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Our top choices for Pittsfield hotels

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is SAR 352
SAR 394 total
includes taxes & fees
8 Feb - 9 Feb
The Central Downtown 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, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is SAR 354
SAR 395 total
includes taxes & fees
4 Feb - 5 Feb
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
"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 SAR 306
SAR 342 total
includes taxes & fees
25 Jan - 26 Jan
Berkshire Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is SAR 480
SAR 536 total
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (74 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is SAR 477
SAR 533 total
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (819 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is SAR 559
SAR 624 total
includes taxes & fees
15 Feb - 16 Feb
Hotel On North

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (816 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is SAR 370
SAR 497 total
includes taxes & fees
3 Feb - 4 Feb
Berkshire Mountain Lodge

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is SAR 300
SAR 336 total
includes taxes & fees
4 Feb - 5 Feb
FairBridge Inn Express

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, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is SAR 367
SAR 410 total
includes taxes & fees
24 Jan - 25 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is SAR 435
SAR 487 total
includes taxes & fees
23 Jan - 24 Jan
Chatham Travel Lodge

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is SAR 758
SAR 801 total
includes taxes & fees
3 Feb - 4 Feb
Harbour House Inn

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (198 reviews)
"Great stay! "
United States
ALEKSey
The price is SAR 670
SAR 708 total
includes taxes & fees
26 Jan - 27 Jan
Blue Vista Motor Lodge

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (452 reviews)
"It is the perfect place to stay!"
United States
Darrell
The price is SAR 570
SAR 721 total
includes taxes & fees
25 Jan - 26 Jan
The Porches Inn at Mass MoCA

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is SAR 2,156
SAR 2,365 total
includes taxes & fees
22 Jan - 23 Jan
Inn at Kenmore Hall

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is SAR 821
SAR 917 total
includes taxes & fees
25 Jan - 26 Jan
Jiminy Peak Mountain Resort

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is SAR 471
SAR 526 total
includes taxes & fees
10 Feb - 11 Feb
Hotel Downstreet, an Ascend Collection Hotel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
30 Jan - 31 Jan
Howard Johnson by Wyndham Lenox

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (196 reviews)
"I thought the staff was genuinely interested in me and wanted me to rest "
United States
Joseph
The price is SAR 262
SAR 291 total
includes taxes & fees
22 Jan - 23 Jan
Four Season Motel

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (100 reviews)
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is SAR 484
SAR 542 total
includes taxes & fees
25 Jan - 26 Jan
Inn at Silver Maple Farm

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
"Great vibe. Comfortable great staff"
United States
Bart
The price is SAR 476
SAR 522 total
includes taxes & fees
22 Jan - 23 Jan
The Springs Motel
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Stay near popular Pittsfield attractions

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 featuring a city

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Hotels in Pittsfield with star-rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Outdoor Adventure: Pittsfield offers a range of activities, including skiing at local resorts and exploring nature reserves.
  • Cultural Attractions: Discover historic houses and enjoy local theaters for a taste of the area's rich history and arts.
  • Scenic Beauty: The picturesque mountains and tranquil atmosphere provide stunning views and a serene getaway.
  • Family-Friendly Neighborhoods: Pittsfield boasts cozy neighborhoods ideal for families, ensuring a welcoming environment for all visitors.
  • Diverse Accommodations: Choose from a variety of hotels and resorts catering to different preferences and budgets.

Find great hotels in and around Pittsfield

Discover a variety of hotel accommodations in Pittsfield, Massachusetts, catering to families, couples, and adventure seekers alike. Whether you're looking for a cozy hotel or a luxurious resort, the area offers a range of options to suit your needs. Enjoy convenient amenities and services designed to enhance your stay while exploring the beautiful Berkshires. Read reviews to find the best hotels that will make your vacation unforgettable.

  • The Yankee, Trademark Collection by Wyndham: Experience a seamless blend of business and leisure at The Yankee, Trademark Collection by Wyndham. Located a short drive from Pittsfield, this hotel is designed for the modern traveler seeking a productive stay. With spacious meeting rooms and high-speed internet access, it caters to business needs, while its inviting atmosphere ensures relaxation after a long day. Guests appreciate the comfortable accommodations, on-site dining options, and proximity to local attractions, making it a convenient choice for both work and play.
  • Berkshire Mountain Lodge: Adventure awaits at Berkshire Mountain Lodge, where outdoor enthusiasts can indulge in a golf-themed getaway. Nestled in Pittsfield, this 3-star lodge offers guests a unique experience, with access to various adventure sports such as kayaking, snow tubing, and hiking. The property features well-appointed accommodations and amenities that encourage exploration and fun. Whether you're hitting the greens or seeking thrills in nature, Berkshire Mountain Lodge is the perfect base for creating unforgettable memories in the beautiful Berkshires.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Family-friendly comfort meets convenience at Holiday Inn & Suites Pittsfield-Berkshires by IHG. Situated in the heart of Pittsfield, this 3-star hotel is perfect for travelers looking for a welcoming atmosphere with amenities designed for children. Families can enjoy complimentary cribs and safety features, while pet owners appreciate the pet-friendly policy. With a range of services catering to both business and leisure guests, including spacious rooms and on-site dining, this hotel ensures a pleasant stay for everyone.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation for travelers. Explore its historical sites and enjoy cozy getaways in family-friendly neighborhoods. With low crowds and a scenic atmosphere, it's perfect for sports lovers and those seeking unique shopping experiences. Nearby areas provide romantic spots and picturesque views, making your vacation a memorable mix of excitement and tranquility. Pittsfield is truly a hidden gem for all types of visitors.

