Pittsfield Hotels

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Top 10 trending Pittsfield hotels

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (396)
"This property is beautiful, modern, super clean and convenient. Loved it! "
The price is P10,570
P11,807 total
includes taxes & fees
Jan 9 - Jan 10
The Williams Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1751)
"So enjoyed this property and all the staff was always there to help in anyway!"
The price is P10,899
P12,538 total
includes taxes & fees
Jan 5 - Jan 6
Vacation Village in the Berkshires

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (464)
"This place was nice—a renovated motor lodge with some beautiful touches. The room was nice and comfortable and the staff were all fantastic! The bar was extremely beautiful. Breakfast was very overpriced, but I tried to make up for an expensive, basic bagel by drinking a lot of free coffee and I was worth it for the ambiance. The motel is on a very busy road and my room was on the road side of the building, so pretty loud as a result. The products in the shower were lavish, but the water never...
The price is P5,157
P5,761 total
includes taxes & fees
Jan 16 - Jan 17
Life House Berkshires

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (713)
"Very quiet place "
The price is P5,755
P6,428 total
includes taxes & fees
Jan 5 - Jan 6
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Very welcoming from the time we entered the front door. Everyone is sweet and willing to help you. The room was spotlessly clean. Housekeeping very detail oriented - even made a bow of the top tissue in the box (so cute i didn't want to use it! :-)Bed very comfortable. Spacious room. Nice little porch. Hot tub on site next to pool. Could have been better organized/tidied with the towels but water was clean. Parking was convenient. Location near a grocery store and restaurants. Really enjoyed...
The price is P5,633
P6,292 total
includes taxes & fees
Jan 9 - Jan 10
The Yankee, Trademark Collection by Wyndham

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (668)
"Very large room with a huge desk and two arm chairs. The bathroom was nice with a large walk-in shower and a rain shower head. My room faced North street, so I noticed the noise from the road, but most wouldn’t notice. Very pleased"
The price is P7,557
P8,441 total
includes taxes & fees
Jan 5 - Jan 6
Hotel On North

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (922)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other had a newer electric stove. 1 had a toaster oven while the others did not. We brought food to cook, but kept it simple because we didn’t know what cooking pots and utensils would be available. One...
The price is P10,986
P12,052 total
includes taxes & fees
Jan 5 - Jan 6
Jiminy Peak Mountain Resort

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great experience. Hotel is clean and up to date. Highly recommended."
The price is P6,749
P7,539 total
includes taxes & fees
Jan 16 - Jan 17
Hotel Downstreet

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Staff was great, they kept the place clean, the elevator broke and they had it fixed quickly! "
The price is P7,362
P8,223 total
includes taxes & fees
Jan 16 - Jan 17
Hampton Inn & Suites Berkshires-Lenox

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (543)
"Staff were pleasant and helpful. Limited menu at the hotel's bistro, but two restaurants across the busy road. Pool is much smaller than it looks in the photo and hot tub was too hot. Rooms somewhat small but well laid-out."
The price is P8,080
P9,025 total
includes taxes & fees
Jan 23 - Jan 24
Courtyard by Marriott Lenox Berkshires

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (417)
"Good"
The price is P9,591
P11,876 total
includes taxes & fees
Jan 4 - Jan 5
Berkshire Mountain Lodge

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1002)
"Super friendly front desk staffs. We had wonderful time. "
The price is P5,481
P6,122 total
includes taxes & fees
Jan 9 - Jan 10
Best Western Plus Berkshire Hills Inn & Suites

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (372)
"Our favorite place to stay. Rooms, amenities, service and breakfast are top notch. So close to great museums and restaurants. "
The price is P7,767
P9,649 total
includes taxes & fees
Feb 2 - Feb 3
The Porches Inn at Mass MoCA

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (623)
"We enjoyed our overnight stay very much. It was conveniently located near all of our pre-holiday destinations. We will definitely be back!"
The price is P8,360
P9,338 total
includes taxes & fees
Jan 7 - Jan 8
Hilton Garden Inn Lenox Pittsfield

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (311)
"Friendly Staff and quiet room"
The price is P8,312
P9,285 total
includes taxes & fees
Jan 26 - Jan 27
Fairfield Inn & Suites by Marriott Williamstown

Berkshire Inn

2.0 star property
7.6 out of 10, Good, (756)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is P4,999
P5,583 total
includes taxes & fees
Jan 6 - Jan 7
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (691)
"Room was good for price, loud music and reving of car late night at shop next door was frustrating but overall good stay as always"
The price is P4,011
P4,480 total
includes taxes & fees
Jan 4 - Jan 5
FairBridge Inn Express

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (407)
"It’s unique historical property. The front desk allowed us to check in three hours early due to it’s a snowy day. We had a lovely thanksgiving dinner in the restaurant belongs to the hotel. "
The price is P4,950
P5,529 total
includes taxes & fees
Jan 14 - Jan 15
1896 House Country Inn & Motels

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (494)
"Amazing location and service!"
Club Wyndham Bentley Brook

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (827)
"U"
The price is P5,812
P6,492 total
includes taxes & fees
Jan 10 - Jan 11
Howard Johnson by Wyndham Williamstown
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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Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hotel On North is a favorite with Expedia customers. This hotel offers free parking and a fitness center. Other top choices based on traveler reviews include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. 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 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. Other good choices for your kid-friendly vacation include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express Pittsfield Berkshires, an IHG Hotel. 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 dog-friendly hotel, and offers a restaurant along with 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.

What's the best boutique accommodation in Pittsfield?

Hotel On North is a favorite 3.5-star hotel with our travelers looking for a stylish accommodation, featuring 45 guestrooms, a restaurant, and a bar.

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

FairBridge Inn Express is one of the top choices for golfers based on our travel data. You can tee off at Wyndhurst Golf & Club during your trip. See more golf hotels in Pittsfield.

What's the best place to stay in Pittsfield to absorb the local history?

Based on our travel expertise, Berkshire Mountain Lodge is a top 3-star lodge for history seekers booking on Expedia, and it offers free parking and in-room kitchens. Other choices close to historic sites include Hilton Garden Inn Lenox Pittsfield and Berkshire Inn. Also Colonial Theater and Hancock Shaker Village are a couple of local landmarks worth a visit.

What's the best accommodation for a ski vacation in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel for hitting the ski slopes, and features free WiFi and free parking. This hotel is adjacent to Bousquet Ski Area. Other good choices for your stay near the slopes include FairBridge Inn Express and The Central Downtown Inn & Suites.

What are some accommodations with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Pittsfield.

What is the best spa hotel in Pittsfield?

Berkshire Mountain Lodge is a top spa hotel featuring a fitness center and an indoor pool. Spend the afternoon relaxing in the spa tub and sauna. Another popular spa hotel in Pittsfield is Hilton Garden Inn Lenox Pittsfield. See all spa hotels in Pittsfield.

What is the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Pittsfield like?

Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lake views, and ski areas. In Pittsfield, there are 65 hotels and other accommodations to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater, and Hancock Shaker Village. The picturesque setting of Pittsfield State Forest and Housatonic River exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Bousquet Ski Area and Berkshire Athenaeum. Check out what more to see and do in Expedia's Pittsfield guide.

How can I get around Pittsfield?

To venture out into 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.