Find hotels in Pittsfield, MA from AEDĀ 256

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Compare 1,339 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (972)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AEDĀ 341
AEDĀ 381 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (768)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (62)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is AEDĀ 350
AEDĀ 391 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (801)
"Clean room and staff was super friendly"
United States
Yuen
The price is AEDĀ 490
AEDĀ 547 total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1003)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is AEDĀ 343
AEDĀ 383 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AEDĀ 328
AEDĀ 366 total
includes taxes & fees
1 Dec - 2 Dec
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is AEDĀ 408
AEDĀ 456 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Lenox Pittsfield

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is AEDĀ 275
AEDĀ 308 total
includes taxes & fees
30 Nov - 1 Dec
FairBridge Inn Express

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (839)
"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 AEDĀ 291
AEDĀ 325 total
includes taxes & fees
29 Dec - 30 Dec
Berkshire Inn

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2149)
"Great place!"
United States
Nicole
The price is AEDĀ 272
AEDĀ 344 total
includes taxes & fees
29 Nov - 30 Nov
Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1003)
"Room was spotless, staff very friendly."
United States
amber
The price is AEDĀ 372
AEDĀ 412 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites East Greenbush - Albany

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1005)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AEDĀ 390
AEDĀ 436 total
includes taxes & fees
18 Dec - 19 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (803)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AEDĀ 340
AEDĀ 380 total
includes taxes & fees
30 Nov - 1 Dec
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1010)
"Great stay!"
United States
Ann
The price is AEDĀ 229
AEDĀ 256 total
includes taxes & fees
7 Dec - 8 Dec
The Yankee, Trademark Collection by Wyndham

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

3.5 star property
South Lee
9.0 out of 10, Wonderful, (790)
"Place was great!"
United States
Benjamin
The price is AEDĀ 391
AEDĀ 488 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is AEDĀ 473
AEDĀ 672 total
includes taxes & fees
30 Nov - 1 Dec
The Cornell Inn, Lenox & The Berkshires

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1010)
"Staff was very nice!"
United States
David
The price is AEDĀ 393
AEDĀ 439 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1003)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AEDĀ 530
AEDĀ 757 total
includes taxes & fees
21 Dec - 22 Dec
The Red Lion Inn

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
The Brooks Motel

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (440)
"It is the perfect place to stay!"
United States
Darrell
The price is AEDĀ 559
AEDĀ 706 total
includes taxes & fees
7 Dec - 8 Dec
The Porches Inn at Mass MoCA
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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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

  • Adventure and Outdoor Activities: Pittsfield is a haven for outdoor enthusiasts, offering skiing, hiking, and beautiful mountain scenery.
  • Cultural Attractions: Explore historic houses and nature preserves that showcase the area's rich heritage.
  • Scenic Berkshires: Enjoy the stunning landscapes of the Berkshires, perfect for relaxation and adventure alike.
  • Diverse Accommodations: Choose from cozy hotels to luxurious resorts tailored for every type of traveler.
  • Entertainment Options: Experience local theaters and shopping, providing a well-rounded vacation experience.

Find great hotels in and around Pittsfield

Pittsfield, Massachusetts, offers a diverse selection of accommodations, ranging from cozy hotels to luxurious resorts. Perfect for family getaways, romantic escapes, or adventurous retreats, you'll discover numerous options tailored to your needs. With an array of amenities and services designed for comfort and convenience, exploring the best hotels in Pittsfield ensures a memorable stay. Dive into hotel reviews to find the perfect lodging for your vacation experience.

  • The Yankee, Trademark Collection by Wyndham: Nestled 4.8km from the heart of Pittsfield, The Yankee offers a cozy retreat for business travelers seeking comfort and convenience. This hotel combines modern amenities with a welcoming atmosphere, making it an ideal choice for those on work-related trips. Guests can enjoy well-appointed rooms equipped with essential business facilities, ensuring a productive stay. The property's proximity to local attractions and business centers makes it a practical option for those balancing work and leisure.
  • Berkshire Mountain Lodge: Situated in Pittsfield, Berkshire Mountain Lodge is a 3-star gem perfect for adventure seekers and business travelers alike. This lodge offers a range of exciting activities right on-site or nearby, including hiking, kayaking, and ziplining, ensuring that your stay is filled with adventure and outdoor fun. The welcoming atmosphere and comfortable accommodations make it easy to unwind after a day of exploration. With recreational options to suit all interests, Berkshire Mountain Lodge is your gateway to the beautiful Berkshires.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Located in the heart of Pittsfield, this family-friendly hotel is a perfect choice for travelers looking for a welcoming and inclusive environment. Pet-friendly amenities and services for children, such as free cribs and window guards for safety, make this hotel a great option for families. The property is also LGBTQIA welcoming, ensuring all guests feel comfortable and valued. With a range of amenities designed to enhance your stay, including spacious rooms and convenient services, Holiday Inn & Suites is a home away from home.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation for every traveler. Explore the scenic beauty of the Berkshires, perfect for outdoor enthusiasts and ski lovers alike. Discover cozy getaways, family-friendly neighborhoods, and charming shopping spots, all while enjoying low crowds. Whether you seek romantic escapes or vibrant local culture, Pittsfield and its surrounding areas promise an unforgettable experience for all types of visitors.

