Find hotels in Pittsfield, MA from CA $94

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May 10 - May 11
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May 11 - May 12
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Top 10 Pittsfield hotels and places to stay

Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Friendly place, better than expected breakfast"
The price is CA $127
CA $142 total
includes taxes & fees
May 21 - May 22
The Yankee, Trademark Collection by Wyndham
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (310)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration "
The price is CA $202
CA $253 total
includes taxes & fees
May 11 - May 12
Berkshire Mountain Lodge
Lobby
Life House Berkshires
3.5 star property
9.2 out of 10, Wonderful, (233)
"It’s the perfect place to go for a weekend or weeklong stay and be as isolated as social as you want. The towns nearby are fantastic. Will definitely be back a lot "
The price is CA $135
CA $151 total
includes taxes & fees
May 20 - May 21
Life House Berkshires
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Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (585)
"Comfortable "
The price is CA $211
CA $235 total
includes taxes & fees
May 12 - May 13
Hotel On North
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is CA $204
CA $224 total
includes taxes & fees
May 11 - May 12
Jiminy Peak Mountain Resort
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (507)
"Beautiful location, property in very good condition, clean. "
The price is CA $220
CA $246 total
includes taxes & fees
May 27 - May 28
Courtyard by Marriott Lenox Berkshires
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (294)
"Love the Williams Inn"
The price is CA $338
CA $378 total
includes taxes & fees
May 21 - May 22
The Williams Inn
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"The hotel is in a quiet location with plenty of parking. Outside area average..would be nice to have an actual patio area instead of tables on the grass. The pool room could be warmer. The staff is pleasant. Breakfast is average, nice to have the waffle maker. Enjoyed our stay well enough..but I would say that nothing stands out about it. It wasnt a bad place, or a great place..its just average!"
The price is CA $191
CA $213 total
includes taxes & fees
May 27 - May 28
Hampton Inn & Suites Berkshires-Lenox
Hypo-allergenic bedding, laptop workspace, blackout drapes
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (916)
"Near Mass MoCA, friendly staff, great view from my room"
The price is CA $204
CA $228 total
includes taxes & fees
May 12 - May 13
Hotel Downstreet
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, (939)
"Staff was wonderful. Hotel is very clean. Beds are very comfortable.The free breakfast includes plenty of choices. Coffee, tea and hot chocolate is available all day in the lobby-such a nice touch!"
The price is CA $143
CA $160 total
includes taxes & fees
May 12 - May 13
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (576)
"Staff, friendly and accommodating"
The price is CA $144
CA $160 total
includes taxes & fees
May 13 - May 14
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (265)
"The rooms were nicely laid out and well designed. The property was very clean and quiet. It looked brand new."
The price is CA $208
CA $232 total
includes taxes & fees
May 21 - May 22
Fairfield Inn & Suites by Marriott Williamstown
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (103)
"It was clean and quiet good Breakfast "
The price is CA $299
CA $334 total
includes taxes & fees
May 12 - May 13
The Trail in Adams - Berkshires’ Art Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (658)
"This location is so convenient to the Berkshire Museum and downtown Pittsfield! There are plenty of great restaurants a short distance away. The price is right and we used the savings to eat at local spots for breakfast, too. They have done some nice updates, so it doesn't feel like the motels that I went to when I was a kid with my parents. "
The price is CA $109
CA $122 total
includes taxes & fees
May 12 - May 13
Berkshire Inn
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (500)
"Very pretty and super clean. "
The price is CA $170
CA $186 total
includes taxes & fees
May 12 - May 13
Berkshire Valley Inn
Property grounds
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, (546)
"Deff stay again if in the area "
The price is CA $94
CA $105 total
includes taxes & fees
May 11 - May 12
Wagon Wheel Inn
Exterior
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (609)
"Convenient "
The price is CA $108
CA $121 total
includes taxes & fees
May 13 - May 14
Howard Johnson by Wyndham Lenox
Lake view
Stay Berkshires
2.0 star property
8.4 out of 10, Very good, (335)
"The staff went to great lengths to solve a problem that arose with my reservation. I would strongly recommend Stay Berkshire for a visit to the Williamstown area. "
The price is CA $219
CA $245 total
includes taxes & fees
May 11 - May 12
Stay Berkshires
Exterior
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (789)
"Comfortable, clean, friendly helpful people. Walkable to attractions -Clark, College, Restaurants. Homey. "
The price is CA $103
CA $115 total
includes taxes & fees
May 27 - May 28
Willows Motel Williamstown
Exterior
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (340)
"Pool!!!"
The price is CA $256
CA $309 total
includes taxes & fees
May 21 - May 22
The Porches Inn at Mass MoCA
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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.

More cheap stays in Pittsfield

Quality Inn

Quality Inn

170 Housatonic Street, Lee, MA
The price is CA $135 per night from May 12 to May 13
CA $135
CA $150 total
includes taxes & fees
May 12 - May 13
8/10 Very Good! (887 reviews)

Hotels near Popular Pittsfield Attractions

Image for Bousquet Ski Area

Bousquet Ski Area

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

See properties
Bousquet Ski Area

Pittsfield Travel Info

Number of hotels
1,247
Highest price
CA $338
Lowest price
CA $94
Known attractions
Bousquet Ski Area, Berkshire Museum and Colonial Theater
Hotels with skiing
27
Hotels with nearby historical attractions
4

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a favorite with Expedia customers. This hotel offers a restaurant and an indoor pool. Other top choices based on traveler reviews include Best Western Plus Berkshire Hills Inn & Suites and Berkshire Inn. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best vacation home rentals in Pittsfield?

Peace and quiet on the lake: You might want to consider this vacation home rental near Pittsfield, which is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.

What's the best accommodation for a budget-friendly stay in Pittsfield?

Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best hotel for a family vacation in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Best Western Plus Berkshire Hills Inn & Suites is another good option for your family trip. Attractions like Berkshire Museum and Bousquet Ski Area are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.

What's the best place to stay for a couple visiting Pittsfield?

Hotel On North is a favorite hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

What's the best LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top LGBTQ-friendly hotel, and features free WiFi and free internet. Hilton Garden Inn Lenox Pittsfield is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best pet-friendly hotel in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet include Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield. See more pet-friendly hotel accommodations in Pittsfield.

Where is the best hotel to stay near Hancock Shaker Village?

Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.

What about the best place to stay close to Bousquet Ski Area?

One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.

What's the best high-end hotel in Pittsfield?

Yankee Suites Extended Stay is a 4-star guesthouse with a terrace, and a popular choice for Expedia travelers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

Recent Reviews in Pittsfield
Expedia verified reviews

The Lenox Collection

The Lenox Collection

5/5 Excellent
Great place, wonderful location, gracious hosts
"safe, clean, perfect location. Communicative hosts who ensured that someone would be on location when I arrived late. Continental breakfast was extensive and healthy. Will definitely be visiting again. "
A verified traveller stayed at The Lenox Collection
Posted 2 days ago
The Lenox Collection