Find hotels in Pittsfield, MA from Rp1.394.308

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Our top choices for Pittsfield hotels

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, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is Rp1.545.865
Rp1.726.731 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is Rp1.645.671
Rp2.210.757 total
includes taxes & fees
8 Jan - 9 Jan 2026
Berkshire Mountain Lodge

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, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is Rp1.886.578
Rp2.107.307 total
includes taxes & fees
11 Jan - 12 Jan 2026
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, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is Rp2.484.724
Rp2.775.387 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hotel On North

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, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is Rp1.572.380
Rp1.756.348 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Lenox Pittsfield

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 Rp1.734.304
Rp1.937.218 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Lenox Pittsfield

The Central Downtown 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 Rp1.489.167
Rp1.663.431 total
includes taxes & fees
15 Dec - 16 Dec
The Central Downtown Inn & Suites

FairBridge Inn Express

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 Rp1.335.748
Rp1.492.168 total
includes taxes & fees
26 Dec - 27 Dec
FairBridge Inn Express

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"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 Rp1.433.969
Rp1.601.744 total
includes taxes & fees
16 Dec - 17 Dec
Berkshire Inn

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1001)
"Great stay there!! Very friendly staff"
United States
Ann
The price is Rp1.248.262
Rp1.394.308 total
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2170)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is Rp1.733.837
Rp2.119.632 total
includes taxes & fees
14 Dec - 15 Dec
Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1003)
"Great location and easy off/on thruway 90 as well as many food, shopping options."
United States
Gail
The price is Rp1.547.866
Rp1.718.132 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites East Greenbush - Albany

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"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 Rp1.688.826
Rp1.886.419 total
includes taxes & fees
21 Dec - 22 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (814)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is Rp1.828.473
Rp2.042.404 total
includes taxes & fees
14 Dec - 15 Dec
Berkshires Untold

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

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, (799)
"Place was great!"
United States
Benjamin
The price is Rp1.710.687
Rp2.237.087 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

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 Rp2.786.467
Rp3.205.858 total
includes taxes & fees
14 Dec - 15 Dec
The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is Rp2.486.512
Rp3.523.004 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Red Lion Inn

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is Rp1.936.084
Rp2.162.606 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (119)
"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (445)
"It is the perfect place to stay!"
United States
Darrell
The price is Rp2.397.231
Rp3.050.517 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Porches Inn at Mass MoCA
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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

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure and Outdoor Activities: Enjoy skiing at local resorts and explore scenic landscapes perfect for hiking and relaxation.
  • Cultural Experiences: Immerse yourself in the vibrant arts scene with exhibitions, galleries, and art walks.
  • Historical Attractions: Discover charming historical downtown and visit notable historic houses.
  • Family-Friendly Activities: Visit nearby apple orchards for a delightful family outing.
  • Diverse Accommodation Options: Choose from a variety of lodgings that cater to every traveller's needs.

Find great hotels near Pittsfield

Pittsfield offers a delightful selection of accommodations for every type of traveller, from families to romantic getaways and adventure seekers. Whether you prefer a charming hotel or a relaxing resort, you'll discover a variety of options to suit your needs. With competitive rates and convenient locations, Pittsfield is the perfect base for exploring the scenic beauty and cultural attractions of the Berkshires.

  • Wagon Wheel Inn: Nestled a mere 4.8km from the vibrant heart of Pittsfield, the Wagon Wheel Inn presents a charming motel experience. This property is ideal for those who seek both relaxation and adventure, offering exciting sports and recreational activities nearby, including skiing. Guests can unwind in their comfortable rooms equipped with modern amenities such as flatscreen and cable television for entertainment. The proximity to the city centre allows visitors to explore local attractions and immerse themselves in the unique culture of the area.
  • The Whitlock: Located 11.3km from Pittsfield, The Whitlock is a delightful hotel that combines comfort with outdoor adventure. Surrounded by picturesque landscapes, this property offers various recreational activities including hiking, biking, and skiing nearby. The hotel also provides easy access to the city centre and a historical district, making it a perfect base for exploring the rich heritage of the region. Guests will appreciate the inviting atmosphere and well-appointed accommodations, ensuring a restful stay after a day of exploration.
  • The Dewey: For travellers seeking an adventurous getaway, The Dewey, a 3.5-star guesthouse just 9.7km from Pittsfield, is an excellent choice. This property caters to adventure enthusiasts with a range of thrilling activities available nearby, such as cross-country skiing, snowshoeing, rafting, hiking, biking, and ziplining. The Dewey's welcoming atmosphere and focus on adventure sports make it a unique lodging option for those wishing to embrace the great outdoors while still enjoying comfortable accommodations.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and history, making it an ideal destination for all types of travellers. Explore the charming historical downtown, where you can savour the authentic vibe of local shops and eateries. Venture to nearby apple orchards for a family-friendly experience, or enjoy the scenic landscapes perfect for a relaxing getaway. Whether seeking romance or an active trip, Pittsfield and its surrounding areas promise memorable experiences for every visitor.