  • Lenox: Nestled 11.3km from Pittsfield, Lenox is a charming town that captures the essence of New England culture and romance. Known for its vibrant arts scene, Lenox thrives during the summer months, welcoming visitors with its exciting music concerts and theatrical performances. Outdoor enthusiasts can enjoy the nearby ski fields in the winter, while nature lovers will appreciate the stunning lakes and picturesque mountains surrounding the area. With its quaint shops and cozy dining options, Lenox offers a delightful blend of entertainment and relaxation for travelers seeking a memorable getaway.
  • Stockbridge: Just 19.3km from Pittsfield, Stockbridge is a historic gem that invites visitors year-round to indulge in its romantic and cultural experiences. The town is particularly lively from July to September, offering a calendar full of music concerts and theatrical shows. Stockbridge is home to notable landmarks, including beautiful lakes and monuments that reflect its rich history. Travelers can immerse themselves in the local art scene or explore nearby outdoor activities, making it an ideal destination for those looking to combine leisure with cultural enrichment.
  • Lee: Located 16.1km away from Pittsfield, Lee is an inviting town perfect for families and couples alike. With visitor numbers peaking in the summer, Lee offers a variety of entertainment options, including theaters and music concerts. The nearby ski fields cater to winter sports enthusiasts, while the town's serene lakes and monuments provide a tranquil backdrop for relaxation. Lee's welcoming atmosphere and diverse activities make it a fantastic choice for anyone looking to explore the beauty and charm of the Berkshires.

Things to do in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for adventure seekers and outdoor enthusiasts, particularly those interested in skiing. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring nearby ski fields. The city also offers attractions, shopping options, and ski rentals, making it a convenient spot for both relaxation and excitement. Additionally, nearby theaters provide entertainment options for a well-rounded vacation experience.

Shopping

Pittsfield offers great shopping at Guido's Marketplace, a vibrant public market. For book lovers, The Bookstore is a charming spot just 9.7km away. If you're up for a drive, visit Berkshire Mountain Country Store, located 16.1km from Pittsfield, for unique gifts and souvenirs.

Recreation

Explore Kennedy Park for a serene escape with walking trails and tranquil scenery, perfect for relaxation. For outdoor sports, enjoy a round of golf at Skyline Country Club, where you can soak in the beautiful landscapes. Alternatively, Bas Ridge Golf Course offers a challenging game amidst nature.

Adventure

Experience the thrill of winter sports at Jiminy Peak Mountain Resort, located 12.9km from Pittsfield, offering exhilarating skiing and snowboarding. For a scenic adventure, hike the Skyline Trail, 20.9km away, and immerse yourself in breathtaking views of nature. Don’t miss the Bousquet Ski Area right in Pittsfield for more ski fun.

Nightlife

Pittsfield's nightlife offers a blend of romance and culture. Enjoy a performance at the Colonial Theater, immerse yourself in the arts at Barrington Stage Company, or take a short drive to Shakespeare and Company for a captivating experience. Each venue promises unforgettable entertainment.

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

Booking tips and Expedia advantages for Pittsfield

Pittsfield is a budget-friendly destination with free entry to attractions like the National Shrine of the Divine Mercy. To save on lodging, consider visiting during the cheaper months of March to April and November, with Tuesday being the least expensive day to stay. For transportation, utilize local buses or consider car rentals for easier navigation. To maximize savings, book an Expedia package deal combining flights, hotels, and activities, and use the price filter to find the best deals for Pittsfield hotels. Always look for special offers to enhance your travel experience without overspending.

  • 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 preferred hotel type. To find the most affordable options and special deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for adventure seekers and outdoor enthusiasts. Visitors can explore a variety of attractions, including historic houses, nature preserves, and beautiful mountains. The area's rich cultural offerings and outdoor activities provide an exciting experience for travelers looking to immerse themselves in both adventure and history. Whether you're skiing or hiking, Pittsfield has something for everyone.

  • Hancock Shaker Village: Experience the charm of this historic village that showcases the Shaker way of life with beautifully preserved buildings, gardens, and demonstrations of traditional crafts. Immerse yourself in the culture and simplicity of a unique community known for its innovation and artistry.
  • Berkshire Museum: This family-friendly natural history museum features a diverse range of exhibits, including art, science, and local history. Engage with interactive displays and special events that make learning fun for visitors of all ages.
  • National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine offers a peaceful retreat for reflection and prayer. The beautiful grounds are perfect for contemplation, and the vibrant community events foster a deep sense of spirituality.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, 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

Pittsfield, Massachusetts, can be conveniently accessed via three major airports. Hartford, CT (BDL-Bradley Intl.) is located 74.0km away, with nearby hotel options such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is 56.3km away, featuring accommodations like the Park Manor Hotel, 12.9km from the airport. Lastly, Pittsfield itself has its own airport, Pittsfield Municipal (PSF), situated 4.8km from downtown. Nearby hotels include The Central Downtown Inn & Suites, 3.2km from the airport, and Hampton Terrace Inn, 8.0km away, providing easy access to local attractions and transportation services.

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?
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This Pittsfield vacation home rental is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Another good choice for your trip to Pittsfield is Hancock Village Inn Near Jiminy Peak. 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 Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. 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 Hotel On North 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 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 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 72 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 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.

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