Overview
Pittsfield is a small city in western Massachusetts. It is the largest city in Berkshire County and home to Berkshire Community College .
13 sights · 7 things to do · 10 places to eat · 2 bars & cafés · 5 places to stay
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Pittsfield
Hancock Shaker Village
A widely acclaimed destination named The City of Peace by its residents, this Shaker community disbanded in 1960 and sold the buildings and over 900 acres to a group that formed a nonprofit preservation organization. Thi…
Albany Berkshire Ballet
Professional ballet company, performs classical and contemporary dance.
Arrowhead, Home of Herman Melville
Melville's home from 1850 to 1862, where Moby Dick and other works were written. House tours, gardens, nature trail, exhibits, museum shop.
Berkshire Artisans
Municipal arts center.
Berkshire Athenaeum
History and genealogy. Free or reduced passes to many attractions are available if you have a library card.
Berkshire Lyric Theatre
Chorus performs at various locations.
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 84°F; winter lows dip to about 16°F. Cold months (Jan, Feb, Dec) can bring snow and ice; check road conditions. Wettest: Jul and Jun. (climate data from nearby Albany)
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.
- ALB Albany International Airport, Albany — 35 mi away (major hub). Directions
- BDL Bradley International Airport, Hartford — 46 mi away (major hub). Directions
Pittsfield is on Routes 20 and 7, accessible via Interstate 90 (Massachusetts Turnpike) Exit 2.
Full “Get in” guide ↓Budget & where to stay
- Typical meal: about $11 per person at listed restaurants.
Options are grouped as Hotels and motels, Camping in the Sleep guide ↓.
Sample 3-day itinerary
Day 1
- Morning Berkshire Artisans, Berkshire Opera Company, Berkshire Athenaeum
- Lunch Patrick's Pub
- Afternoon Berkshire Museum, Colonial Theatre
- Dinner 101 Restaurant & Bar
- Evening Methusela Bar and Lounge
Day 2
- Morning Arrowhead, Home of Herman Melville, South Mountain Concerts, Bousquet Ski Area/Play Bousquet
- Lunch The Roasted Garlic
- Afternoon Hancock Shaker Village, Town Players
- Dinner Flo's Diner
- Evening Tavern at the A
Day 3
- Morning Albany Berkshire Ballet, Berkshire Lyric Theatre
- Lunch 99 Restaurant and Pub
- Afternoon The Pittsfield Fourth of July Parade
- Dinner Wheeler's Market
Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.
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
Map
Every listing with a location. Tap a pin for its Google Maps link.
Get in
By plane
- Albany International Airport (ALB), Albany, New York. (About 45 mi away)
- Bradley International Airport (BDL), Windsor Locks, Connecticut. (About 75 mi away)
By car
Pittsfield is on Routes 20 and 7, accessible via Interstate 90 (Massachusetts Turnpike) Exit 2.
By train
- Route stopping at Pittsfield:
- Lake Shore Limited operating daily between Chicago and Boston or New York City. It makes stops at most stations along the route, though it does not stop at some of the smallest stations. Trains consist of train cars from both branches between Chicago and Albany (Rensselaer). The trains split into separate branches between Albany (Rensselaer) and both Boston and New York City. Stops between Chicago and Albany (Rensselaer) include South Bend, Elkhart, Waterloo, Bryan, Toledo, Sandusky, Elyria, Cleveland, Erie, Buffalo (Depew), Rochester, Syracuse, Utica, and Schenectady. Stops between Albany (Rensselaer) and Boston include Pittsfield, Springfield, Worcester, Framingham.
By bus
Pittsfield is served by several intercity bus lines offering regular service to Boston, New York, Albany, Hartford and points in between.
Get around
- The Pittsfield Visitors Center, 111 South Street (Route 7) in the lobby of the newly renovated Colonial Theatre downtown, +1 413 443-9186, x232 or x324.
- The Joseph Scelsi Intermodal Transportation Center, 1 Columbus Avenue, the hub for the Berkshire Regional Transit Authority. The BRTA offers service stretching from North Adams above Pittsfield, down to Great Barrington below it. Service runs roughly from 6AM to 7PM, with trips usually running once an hour, though it can vary by route. There is no service on Sundays. Fares are $1.25 per city traveled, with half-fare for seniors, and discounted to $1.05 if you buy a 20-fare passcard. The buses are generally clean and quiet, and only heavily occupied during rush hour times.
- Rainbow Taxi can be reached at +1 413 499-4300.
- Arrow Taxi can be reached at +1 413 499-8604
You will need to call a taxi in order to be picked up, instead of flagging one. Be warned that during inclement weather or rush hour the wait for a taxi to arrive can easily be a half-hour or longer.
- Walking is also an option, as the city is fairly small and safe. Many parts of the city are reachable with an hour or less of walking, especially if you're staying at the Crowne Plaza.
See
Note that if you have a library card from one of the libraries in the C/W MARS network, or know someone who is willing to use theirs for you, you can get free or reduced cost passes to several of the museums and historical homes/sites listed here.
