Pittsfield Hotels

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Top 10 trending Pittsfield hotels

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (389)
"It was a very positive experience. I would return."
The price is P10,289
P11,492 total
includes taxes & fees
Jan 1 - Jan 2, 2025
The Williams Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is P11,027
P12,685 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Vacation Village in the Berkshires

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (455)
"The young lady working at the front desk was very prompt and cordial upon my check-in. It was simply nice room, thoughtfully done yet comfortable and a great location! "
The price is P5,224
P5,835 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Life House Berkshires

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (701)
"Staff was very accommodating. The pool area was quite nice and it was deep"
The price is P5,822
P6,503 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room! "
The price is P5,699
P6,365 total
includes taxes & fees
Dec 29 - Dec 30
The Yankee, Trademark Collection by Wyndham

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (667)
"Absolutely perfect place! Love that it seemed like a little apartment unit and felt safe. The bar and restaurant downstairs is so convenient too and close to everything! Parking was very easy as well, will definitely stay again "
The price is P7,645
P8,540 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Hotel On North

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is P11,115
P12,193 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Jiminy Peak Mountain Resort

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1001)
"Great location very nice staff clean rooms"
The price is P6,828
P7,627 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Hotel Downstreet

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"nice & quiet at night with a good solid breakfast in the morning"
The price is P7,448
P8,320 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Hampton Inn & Suites Berkshires-Lenox

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (417)
"Good"
The price is P9,704
P12,015 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Berkshire Mountain Lodge

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (541)
"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 P7,939
P8,868 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Courtyard by Marriott Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"The bed was comfortable and room was nice."
The price is P5,545
P6,194 total
includes taxes & fees
Jan 20 - Jan 21, 2025
Best Western Plus Berkshire Hills Inn & Suites

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (371)
"The Porches is always a treasure in the midst of chain hotels. Just the right balance of "old school" with contemporary charm. It's the place to stay in North Adams if you can get in!!"
The price is P8,448
P10,422 total
includes taxes & fees
Jan 20 - Jan 21, 2025
The Porches Inn at Mass MoCA

Berkshire Inn

2.0 star property
7.6 out of 10, Good, (753)
"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 P5,057
P5,649 total
includes taxes & fees
Dec 22 - Dec 23
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (685)
"I don’t know so many complaints. Bed was good, clean. Plenty of park. Provided what we paid for and was expecting. "
The price is P4,058
P4,532 total
includes taxes & fees
Dec 26 - Dec 27
FairBridge Inn Express

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (405)
"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 P4,345
P4,853 total
includes taxes & fees
Dec 22 - Dec 23
1896 House Country Inn & Motels

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (620)
"Check in and check out where quick and easy. The room was comfortable and clean. The staff were nice and accommodating. Central location to surrounding attractions. "
The price is P8,587
P9,592 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (703)
"Manager was helpful. The heating system was loud and although the manager tried to fix it , the noise disrupted sleep. "
The price is P4,646
P5,189 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Howard Johnson by Wyndham Lenox

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (309)
"It was a wonderful stay, the staff was ready to help and it was a quiet clean place to do work and also go enjoy the beautiful town of Williamstown"
The price is P8,410
P9,394 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Fairfield Inn & Suites by Marriott Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (826)
"U"
The price is P5,880
P6,568 total
includes taxes & fees
Dec 22 - Dec 23
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 64 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.