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Pittsfield Hotels

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Our top choices for Pittsfield hotels

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (841 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is P3,815
P4,261 total
includes taxes & fees
Jul 19 - Jul 20
FairBridge Inn Express

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)
"clean room, friendly staff, great breakfast"
United States
charles
The price is P8,354
P9,331 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (871 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is P5,528
P6,175 total
includes taxes & fees
Jul 8 - Jul 9
Berkshire Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (687 reviews)
"Five Star stay!"
United States
Adeline
The price is P11,539
P12,889 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Garden Inn Lenox Pittsfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,015 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is P8,209
P10,541 total
includes taxes & fees
Aug 4 - Aug 5
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (120 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is P10,172
P11,363 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (871 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is P15,296
P17,085 total
includes taxes & fees
Jul 8 - Jul 9
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, (1,004 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is P9,337
P10,429 total
includes taxes & fees
Aug 4 - Aug 5
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, (373 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is P7,187
P8,028 total
includes taxes & fees
Jul 7 - Jul 8
The Central Downtown Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is P7,814
P8,728 total
includes taxes & fees
Jul 6 - Jul 7
The Yankee Inn

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (481 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is P4,146
P4,643 total
includes taxes & fees
Jul 6 - Jul 7
Berkshire Travel Lodge

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (922 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is P5,417
P6,367 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Corner Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (796 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is P6,081
P6,793 total
includes taxes & fees
Jul 6 - Jul 7
The Villager Motel

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,005 reviews)
"Enjoyed the breakfast and pool"
United States
Sabrina
The price is P8,041
P8,925 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn & Suites East Greenbush - Albany

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (915 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is P6,142
P6,861 total
includes taxes & fees
Jul 6 - Jul 7
Howard Johnson by Wyndham Williamstown

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (110 reviews)
"Wonderful stay! Our room was beautiful - clean and cozy. I had a drink at the outside bar - it was lovely. Highly recommend staying here. It’s a hidden gem."
United States
Michelle
The price is P6,911
P7,671 total
includes taxes & fees
Jul 6 - Jul 7
Gregory House Country Inn

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (252 reviews)
"Had a great stay."
United States
Trevor
The price is P4,920
P5,496 total
includes taxes & fees
Jul 13 - Jul 14
Rodeway Inn

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is P5,777
P6,453 total
includes taxes & fees
Jul 12 - Jul 13
Willows Motel Williamstown

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, (783 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is P10,136
P11,322 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (105 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is P8,777
P9,628 total
includes taxes & fees
Jul 6 - Jul 7
The Springs Motel
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Stay near popular Pittsfield attractions

Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure and Sports: Pittsfield is a haven for sports enthusiasts, offering skiing and various outdoor activities amidst stunning landscapes.
  • Cultural Exploration: Visitors can discover historic houses and local attractions that reflect the town's rich history.
  • Family-Friendly Atmosphere: Enjoy family-friendly activities, including amusement rides and leisurely picnics in scenic public spaces.
  • Charming Accommodation: A variety of lodging options are available, from cosy hotels to delightful resorts, catering to all types of travellers.
  • Scenic Beauty: The picturesque surroundings of Pittsfield provide breathtaking views, perfect for relaxation and exploration.

Find great hotels in and around Pittsfield

Pittsfield offers a delightful array of accommodation options, from charming resorts to comfortable hotels, perfect for families, couples, and ski enthusiasts alike. Whether you seek a romantic getaway or an adventurous holiday, you'll discover top-rated hotels and spacious suites that cater to every traveller's needs. Explore reviews to find the ideal lodging, ensuring a memorable stay in this picturesque Massachusetts town.

  • The Yankee Inn: Situated a mere 5km from the heart of Pittsfield, The Yankee Inn offers a budget-friendly lodging experience with a commendable guest rating of 9.2 out of 10. This hotel is tailored for travellers seeking a comfortable base for business trips. The property features well-appointed rooms, a relaxing atmosphere, and essential amenities designed to facilitate a productive stay. Guests can enjoy convenient access to local business districts and leisure attractions, making it a sensible choice for both work and relaxation.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Located in Pittsfield, the Holiday Inn & Suites boasts a solid 3-star rating and a guest rating of 8.0 out of 10. This family-friendly accommodation is ideal for those seeking adventure and recreation. With nearby attractions for skiing, hiking, and fishing, guests are encouraged to explore the great outdoors. The hotel features amenities for children, including cribs and child-friendly breakfast options, ensuring a comfortable stay for families. Its well-rounded services cater to both business travellers and those looking for a bit of adventure during their vacation.
  • Best Western Plus Berkshire Hills Inn & Suites: This welcoming accommodation in Pittsfield is known for its budget-friendly prices and a guest rating of 8.6 out of 10. The Best Western Plus Berkshire Hills is a suitable choice for families, business travellers, and pet owners alike. The hotel offers a range of family amenities such as games and first aid kits, ensuring a safe and enjoyable experience for younger guests. Additionally, the property accommodates pets with specific policies in place, making it a versatile option for those travelling with furry companions.

