Hotels in Pittsfield
This is a 3-star market: 16 of the 26 properties nearby sit in that band, and 7 of them are within a mile of the centre. Below are the closest properties to the middle of Pittsfield, nearest first, plus what is near each venue in the city — because if you are here for one event, distance from that building matters more than distance from downtown.
What the hotels in Pittsfield are like
Before the list, the shape of it. These figures cover every property the search found within about five miles of the middle of Pittsfield — not just the 26 shown below, which are simply the closest.
| Measure | Pittsfield | What it tells you |
|---|---|---|
| Properties found | 26 | Everything listed within about five miles of the centre. The 26 nearest are shown below. |
| Star mix | 2 × 4★, 16 × 3★, 4 × 2★ | 3-star is the largest band here. |
| Average guest score | 7.4/10 | Across the 24 rated properties. Supplied by our accommodation partner, not a StubOrder rating. |
| Within a mile of the centre | 7 of 26 | The rest are a drive or a transit ride. |
| Closest property | Under 0.3 mi | From the city’s centre point, in a straight line. |
Hotels in Pittsfield, closest to the centre first
Pick your dates to price these for the nights you actually want. Nothing is quoted until you do, because a nightly rate for the wrong dates is worse than no rate at all.
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The Central Downtown Inn Suites
20 W Housatonic St., Pittsfield
Central Location in Pittsfield Located in the heart of Pittsfield city centre, Berkshire Yankee Suites offers convenience with shops and restaurants within walking distance. The B…
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Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield
Convenient Location Located in downtown Pittsfield Massachusetts, Holiday Inn and Suites Pittsfield-Berkshires offers easy access to major corporations and popular attractions in …
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Spacious Historic Home in the Berkshires!
140 Bartlett Ave, Pittsfield
Convenient Parking and Book Collection Enjoy complimentary nearby parking and access to a variety of books during your stay. Cozy Fireplace and Kitchen Unwind in the air-condition…
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Elegant Pittsfield Home Near Downtown & Skiing!
Escape to a delightful cottage in Pittsfield, where comfort meets convenience and your senses are embraced by nature. Serene Garden Views Unwind in our lush garden and take in bre…
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Hotel on North
297 North Street, Pittsfield
Central Location Modern Amenities Entertainment Options Book your stay at Hotel on North today to experience comfort and convenience in Pittsfield.
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Berkshire Inn
150 W Housatonic St, Pittsfield
Scenic Retreat in the Berkshire Mountains Charming Accommodations: The Berkshire Inn offers cozy rooms adorned with rich colors and elegant cherry wood furnishings, ensuring a com…
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51 Seymour St
51 Seymour St, Pittsfield
Convenient Parking Free self-parking is available onsite for your ease and peace of mind. Entertainment and Connectivity Stay connected with complimentary wireless internet access…
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Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Tamarack Road 35, Pittsfield
Prime Location Situated just 12 km from Tanglewood in Pittsfield, our chic vacation home offers a perfect blend of comfort and convenience. Modern Amenities Enjoy a fully equipped…
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Heart of the Berkshires Motel
970 W Housatonic St, Pittsfield
Convenient Location Heart of the Berkshires Motel, located in Pittsfield, offers a prime spot within 15 km of Tanglewood Musical Center and Tanglewood. Guests can enjoy free WiFi,…
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6 Mi to Skiing: Pet-friendly Home in Pittsfield!
Discover your perfect getaway at our charming cottage near Canoe Meadows Wildlife Sanctuary. Convenient Location Situated just minutes from the Housatonic River and a short drive …
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Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield
Luxurious Amenities Featuring an indoor swimming pool, hot tub, and fitness centre, Berkshire Mountain Lodge offers a luxurious stay in Pittsfield. Home-like Comfort Each guest ro…
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Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield
Luxurious Accommodation Experience comfort and style at Hilton Garden Inn Lenox/Pittsfield/Berkshires. The hotel boasts a fitness center, indoor pool, and a restaurant/bar for you…
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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street, Pittsfield
Outdoor Pool and High-Speed Internet Enjoy the outdoor pool and stay connected with wireless internet access during your stay. Complimentary Buffet Breakfast and Business Center S…
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Wagon Wheel Inn
484 Pittsfield Rd, Lenox
Charming Massachusetts Motel Convenient Amenities: Enjoy free Wi-Fi, microwaves, refrigerators, and cable TV in all rooms at the Wagon Wheel Inn. Relax in comfort with floral bedd…
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Fairbridge Inn Express Pittsfield
16 Cheshire Road, Pittsfield
Convenient Location Located just 18 km from popular attractions like Tanglewood and Cranwell Spa & Golf Club, Fairbridge Inn Express Pittsfield offers easy access to the best of P…
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Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield
Luxurious Amenities Indulge in relaxation with our hydromassage tub and stay active at our well-equipped gym. Modern Comforts Enjoy the convenience of a microwave, refrigerator, a…
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The Yankee Inn
461 Pittsfield Rd, Lenox
Serenity in Nature: Experience a tranquil stay at The Yankee, nestled on a 111-acre wildlife sanctuary in the picturesque Berkshires. Cultural Exploration: Immerse yourself in the…
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Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Lenox
Mountain Views and Outdoor Pool Enjoy stunning mountain views and relax by the outdoor pool at Howard Johnson Lenox. Convenient Amenities Each guest room is equipped with free Wi-…
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Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox
Convenient Location near Attractions This Lenox, Massachusetts hotel offers proximity to historic Lenox town centre and various area attractions. Explore museums, historical sites…
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Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!
