine country

Hyannis

Barnstable County, Massachusetts · United States

The commercial hub of Cape Cod and widely called its "Capital," Hyannis is a pocket-sized Massachusetts village with a walkable downtown on Main Street, a wo…

101 km away63 mi away More →
Westfield, United States
Gold

Westfield

Hampden County, Massachusetts · United States

This walkable brick-paved town square with a central fountain, ornate lamp posts, and red-brick storefronts defines Westfield's compact centre, while the sur…

142 km away88 mi away More →
Chatham, United States
Gold
Food scenes & café towns

Chatham

Massachusetts · United States

This photogenic Cape Cod village at the water's edge, Chatham, Massachusetts, has a café and restaurant scene that outpunches its little size, along with sev…

118 km away73 mi away More →
Mystic, United States
Gold
Inland waterside towns

Mystic

Southeastern Connecticut Planning Region, Connecticut · United States

Mystic Seaport, the largest maritime museum in the United States, anchors this tiny Connecticut village on the Mystic River, where more than 600 ships were b…

135 km away84 mi away More →
North Westminster, United States
Gold
Quiet rural escapes

North Westminster

Vermont · United States

A tiny upland hamlet in Vermont sitting right at the water's edge, North Westminster rewards quiet-seekers with several historic churches and scattered herit…

142 km away88 mi away More →

Within 150 miles 10 places

Damariscotta, United States
Gold
Inland waterside towns

Damariscotta

Maine · United States

This compact Maine village on the Damariscotta River, known for its oysters and a café and restaurant scene that holds a surprising number of options for its…

224 km away139 mi away More →
Pittsfield, United States
Gold
Bustling market & commercial towns

Pittsfield

Berkshire County, Massachusetts · United States

The county seat of Berkshire County in western Massachusetts, Pittsfield sits on the water with mountains close by and a compact centre dense with cafés, res…

180 km away112 mi away More →
Ballston Spa, United States
Gold
Charming old-world towns

Ballston Spa

New York · United States

Tree-lined main street of red-brick storefronts, a Victorian church steeple, and wooded hills in the backdrop give this pocket-sized New York county-seat tow…

239 km away148 mi away More →
Boothbay Harbor, United States
Gold
Mountain villages

Boothbay Harbor

Maine · United States

A photogenic coastal village in Lincoln County, Maine, with a waterfront setting and a café and restaurant scene that is unusually rich for its size.

203 km away126 mi away More →
North Adams, United States
Gold
Mountain villages

North Adams

Berkshire County, Massachusetts · United States

Home to the Massachusetts Museum of Contemporary Art — the largest contemporary art museum in the United States — this little Berkshire County city has built…

172 km away107 mi away More →
Old Bennington, United States
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Old Bennington

Vermont · United States

Listed on the National Register of Historic Places since 1984, Old Bennington is a small Vermont hamlet whose historic district preserves a notable concentra…

186 km away115 mi away More →
Wiscasset, United States
Gold
Mountain villages

Wiscasset

Maine · United States

This tiny waterfront village on Maine's Mid Coast, Wiscasset is known for its early architecture, an unusual concentration of historic churches for its size,…

215 km away133 mi away More →
Quechee, United States
Gold
Inland waterside towns

Quechee

Windsor County, Vermont · United States

Quechee Gorge, carved by the Ottauquechee River, is the centerpiece of this compact Vermont village in Windsor County.

181 km away112 mi away More →
South Glens Falls, United States
Gold
Inland waterside towns

South Glens Falls

New York · United States

Cooper's Cave, named after James Fenimore Cooper and featured on the village seal, sits within the bedrock of the Hudson River here, viewable from a platform…

235 km away146 mi away More →
Gold
Inland waterside towns

Schuylerville

New York · United States

The 1777 surrender of British General John Burgoyne following the Battles of Saratoga took place in this modest Hudson River village in Saratoga County, New…

222 km away138 mi away More →