Overview
Monterey is a small town in the Berkshires of Massachusetts.
1 things to do
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Monterey
Beartown State Forest
A 12,000 acre forest with an extensive trail system. Thirty-five acre pristine Benedict Pond provides swimming, boating and fishing. Home of diverse wildlife including deer, bobcats, fishers and, of course, the park's na…
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 85°F; winter lows dip to about 19°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Oct and Sep. (climate data from nearby Hartford)
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 — 32 mi away (major hub). Directions
- ALB Albany International Airport, Albany — 49 mi away (major hub). Directions
Take Exit 2 off Interstate 90 (Massachusetts Turnpike) in Lee. Follow Route 102 west for 4.7 miles to Stockbridge. Turn left and follow Route 7 south for 6.1 miles to Great Barrington. Turn left and follow Route 23 east for 5.3 miles to Monterey.
Full “Get in” guide ↓Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Food for you
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
Map
Every listing with a location. Tap a pin for its Google Maps link.
Get in
Take Exit 2 off Interstate 90 (Massachusetts Turnpike) in Lee. Follow Route 102 west for 4.7 miles to Stockbridge. Turn left and follow Route 7 south for 6.1 miles to Great Barrington. Turn left and follow Route 23 east for 5.3 miles to Monterey.
Do
Do Beartown State Forest
A 12,000 acre forest with an extensive trail system. Thirty-five acre pristine Benedict Pond provides swimming, boating and fishing. Home of diverse wildlife including deer, bobcats, fishers and, of course, the park's namesake, the Black Bear. There are brooks, beaver ponds, and rich deciduous forest perfect for fall foliage viewing. The Appalachian Trail passes near Benedict Pond offering spectacular views.
Nearby
Otis
City / town · 3 listings · 6 mi away
Great Barrington
City / town · 29 listings · 8 mi away
Sheffield
City / town · 2 listings · 9 mi away
Lee
City / town · 3 listings · 9 mi away
Stockbridge
City / town · 5 listings · 9 mi away
Becket
City / town · 1 listings · 12 mi away
October Mountain State Forest
Park · 31 listings · 13 mi away
Lenox
City / town · 53 listings · 13 mi away
My experience
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