Pittsfield Hotels

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Top 10 trending Pittsfield hotels

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (568)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (859)
"Consistently a clean room with welcoming staff."
The price is P6,564
P7,332 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is P4,058
P4,533 total
includes taxes & fees
Aug 31 - Sep 1
FairBridge Inn Express

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (17)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P7,714
P8,616 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very clean rooms and excellent staff."
The price is P6,792
P7,586 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (301)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is P6,564
P7,332 total
includes taxes & fees
Sep 1 - Sep 2
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is P8,614
P9,622 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (795)
"good location....easy access to highlight destinations and downtown"
The price is P5,692
P6,358 total
includes taxes & fees
Aug 28 - Aug 29
Berkshire Inn

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very Good, (1004)
"A great stay in a family friendly hotel."
The price is P6,035
P6,699 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites East Greenbush - Albany

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1950)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is P6,166
P7,512 total
includes taxes & fees
Aug 27 - Aug 28
Vacation Village in the Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Wonderful place to stay"
The price is P7,654
P8,550 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (679)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is P9,101
P10,166 total
includes taxes & fees
Aug 17 - Aug 18
Berkshires Untold

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Lovely setting on the lake."
The price is P7,229
P8,075 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great location!"
The price is P8,199
P9,158 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Downstreet, Ascend Hotel Collection

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is P7,288
P10,372 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (693)
"Pleasant stay"
The price is P5,223
P6,631 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (518)
"Great place , love it, will return"
The price is P8,752
P9,776 total
includes taxes & fees
Sep 10 - Sep 11
The Constance by the Lenox Collection

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is P10,788
P14,600 total
includes taxes & fees
Aug 27 - Aug 28
The Red Lion Inn

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (95)
"Basic, clean and good value for the money."
The price is P8,504
P9,525 total
includes taxes & fees
Sep 1 - Sep 2
The Brooks Motel
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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.

Pittsfield which includes a city

Best guest reviews of Pittsfield

Top Pittsfield Hotel Reviews

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 bar. 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 by IHG 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 & Suites Pittsfield - Berkshires. 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 by IHG 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 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 include Best Western Plus Berkshire Hills Inn & Suites and The Central Downtown Inn & Suites. 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 74 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 Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. A couple of additional sights to add to your agenda are Bousquet Ski Area and Housatonic River. 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.