Overview
Sheffield is in the Berkshires of Western Massachusetts, just north of the border with Connecticut.
1 things to do · 1 bars & cafés
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Sheffield
Bartholomew's Cobble
This land used to be the property of Col. John Ashley, an American revolutionary and slaveholder, in the 18th century. His house (Ashley House) can also be visited for free, with tours given for $5 for adults and free fo…
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 83°F; winter lows dip to about 15°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Oct and Aug. (climate data from nearby Waterbury)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- BDL Bradley International Airport, Hartford — 36 mi away (major hub). Directions
- ALB Albany International Airport, Albany — 50 mi away (major hub). Directions
Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Food for you
Cuisine (tap to filter)
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Photos
Do
Drink
Drink Big Elm Brewing
Small, but growing brewery located in a warehouse. Simple, but well crafted beers.
Nearby
Mount Washington
City / town · 4 listings · 5 mi away
Great Barrington
City / town · 29 listings · 6 mi away
Monterey
City / town · 1 listings · 9 mi away
Salisbury
City / town · 5 listings · 9 mi away
Canaan
City / town · 11 mi away
Norfolk
City / town · 2 listings · 12 mi away
Stockbridge
City / town · 5 listings · 12 mi away
Lee
City / town · 3 listings · 14 mi away
My experience
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