  • Lenox: Situated 11.3km from Pittsfield, Lenox is a charming city known for its seasonal appeal, particularly bustling from June to August. The town offers a delightful mix of entertainment, romance, and family-friendly activities. Visitors can enjoy music concerts and theater performances, as well as outdoor adventures on nearby ski fields. Highlights include scenic lakes and mountains that provide a picturesque backdrop, along with places of worship that reflect the area's rich cultural heritage.
  • Stockbridge: Located 19.3km away from Pittsfield, Stockbridge is a year-round destination with a slight peak in visitors from July to September. Known for its romantic atmosphere and cultural experiences, Stockbridge is a haven for art lovers and entertainment seekers alike. The city hosts an array of music concerts and theatrical shows, alongside access to ski fields for winter sports enthusiasts. Notable attractions include serene lakes, historic monuments, and spiritual sites that invite exploration and reflection.
  • Lee: Just 16.1km from Pittsfield, Lee is a vibrant city that welcomes visitors with its family-friendly and romantic ambiance. The travel experience here is consistent throughout the year, with a slight uptick during the summer months. Lee offers a variety of entertainment options, including local theater and music concerts, as well as access to thrilling ski fields. Visitors can explore beautiful lakes, significant monuments, and places of worship, all contributing to the area's unique charm and appeal.

Things to do in and around Pittsfield

Pittsfield is perfect for adventure and sports enthusiasts, offering exciting activities like skiing at local resorts and ski fields. You can explore nearby theaters for entertainment, rent ski equipment for your winter adventures, and discover various area attractions. For those looking to shop, Pittsfield also provides a range of shopping options to enhance your vacation experience.

Shopping

In Pittsfield, you can explore Guido's Marketplace for a vibrant local shopping experience. The Bookstore offers a cozy selection of reads just 9.7km away, and if you're up for a drive, the Berkshire Mountain Country Store is a charming spot located 16.1km from the city.

Recreation

Kennedy Park offers serene walking trails and peaceful picnic spots, perfect for relaxation and rejuvenation. Skyline Country Club invites you to enjoy a round of golf amidst beautiful landscapes, while Bas Ridge Golf Course provides an invigorating outdoor experience for sports enthusiasts in a picturesque setting.

Adventure

At Jiminy Peak Mountain Resort, enjoy skiing and snowboarding excitement only 12.9km from Pittsfield. Experience breathtaking views on the Skyline Trail, a 20.9km hike that immerses you in stunning scenery. For more skiing fun, head to the Bousquet Ski Area, located right in Pittsfield.

Nightlife

Pittsfield offers a vibrant nightlife scene with venues like the Colonial Theater, Barrington Stage Company, and Shakespeare and Company, all showcasing romance and culture through captivating performances. Enjoy an evening filled with entertainment and immerse yourself in the local arts scene for a memorable experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, offers several budget-friendly options for travelers. Enjoy free entry to attractions like the National Shrine of the Divine Mercy. For cost-effective transportation, consider using buses or renting a car. The best time to visit is from March to April or November, when accommodation prices drop, especially on Tuesdays. Saturdays are typically the priciest. Use Expedia to find great hotel deals and consider combining your hotel, flights, and activities for additional savings. Sort options by price to uncover the best offers on eco-friendly accommodations.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you have in mind. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for adventure seekers and sports enthusiasts, offering a mix of ski opportunities and outdoor activities. Visitors can explore historic houses, nature reserves, and stunning mountains, making it perfect for those interested in culture and adventure experiences. Whether you're looking for exhilarating outdoor fun or a taste of local history, Pittsfield promises a memorable vacation filled with diverse attractions.

  • Hancock Shaker Village: Experience a living museum that showcases the Shaker way of life in a beautifully preserved historic village. Wander through charming buildings and gardens, and enjoy hands-on exhibits that celebrate the unique culture, craftsmanship, and spirituality of the Shakers.
  • Berkshire Museum: Dive into art, history, and natural sciences at this family-friendly museum. Explore fascinating exhibits, including local history, art collections, and interactive displays. It's a perfect spot for visitors of all ages to learn and engage with the vibrant culture of the Berkshires.
  • National Shrine of the Divine Mercy: Visit this serene shrine, dedicated to the message of Divine Mercy. Located 17.7km away, it offers peaceful grounds for reflection, beautiful architecture, and a deep sense of spirituality, making it an uplifting experience for visitors seeking tranquility.

Best time to go to Pittsfield

The best time to visit Pittsfield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudyAverageAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly High
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Pittsfield

When visiting Pittsfield, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 74.0km away and features hotels like the DoubleTree by Hilton Hartford - Bradley Airport, which is 1.6km from the airport, and the Marriott Hartford Downtown, located 19.3km away. ALBany, NY (ALB-Albany Intl.) is 56.3km away, with nearby accommodations such as the Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), situated just 4.8km from the city, with hotels like The Central Downtown Inn & Suites, which is 3.2km from the airport.

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 Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best vacation home rentals in Pittsfield?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: Visitors like this Pittsfield vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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 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 by IHG. 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 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.
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 Hotel On North. 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 are some accommodations with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is one more option with an onsite pool. View all hotels with pools 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 73 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 Housatonic River and Canoe Meadows Wildlife Sanctuary exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Bousquet Ski Area and Guido's Marketplace. 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.

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