Find hotels in Pittsfield, MA from ฿2,585

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Our top choices for Pittsfield hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1002)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness centre or enjoy nearby skiing options. Tanglewood Music Centre and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,972
฿3,320 total
includes taxes & fees
6 Jan - 7 Jan
Best Western Plus Berkshire Hills Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (350)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ฿2,963
฿3,310 total
includes taxes & fees
5 Jan - 6 Jan
The Central Downtown Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ฿2,711
฿3,028 total
includes taxes & fees
19 Jan - 20 Jan
Berkshire Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (660)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.
" Nice staff - beautiful hotel!"
United States
MARY
The price is ฿4,031
฿4,503 total
includes taxes & fees
9 Jan - 10 Jan
Hilton Garden Inn Lenox Pittsfield
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (72)
Located 10 minutes from Tanglewood Music Centre, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ฿3,863
฿4,315 total
includes taxes & fees
8 Jan - 9 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (810)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.
"Clean room and staff was super friendly"
United States
Yuen
The price is ฿4,697
฿5,247 total
includes taxes & fees
7 Jan - 8 Jan
Hotel On North
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (804)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.
"great stall and friendly pet friendly place"
United States
bonnie
The price is ฿3,111
฿4,179 total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
Peaceful accommodation in a safe location make this motel a smart choice for travellers. Free perks include WiFi and self parking, while the 24-hour front desk ensures assistance anytime. Nearby attractions and skiing opportunities add adventure to your restful stay.
"Room spotless and staff helpful."
United States
William
The price is ฿2,525
฿2,821 total
includes taxes & fees
17 Jan - 18 Jan
FairBridge Inn Express
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1006)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transport Centre, this hotel offers peaceful accommodation with an indoor pool. Enjoy the fitness centre, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theatre.
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is ฿3,089
฿3,451 total
includes taxes & fees
9 Jan - 10 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Chatham Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214)
Peaceful countryside motel offers daily housekeeping, free WiFi, and complimentary parking. Explore nearby attractions like The Mac-Haydn Theatre or Shaker Museum, with convenient access to Hudson Station and airport.
"Room is clean but bed uncomfortable"
United States
Vivian
The price is ฿3,656
฿4,095 total
includes taxes & fees
5 Jan - 6 Jan
Chatham Travel Lodge
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cosy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theatre, then return to comfortable accommodation just 16 minutes from Pittsfield Station.
"Nice place for a weekend away."
United States
Gregory
The price is ฿6,778
฿7,164 total
includes taxes & fees
7 Jan - 8 Jan
Harbour House Inn
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ฿5,630
฿5,951 total
includes taxes & fees
5 Jan - 6 Jan
Blue Vista Motor Lodge
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down duvets, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (451)
"It is the perfect place to stay!"
United States
Darrell
The price is ฿4,528
฿5,763 total
includes taxes & fees
2 Feb - 3 Feb
The Porches Inn at Mass MoCA
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (461)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ฿2,128
฿2,383 total
includes taxes & fees
6 Jan - 7 Jan
Berkshire Travel Lodge
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ฿13,398
฿14,697 total
includes taxes & fees
5 Jan - 6 Jan
Inn at Kenmore Hall
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (988)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ฿6,904
฿7,712 total
includes taxes & fees
5 Jan - 6 Jan
Jiminy Peak Mountain Resort
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1002)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ฿3,656
฿4,084 total
includes taxes & fees
2 Feb - 3 Feb
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.
"Staff was very friendly and helpful."
United States
Pamela
The price is ฿2,490
฿2,782 total
includes taxes & fees
5 Jan - 6 Jan
Howard Johnson by Wyndham Lenox
Premium bedding, pillow-top beds, individually decorated
Four Season Motel

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (195)
This roadside motel offers convenient access to nearby attractions like Funplex Fun Park and Brookview Station Winery. Enjoy practical amenities including free parking and helpful room service with round-the-clock front desk assistance.
"I thought the staff was genuinely interested in me and wanted me to rest "
United States
Joseph
The price is ฿2,206
฿2,449 total
includes taxes & fees
5 Jan - 6 Jan
Four Season Motel
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (440)
Tucked in West Stockbridge, this charming B&B offers complimentary morning meals and convenient self parking. Outdoor enthusiasts can explore nearby hiking trails, kayaking spots, and mountain biking routes. Ebenezer II Gifts and Hotchkiss Mobile Studio await just minutes away.
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is ฿3,436
฿3,769 total
includes taxes & fees
5 Jan - 6 Jan
Shaker Mill Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Pittsfield attractions

Hardly anyone here! Great way to spend a week day, skiing and tubing!
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.0/5 (23 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
See properties
Hancock Shaker Village, Hancock Massachusetts beautiful place; description Shakers, all supported themselves by the proceeds of their farmland. The Hancock Shakers were primarily dairy farmers. The raising and sale of garden seeds was perhaps the most lucrative of their early businesses.Land acquisition and conversion continued for decades, with the area peaking at 3,000 acres (12 km2) and the population rising to over 300.After reaching peak membership in the 1840s, the Shaker movement gradually dwindled, partially due to the urban migration that accompanied the Industrial Revolution, and by the westward migration of New England's youth. By the early twentieth century, the population of the village had fallen to around 50, most of whom were children. The remaining Shakers sold off their excess land, and many buildings were destroyed.The decision was eventually made in 1960 to close the village and sell the property and buildings. Non-Shakers were impressed by the Hancock Shaker property—scrupulously clean, neat, and well-tended—and their innovations in farming, such as the round barn that attracted much attention Visitors also praised Hancock Shakers' products, including boxes "of beautiful workmanship" and garden seeds. Before 1820, the village was prosperous and the Shakers were respected as good neighbors.
Photo by Ed Gaffny
Open Photo by Ed Gaffny

Hancock Shaker Village

4.5/5 (73 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.
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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield
Pittsfield featuring a city

Top Pittsfield Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Clean room | Staff "
Danielle 3-night trip
Posted 5 days ago
The Williams Inn

More cheap stays in Pittsfield

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is ฿2,385 per night from 19 Jan to 20 Jan
฿2,385
฿2,664 total
19 Jan - 20 Jan
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Hotel On North is a favourite with Expedia customers. This hotel offers free parking and a bar. Other top choices based on traveller reviews include Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best budget-friendly hotel in Pittsfield?
Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best family accommodation in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.
What is the top LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best dog-friendly accommodation option in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Best Western Plus Berkshire Hills Inn & Suites and Hotel On North. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.
What is staying in Pittsfield like?
Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 75 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What should I do while I'm visiting Pittsfield?
Cultural venues include Berkshire Museum, Colonial Theater and Hancock Shaker Village. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Housatonic River. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
How should I get around Pittsfield?
To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.