Where to stay near Pittsfield

Pittsfield, Massachusetts offers a delightful blend of adventure and history, making it an ideal destination for tourists. Surrounded by beautiful landscapes, visitors can indulge in skiing and various sports, while also enjoying family-friendly and romantic atmospheres. Explore the town's hidden treasures, relax in its public spaces, and soak in the scenic views that characterise this charming city. Whether seeking thrills or tranquillity, Pittsfield provides a unique experience for every traveller.

  • Lenox: Nestled approximately 11km from Pittsfield, Lenox is a charming city that thrives on its vibrant cultural scene. Known for its romantic ambience and entertainment-themed experiences, this picturesque destination is particularly popular during the warmer months from June to August. Visitors can indulge in an array of activities, such as attending music concerts, theatre performances, or enjoying the winter sports offered at nearby ski resorts. Surrounded by stunning lakes and majestic mountains, Lenox is also home to significant venues for conferences and events, ensuring a blend of leisure and cultural engagement for all travellers.
  • Stockbridge: Located around 19km from Pittsfield, Stockbridge is steeped in history and offers a rich cultural experience. This city sees a steady influx of tourists, particularly from July to September, drawn to its romantic settings and vibrant entertainment options. Visitors can explore local theatres, enjoy live music, or partake in the winter activities available at ski fields. Notable landmarks in the area include serene lakes, historic monuments, and places of worship, creating an inviting atmosphere for tourists seeking both relaxation and cultural enrichment.
  • Lee: Situated about 16km from Pittsfield, Lee is a delightful city that caters to families and couples alike. With a seasonal peak in visitors from June to August, Lee is an excellent choice for those seeking a blend of romance and entertainment. The city boasts a variety of activities, including theatre performances and music concerts, along with access to nearby ski fields for winter sports enthusiasts. The stunning natural landscape features lakes and mountains, complemented by historical monuments, making Lee a wonderful destination for exploring the great outdoors while enjoying local culture.

Things to do near Pittsfield

Shopping

Pittsfield offers a charming shopping experience with local boutiques and shops scattered throughout the downtown area. If you're up for a drive, visit the Berkshire Mall, located 16km away, featuring a variety of retail stores and dining options to explore.

Recreation

Experience tranquil moments at Kripalu Centre for Yoga & Health, where you can engage in yoga classes, meditation sessions, and healthy dining options. For outdoor relaxation, explore the serene trails of Pittsfield State Forest, perfect for leisurely walks and connecting with nature.

Adventure

Experience the thrill of Catamount Aerial Adventure Park, located 35km from Pittsfield. Test your skills on the zipline Ropes Course, soaring through the treetops while enjoying the exhilarating outdoor vibes and stunning views of the surrounding nature.

Nightlife

Visit the Barrington Stage Company for an engaging theatrical performance, then unwind at the Taproom on North Street, where you can enjoy craft cocktails and a relaxed atmosphere. For a lively evening, check out the Berkshire Museum for occasional events and late-night exhibits.

*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, Massachusetts, is an excellent destination for those seeking adventure, skiing, and sports. Visitors can explore a variety of attractions, including historic houses, nature reserves, and mountains. The local points of interest cater to travellers looking for cultural experiences and outdoor activities, ensuring a memorable stay for adventurers and nature lovers alike.

  • Hancock Shaker Village: Immerse yourself in the tranquil atmosphere of this historic village, showcasing the unique lifestyle and craftsmanship of the Shaker community. Explore beautifully restored buildings, gardens, and exhibits that reflect their innovative spirit and dedication to simplicity.
  • National Shrine of the Divine Mercy: Located 18km from Pittsfield, this serene shrine offers a peaceful retreat for reflection and prayer. The stunning architecture and beautifully landscaped grounds create a perfect setting to contemplate spirituality and the importance of mercy.
  • Berkshire Museum: Situated within Pittsfield, this family-friendly museum features a diverse range of exhibits, including natural history, art, and science. Engage with interactive displays and learn about the region's cultural heritage in a welcoming environment.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 74km away, with nearby hotels such as the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the airport. Albany, NY (ALB-Albany Intl.) is closer at 56km, featuring options like The Landing Hotel at Rivers Casino & Resort, located 13km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is the furthest at 135km, with the Omni New Haven Hotel at Yale just 5km away. All these hotels provide accessible transport services to their respective airports.

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Berkshire Mountain Lodge is one of the top choices for your stay based on our traveler data. This lodge offers an indoor pool and free parking. Other good choices for your trip include Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and Hotel On North. 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 Express & Suites Pittsfield-Lenox-Berkshires by IHG is a hotel with an indoor pool and free parking, 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 & 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 Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people traveling with their pets, and offers an indoor pool and a 24-hour fitness center for its human guests. Other good choices for you and your pet include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. 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 Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. Natural beauty is on display at Housatonic River, Canoe Meadows Wildlife Sanctuary, and Onota Lake. 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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