Pittsfield Hotels

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Our top choices for Pittsfield hotels

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is P8,417
P9,402 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Lenox Pittsfield

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, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is P6,455
P7,210 total
includes taxes & fees
Mar 31 - Apr 1
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is P7,993
P8,929 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (888 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is P5,246
P7,212 total
includes taxes & fees
Apr 27 - Apr 28
Berkshire Mountain Lodge

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (839 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is P9,023
P10,079 total
includes taxes & fees
Mar 29 - Mar 30
Hotel On North

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, (1,001 reviews)
"Staff was very courteuos"
United States
Timothy
The price is P7,448
P8,320 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is P6,177
P6,899 total
includes taxes & fees
Mar 30 - Mar 31
The Central Downtown Inn & Suites

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (848 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 P5,207
P5,816 total
includes taxes & fees
Mar 29 - Mar 30
Berkshire Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (815 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is P4,306
P4,809 total
includes taxes & fees
Apr 12 - Apr 13
FairBridge Inn Express

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, great breakfast"
United States
Peter
The price is P6,902
P7,710 total
includes taxes & fees
Apr 15 - Apr 16
Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (881 reviews)
"Wonderful place, great toiletries and great friendly staff. We will be back"
United States
Katherine
The price is P4,229
P4,724 total
includes taxes & fees
Mar 29 - Mar 30
Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is P5,702
P6,369 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is P5,941
P6,636 total
includes taxes & fees
Mar 29 - Mar 30
The Yankee, Trademark Collection by Wyndham

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (611 reviews)
"Clean room, friendly and helpful staff. "
United States
Jennifer
The price is P8,902
P9,943 total
includes taxes & fees
Apr 12 - Apr 13
Courtyard by Marriott Lenox Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
10.0 out of 10, Exceptional, (3 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is P9,083
P10,146 total
includes taxes & fees
Mar 30 - Mar 31
The Berkshire Mountain Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (752 reviews)
"This is not my first stay. Great hotel to stay for ski trips "
United States
Michael
The price is P6,722
P7,508 total
includes taxes & fees
Apr 9 - Apr 10
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (776 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is P9,205
P10,281 total
includes taxes & fees
Apr 2 - Apr 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,317 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
The price is P5,843
P7,191 total
includes taxes & fees
Mar 31 - Apr 1
Vacation Village in the Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is P6,601
P7,241 total
includes taxes & fees
Mar 30 - Mar 31
Shaker Mill Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (24 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is P8,417
P9,402 total
includes taxes & fees
Apr 5 - Apr 6
Element Lenox Berkshires
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.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Outdoor Adventures: Pittsfield is perfect for adventure seekers, offering skiing, hiking, and nature explorations in the stunning Berkshires.
  • Cultural Experiences: Visitors can enjoy charming theatres and historic sites, enriching their stay with local culture.
  • Family-Friendly Atmosphere: The area is ideal for families, with numerous attractions and activities suitable for all ages.
  • Charming Accommodations: A variety of lodgings are available, from family resorts to romantic getaways, catering to diverse needs.
  • Shopping and Dining: Explore delightful shopping options and local dining experiences that showcase the region's unique flavours.

Find great hotels in and around Pittsfield

Discover the charm of Pittsfield, Massachusetts, where a variety of hotel accommodations await to cater to every traveller's desire. From family-friendly resorts to romantic getaways, the city boasts a selection of lodgings tailored for adventure seekers and relaxation enthusiasts alike. Whether you're seeking the best hotels, reading hotel reviews, or exploring your options, Pittsfield offers a delightful stay for every visitor.

  • The Yankee, Trademark Collection by Wyndham: Nestled 4.8km from Pittsfield, The Yankee offers a modern yet classic experience, perfect for business travellers seeking both comfort and convenience. This hotel features well-appointed rooms designed for productivity, with ample workspace and high-speed internet access. The on-site amenities ensure that guests can unwind after a busy day, with a fitness centre and complimentary breakfast to kick-start your morning.
  • Best Western Plus Berkshire Hills Inn & Suites: Located in the heart of Pittsfield, this family-friendly hotel is ideal for those travelling with pets and children. The Best Western Plus offers a range of amenities tailored for younger guests, including cribs and games. Pet owners will appreciate the welcoming policies, including a dedicated dog exercise area. With its warm atmosphere and convenient location, this hotel caters to families and business travellers alike, ensuring a pleasant stay for everyone.
  • Hampton Inn & Suites Berkshires-Lenox: Situated 4.8km from Pittsfield, this hotel embraces adventure and inclusivity, making it an excellent choice for those seeking an active getaway. The Hampton Inn & Suites offers easy access to various outdoor activities such as skiing, hiking, and biking, appealing to adventure enthusiasts. Additionally, its LGBTQIA-friendly environment ensures all guests feel welcomed. With pet-friendly policies and a range of recreational amenities, this hotel is perfect for those who love to explore while feeling right at home.

Where to stay near Pittsfield

Pittsfield, Massachusetts, is a delightful destination for adventurers and history enthusiasts alike. Nestled in the scenic Berkshires, it offers a blend of outdoor activities and charming historical sites. Nearby towns boast a family-friendly atmosphere, romantic getaways, and delightful shopping experiences. Whether you're seeking a cosy retreat, low crowds for a relaxing day out, or engaging sports events, Pittsfield and its surroundings provide an ideal backdrop for a memorable vacation.