Welcome to our charming cottage in Pittsfield, where comfort meets convenience. Unwind in Style Relax by the cozy fireplace or step onto your private balcony, perfect for sipping …
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Lakeside Berkshires Home Near Hiking & Skiing!
26 Sunrise St, Lanesborough
Unique Features and Amenities This smoke-free cottage in Lanesborough offers a playground and free self-parking. Enjoy the convenience of a fully equipped kitchen with a microwave…
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Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
225 Pittsfield Road, Lenox
Convenient Amenities: Enjoy complimentary wireless internet access and make use of the barbecue grills during your stay at this cottage. Cozy Accommodations: Relax in the air-cond…
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Berkshires Untold
194 Pittsfield Rd, Lenox
Discover the enchanting experience of Berkshires Untold, your perfect retreat in the heart of Lenox. Culinary Delights Savor delectable meals at The Club Room, where guests can in…
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Element Lenox Berkshires
Welcome to Element Lenox Berkshires, your perfect getaway nestled in scenic Lenox, Massachusetts. Relax and Refresh Dive into relaxation at our indoor pool, ideal for unwinding af…
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Family-friendly Richmond Cottage w/ Private Yard
Escape to our charming cottage in Richmond, where nature meets comfort! Stunning Views Bask in the beauty of serene gardens right from your private patio, a perfect spot for morni…
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Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox
Convenient Location Situated in Lenox, just 4.8 km from Tanglewood, Courtyard by Marriott Lenox Berkshires offers a prime location for guests to explore the area easily. Modern Am…
Staying near a specific Pittsfield venue
This is usually the better question. The hotels above are measured from the middle of Pittsfield, which is only the right anchor if the city itself is the trip. If you are coming for one event, what matters is how far you are from that building at 11pm — and in most cities the centre and the venue are not the same place.
Each page below runs its own search from that venue’s own coordinates and sorts by real straight-line distance from the doors, with a plain note on every card saying whether that is a walk, a long walk or a drive.
Venues in Pittsfield
The buildings people book these rooms for. Each links to its schedule and tickets.
- Wahconah Park
- Colonial Theatre - Pittsfield
- Tavern At The A
- Mr. Finn's Cabaret At The Blatt Center
- Boyd-Quinson Stage
- The Garage - Pittsfield
- St. Germain Stage at The Blatt Center
- Bousquet Mountain Ski Area
What is on in Pittsfield
The reason most people book a room here. Every date links to live tickets and a seat map.
- From about $104.00View Tickets
- From about $66.00View Tickets
- From about $273.00View Tickets
- From about $273.00View Tickets
- From about $87.00View Tickets
- From about $66.00View Tickets
How to read these listings
Every card carries the same facts in the same order, so two properties can be compared at a glance rather than read as marketing copy.
- Distance is straight-line, not walking. We know where the property is and where the centre is; we do not know the streets in between. That is why each card also says walkable, long walk or drive, and why those labels are deliberately conservative.
- Guest scores are our accommodation partner’s, not ours. StubOrder does not review hotels. Where a score appears it is theirs, with the review count beside it so you can judge how much weight it carries.
- The rate is the lowest available for the stay you asked for, for two adults, and it moves constantly. Treat it as a comparison between properties rather than a quote.
- Nothing here is paid placement. The order is distance from the centre, full stop. No property pays to appear or to rank.
Plan the rest of the trip
Frequently asked questions
How close are these hotels to the Pittsfield venues?
The hotels on this page are measured from the middle of Pittsfield. For distance from a specific building, use that venue's own page - each one is linked above and sorts every nearby property by real distance from the doors.
Is it cheaper to stay near the venue or in the centre?
It depends on the city and the night. Near a stadium on an event night is usually the expensive option; the centre is usually better value but adds a journey. Both pages exist so you can compare them rather than guess.
Does StubOrder sell hotels and tickets together?
No. Tickets come from our resale marketplace and rooms from our accommodation partner, as two separate bookings with separate confirmations.
What kind of hotels are there in Pittsfield?
This is a 3-star market: 16 of the 26 properties nearby sit in that band, and 7 of them are within a mile of the centre. They average 7.4/10 in guest scores from our accommodation partner.
Why are no prices shown until I pick dates?
Because a nightly rate only means anything for a specific stay, and asking for one costs a live request. Pick your dates and every property above is priced for exactly those nights, for two adults.
