Pittsfield Hotels

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Our top choices for Pittsfield hotels

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, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is P5,566
P6,217 total
includes taxes & fees
Feb 24 - Feb 25
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 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 P5,027
P5,615 total
includes taxes & fees
Feb 18 - Feb 19
Berkshire Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (666 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is P8,031
P8,970 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Garden Inn Lenox Pittsfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (836 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is P5,769
P7,751 total
includes taxes & fees
Feb 11 - Feb 12
Berkshire Mountain Lodge

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is P6,386
P7,133 total
includes taxes & fees
Feb 11 - Feb 12
The Central Downtown Inn & Suites

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (823 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is P8,711
P9,730 total
includes taxes & fees
Feb 11 - Feb 12
Hotel On North

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, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is P7,720
P8,623 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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, (1,005 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is P5,963
P6,661 total
includes taxes & fees
Mar 7 - Mar 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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 P4,683
P5,231 total
includes taxes & fees
Feb 24 - Feb 25
FairBridge Inn Express

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is P6,781
P7,595 total
includes taxes & fees
Feb 26 - Feb 27
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 P12,570
P13,286 total
includes taxes & fees
Feb 12 - Feb 13
Harbour House Inn

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 P33,616
P36,877 total
includes taxes & fees
Feb 11 - Feb 12
Inn at Kenmore Hall

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (91 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is P8,077
P8,860 total
includes taxes & fees
Feb 23 - Feb 24
The Springs Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is P4,034
P4,506 total
includes taxes & fees
Feb 12 - Feb 13
Howard Johnson by Wyndham Lenox

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (101 reviews)
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is P8,126
P9,102 total
includes taxes & fees
Mar 9 - Mar 10
Inn at Silver Maple Farm

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is P4,920
P5,495 total
includes taxes & fees
Mar 1 - Mar 2
Quality Inn Lee - Lenox South

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 P11,050
P12,342 total
includes taxes & fees
Mar 8 - Mar 9
Jiminy Peak Mountain Resort

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (455 reviews)
"The great people!!!"
United States
Julie
The price is P8,398
P10,687 total
includes taxes & fees
Mar 11 - Mar 12
The Porches Inn at Mass MoCA

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is P6,969
P7,784 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (855 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is P5,162
P5,766 total
includes taxes & fees
Mar 8 - Mar 9
Berkshires Untold
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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 showing a city

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 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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