  • Lenox: Nestled just 11.3km from Pittsfield, Lenox is a charming town renowned for its vibrant arts scene and stunning natural landscapes. Travellers flock here for entertainment-themed experiences, especially during the summer months from June to August. The town boasts a variety of attractions, including music concerts and theatrical performances, making it a perfect romantic getaway or family-friendly destination. Visitors can also enjoy the beauty of local lakes and mountains, as well as places of worship that add to the town's serene atmosphere.
  • Stockbridge: Located 19.3km from Pittsfield, Stockbridge is a picturesque town that thrives on culture and romance. With a steady flow of visitors peaking from July to September, this locale offers a delightful blend of entertainment and cultural activities. Music concerts and theatre performances are popular draws, while local landmarks such as monuments and serene lakes provide a scenic backdrop for exploration. The town's charming streets and historic sites make it an ideal destination for couples and culture enthusiasts alike.
  • Lee: Situated 16.1km away from Pittsfield, Lee is a quaint town that appeals to families and couples seeking a fun-filled holiday. With a travel peak from June to August, visitors can engage in various entertainment-themed activities, including theatre performances and music concerts. The town is also home to beautiful lakes and significant monuments, adding a touch of history to your visit. Whether you're looking for a romantic escape or a family adventure, Lee offers a warm, welcoming atmosphere that is sure to delight.

Things to do in and around Pittsfield

Pittsfield offers a delightful blend of adventure and culture, perfect for a holiday. You can indulge in skiing at local resorts and explore the vibrant arts scene through numerous exhibitions, galleries, and art walks. Don't miss the excitement of the annual Putnam County Spelling Bee and the thrill of a baseball game, making your visit to this charming city a well-rounded experience.

Shopping

Pittsfield offers a delightful shopping experience at Guido's Marketplace, a vibrant public market. The Bookstore is located 9.7km away, featuring a charming selection of books, while the Berkshire Mountain Country Store is 16.1km away, perfect for unique gifts. If you're up for a drive, enjoy a scenic journey to these spots.

Recreation

Kennedy Park offers a tranquil retreat with its lush landscapes, perfect for relaxation and mindfulness activities. Meanwhile, Skyline Country Club provides a dynamic outdoor experience for golf enthusiasts amidst stunning views. Shatford Memorial Park is another serene spot, ideal for leisurely walks and unwinding in nature's embrace.

Adventure

Experience thrilling winter sports at Jiminy Peak Mountain Resort, a ski field located 12.9km from Pittsfield, offering fantastic skiing and snowboarding. For hiking enthusiasts, the Skyline Trail, 20.9km away, presents breathtaking scenery and outdoor adventures. Finally, the Berkshire Retreat Center, 30.6km distant, promises exciting adventure activities.

Nightlife

Pittsfield's nightlife offers a charming mix of romance and culture. Enjoy a captivating performance at the Colonial Theater or Barrington Stage Company. For a thrilling experience, venture 12.9km to the Mountain Coaster for an exhilarating ride under the stars.

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

Booking tips and Expedia advantages for Pittsfield

Pittsfield presents numerous ways to save for visitors. With free attractions like the National Shrine of the Divine Mercy and no entrance fees to the city, you can enjoy a budget-friendly experience. For transport, consider using buses as a cost-effective option. The cheapest months to visit are March to April and November, while Tuesdays are the least expensive days to stay. Utilise Expedia’s search tool to find the best hotel deals and combine bookings for additional savings. Opt for eco-friendly accommodation to align with sustainable travel practices.

  • 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 arrange your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you can refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and culture, making it an ideal destination for tourists. With opportunities for skiing, sports, and outdoor activities, visitors can explore historic houses, nature reserves, and scenic mountains. This charming town caters to those seeking rich cultural experiences alongside exhilarating adventures, ensuring a memorable holiday for all types of travellers.

  • National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine offers a tranquil atmosphere for reflection and spiritual connection. Its stunning architecture and beautiful grounds provide a unique cultural experience, perfect for those seeking peace and solace.
  • Hancock Shaker Village: Situated within Pittsfield, this historic village showcases the unique lifestyle of the Shaker community. Visitors can explore beautifully preserved buildings and engage with interactive exhibits, immersing themselves in the rich cultural heritage of this fascinating group.
  • Berkshire Museum: Also within Pittsfield, this natural history museum features a diverse collection of art, science, and history exhibits. It’s a family-friendly destination that combines culture and education, making it ideal for visitors of all ages.

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

Accessing Pittsfield, Massachusetts, is convenient through several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 74.0km away, with nearby hotels such as the Sheraton Hartford Hotel at Bradley Airport and The Capitol Hotel, both offering transportation services. Albany, NY (ALB-Albany Intl.) lies 56.3km from Pittsfield, featuring accommodations like Oakcliff Bed and Breakfast and The Century House, both providing easy access to the airport. For the closest option, Pittsfield, MA (PSF-Pittsfield Municipal) is just 4.8km away, with hotels including the Hampton Terrace Inn and the Wagon Wheel Inn, ensuring a short journey from the airport to your stay.

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Hotel On North is a favourite with Expedia customers. This hotel offers free parking and a bar. Other top choices based on traveller 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 that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best budget-friendly hotel in Pittsfield?
Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best family accommodation 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 options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.
What is the top LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best dog-friendly accommodation option 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's trip include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.
What is staying in Pittsfield like?
Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 74 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What should I do while I'm visiting 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 itinerary are Bousquet Ski Area and Berkshire Athenaeum. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
How should I get around Pittsfield?
To see more of 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.