  • Lenox: Nestled a mere 11.3km from Pittsfield, Lenox is a charming town renowned for its vibrant cultural scene. The town's allure peaks during the summer months, attracting visitors eager for entertainment, romance, and cultural experiences. Here, you can revel in music concerts and theatrical performances, or explore the nearby ski fields in winter. The natural beauty surrounding Lenox is captivating, with picturesque lakes and scenic mountains to discover. Whether you're seeking a romantic getaway or an engaging cultural experience, Lenox promises a delightful escape.
  • Stockbridge: Located 19.3km from Pittsfield, Stockbridge is a quaint town that seamlessly blends history with modern attractions. While it welcomes visitors year-round, the summer and early autumn months are particularly popular. Stockbridge is perfect for those looking for a romantic atmosphere or a cultural adventure, with a variety of music concerts and theatrical venues to enjoy. The town's landmarks, including serene lakes and notable monuments, provide a picturesque backdrop, making it an ideal spot for leisurely strolls and exploration. Immerse yourself in the charm of Stockbridge for a memorable visit.
  • Lee: Just 16.1km from Pittsfield, Lee is a delightful town that caters to families and couples alike. With a steady stream of visitors, especially during the summer, Lee offers a perfect blend of entertainment and relaxation. You can enjoy thrilling theatre performances, captivating music concerts, or spend leisurely days at the nearby ski fields. The landmarks, including tranquil lakes and significant monuments, add to the town's appeal. Lee is a perfect destination for those seeking a romantic getaway or a family-friendly adventure, making it an excellent addition to your itinerary.

Things to do in and around Pittsfield

Pittsfield offers a thrilling escape for adventure seekers, particularly those interested in skiing and outdoor activities. Visitors can explore nearby ski resorts and fields, enjoy local attractions, and find various shopping options. The city also features charming theatres for entertainment, making it an ideal destination for a well-rounded holiday experience.

Shopping

Pittsfield offers a delightful shopping experience with Guido's Marketplace, a vibrant public market. For book lovers, The Bookstore is conveniently located 9.7km away. If you're up for a drive, the Berkshire Mountain Country Store is a charming stop 16.1km from Pittsfield, perfect for unique gifts.

Recreation

Kennedy Park offers a tranquil atmosphere with scenic walking paths and peaceful picnic spots, perfect for relaxation. Skyline Country Club provides an invigorating golfing experience amidst beautiful landscapes, while Shatford Memorial Park features serene green spaces ideal for unwinding and enjoying nature.

Adventure

Experience thrilling skiing at Jiminy Peak Mountain Resort, located 12.9km from Pittsfield, offering exhilarating slopes and vibrant sports culture. For a scenic hike, explore the Skyline Trail, situated 20.9km away, boasting stunning vistas and outdoor adventure. Alternatively, indulge in unique activities at the Berkshire Retreat Center, 30.6km out.

Nightlife

Experience the enchanting atmosphere at the Colonial Theater and Barrington Stage Company, both offering a blend of romance and cultural entertainment. For a thrilling ride, venture 12.9km to the Mountain Coaster, where excitement awaits after sunset in the heart of the Berkshires.

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

Booking tips and Expedia advantages for Pittsfield

Pittsfield offers numerous ways to save during your visit. Enjoy free entry to attractions like the National Shrine of the Divine Mercy, and consider travelling in March to April or November when hotel prices are lower. Tuesdays are the least expensive days to stay, while Saturdays tend to be pricier. Use Expedia's search tool to find budget-friendly accommodations, and consider package deals that combine flights, hotels, and activities for additional savings. Lastly, look for eco-certified hotels to support sustainable travel while keeping costs down.

  • 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel accommodation in Pittsfield with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pittsfield

Pittsfield offers a fantastic blend of adventure and outdoor activities, making it an ideal destination for those seeking a ski or nature getaway. Visitors can explore a variety of attractions, including historic houses, nature reserves, and mountains. The area's points of interest are perfect for travellers looking for cultural experiences alongside their outdoor adventures.

  • Hancock Shaker Village: Experience the peaceful charm of this historic village, where the unique Shaker lifestyle comes to life. Explore beautifully restored buildings, stunning gardens, and interactive exhibits that showcase the Shakers' commitment to simplicity, craftsmanship, and community.
  • Berkshire Museum: A delightful blend of art, science, and history awaits you at this family-friendly museum. Engage with hands-on exhibits, admire diverse collections, and enjoy special programmes that inspire curiosity in visitors of all ages.
  • National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine offers a tranquil environment for reflection and prayer. Marvel at the stunning architecture and beautiful grounds, making it a perfect place for spiritual rejuvenation.

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

Accessing Pittsfield, Massachusetts, is convenient via three major airports. Hartford, CT (BDL-Bradley International) lies 74.0km away, with nearby hotel options like the 4-star Simsbury 1820 House and Marriott Hartford Downtown. Albany, NY (ALB-Albany International) is 56.3km distant, featuring the 4-star Landing Hotel at Rivers Casino and DoubleTree by Hilton Schenectady Downtown. Finally, Pittsfield, MA (PSF-Pittsfield Municipal) is a mere 4.8km from the city, with excellent accommodation such as The Central Downtown Inn & Suites and the 4-star Seven Hills Inn, making it a convenient choice for a stay in the area.

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.
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.
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. 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 Hotel On North. See more pet-friendly hotel accommodations in Pittsfield.
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 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 70 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. 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.

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