See Albany Berkshire Ballet
Professional ballet company, performs classical and contemporary dance.
- Artscape, a self-guided tour of artwork in downtown Pittsfield.
See Hancock Shaker Village
A widely acclaimed destination named The City of Peace by its residents, this Shaker community disbanded in 1960 and sold the buildings and over 900 acres to a group that formed a nonprofit preservation organization. This Shaker site is in remarkable shape, and features a unique round stone barn. It now encompasses about 1,200 acres and 20 restored buildings. While the village is based in Hancock, and that town gives the Village its name, a substantial part of the Village is in Pittsfield. See other Shaker villages in the northeast United States through the itinerary Touring Shaker country.
See Town Players
Performs at Berkshire Community College. October - May. America's oldest community theater.
See The Pittsfield Fourth of July Parade
Named by USA Today as "one of the best parade venues in the country", it has floats, bands, balloons, and processions from all over Berkshire County, and attracts thousands of attendees to the normally quiet city (a notable sight in and of itself). If the 4th falls on a Sunday, the parade will be held on the 5th instead.
Do
Do Canoe Meadows Wildlife Sanctuary (Mass Audobon Society)
Trails, observation building, guided activities. Managed by Pleasant Valley Wildlife Sanctuary
Do Onota Boat Livery
Hourly, half-day, and full-day boat rentals on Onota Lake, including row boats, canoes, kayaks, pedal boats, fishing boats and pontoon boats. Fully stocked tackle and live bait shop, including MA fishing licenses and an awesome selection of ice-fishing gear. Open daily, year-round. Visit our website for current rental rates and directions!
Tennis courts
first come - first serve
- Herberg Middle School, 501 Pomeroy Avenue.
- Lakewood Park, Newell Street.
- Pittsfield High School, 300 East Street.
- Ponterril Tennis Courts, East Acres Road.
- Taconic High School, 96 Valentine Road.
Public golf courses
Do General Electric Athletic Club
Biking and hiking
Eat
Eat Kelly's Diner
Breakfast, lunch, best sausage in town.
Eat 101 Restaurant & Bar
southern cooking and drinks
Eat Patrick's Pub
Bar and grill, generally well reviewed. May be busy with slow service at times, but good food.
Eat Teddy’s Pizza & Family Restaurant
Family-owned and run pizza house & bar.
Eat BB's Hotspot at The Lantern (Lantern Bar and Grill)
Bar and burgers
Eat Wheeler's Market
Deli and convenience store, includes beer and wine. Across from Pontoosuc Lake.
Eat 99 Restaurant and Pub
Family-friendly bar & grill
Eat The Roasted Garlic
Wood-fired pizza, bar & grill. Highly reviewed, pleasant atmosphere.
Eat Flo's Diner
Breakfast and lunch. Expect a long wait.
Drink
Drink Methusela Bar and Lounge
Wine bar with a rustic/chic theme
Drink Tavern at the A
Full pub menu and bar. Catering and special event bookings are available. Weekends come alive with musical entertainment. The grounds feature an 18-hole golf course.
Sleep
Stay Heart of the Berkshires Motel
Located along Rt. 20. No-frills motel; free wi-fi. Reviews are mixed.
Hotels and motels
Camping
Stay safe
Pittsfield is for the most part a sleepy city with a low crime rate, and usually safe to walk through even after dark, but you may want to exercise some caution while on the side of the city west of North Street late at night, or when in the neighborhoods along and off of Linden, Lincoln, and Tyler St. and Dewey and Madison Av.
Also of concern is the PCB contamination caused by General Electric's toxic waste dumping during the middle decades of the 1900s. While much of it has since been cleaned up, there are still a few areas that are not safe for human activity. One main one is the Housatonic River, which is still dirty and contaminated; do not fish, swim, wade, etc. in the river waters or any ponds or flood plains that spring from it. The other main one is Silver Lake. While it looks cleaner and is worth driving past because the area is scenic and has many geese and ducks, it too is not safe for swimming, wading, picnicking, etc. There are a few other areas still contaminated as well, mainly around the river; basically, if you see a sign saying the area is contaminated or has PCBs, heed it. Onota and Pontoosuc offer plenty of safe water to frolic in, and there's no shortage of pretty places to walk in Pittsfield, so you won't be missing much.
Go next
The Pioneer Valley and Boston are both close by to the east, roughly an hour and two-hour drive, respectively. To the west, Albany is reachable with around an hour's drive.
Nearby
Lanesborough
City / town · 30 listings · 5 mi away
Dalton
City / town · 51 listings · 5 mi away
Lenox
City / town · 53 listings · 7 mi away
Hinsdale
City / town · 21 listings · 7 mi away
October Mountain State Forest
Park · 31 listings · 7 mi away
Hancock
City / town · 25 listings · 7 mi away
New Lebanon
City / town · 21 listings · 8 mi away
Cheshire
City / town · 37 listings · 9 mi away
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