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)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is €104
includes taxes & fees
12 May - 13 May
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, (93 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is €112
includes taxes & fees
17 May - 18 May
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, (926 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is €102
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (677 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is €126
includes taxes & fees
25 May - 26 May
Hilton Garden Inn Lenox Pittsfield

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (848 reviews)
"Room was very comfortable and well appointed. Shower was large and useful. Staff was a delight."
United States
David
The price is €141
includes taxes & fees
12 May - 13 May
Hotel On North

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (854 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
The price is €76
includes taxes & fees
25 May - 26 May
Berkshire Inn

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, (1,003 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is €112
includes taxes & fees
17 May - 18 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (819 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is €67
includes taxes & fees
24 May - 25 May
FairBridge Inn Express

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (363 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 €100
includes taxes & fees
31 May - 1 Jun
The Central Downtown Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is €94
includes taxes & fees
18 May - 19 May
The Yankee Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
United States
Barbara
The price is €101
includes taxes & fees
11 May - 12 May
Shaker Mill Inn

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (904 reviews)
"Everything was clean and very comfortable. The room was quite spacious and the bathroom brand new and very clean! From parking to friendliness to safety my stay was top notch! "
United States
Heidi
The price is €79
includes taxes & fees
17 May - 18 May
Cozy Corner Motel

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is €147
includes taxes & fees
15 May - 16 May
The Revival House

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (932 reviews)
"Great stay!"
United States
Aditya
The price is €86
includes taxes & fees
11 May - 12 May
Berkshires Untold

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is €158
includes taxes & fees
18 May - 19 May
Element Lenox Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"Great location "
United States
Edith
The price is €107
includes taxes & fees
1 Jun - 2 Jun
Quality Inn Lee - Lenox South

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (849 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is €65
includes taxes & fees
13 May - 14 May
Monument Mountain Motel

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, (760 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is €118
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (602 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is €103
includes taxes & fees
13 May - 14 May
Maple Terrace Motel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is €104
includes taxes & fees
11 May - 12 May
The Little Lion
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

  • Skiing and Adventure Sports: Pittsfield is a fantastic destination for skiing enthusiasts, offering various local ski resorts and adventure activities.
  • Cultural Experiences: Explore vibrant art exhibitions and historic houses that showcase the region's rich cultural heritage.
  • Scenic Beauty: Nestled in the stunning Berkshires, Pittsfield provides breathtaking landscapes ideal for outdoor adventures.
  • Family-Friendly Attractions: Enjoy fun-filled days at the local amusement park, perfect for families visiting the area.
  • Charming Accommodation: A variety of delightful lodgings cater to all types of travellers, ensuring a memorable stay.

Find great hotels in and around Pittsfield

Discover a range of delightful accommodation options in Pittsfield, Massachusetts, catering to every type of traveller. Whether you're seeking a family-friendly retreat, a romantic getaway, or an adventurous escape, the area's hotels and resorts offer a variety of services and facilities to enhance your stay. Explore the charming lodgings in Pittsfield and nearby Lanesborough, ensuring a memorable holiday experience.

  • The Yankee, Trademark Collection by Wyndham: Experience a premier business-oriented retreat at The Yankee, Trademark Collection by Wyndham. Located a short distance from Pittsfield, this hotel is ideal for professionals seeking a well-equipped environment. With comprehensive business amenities such as a 24-hour Business Centre, multiple meeting rooms, and dedicated conference spaces, it ensures that all your corporate needs are met. The hotel’s sophisticated design and comfortable accommodations provide a perfect blend of productivity and relaxation for the discerning traveller.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Nestled in the heart of Pittsfield, this 3-star hotel perfectly caters to pet-friendly and adventure-loving guests. With a range of recreational activities available nearby, including snowboarding, fishing, and hiking, it is an excellent base for outdoor enthusiasts. The hotel also welcomes pets, providing specific amenities for furry companions. Whether you’re exploring the city or seeking excitement in the great outdoors, the Holiday Inn & Suites offers a vibrant atmosphere paired with comfortable accommodations.
  • Best Western Plus Berkshire Hills Inn & Suites: Combining family-friendly amenities with professional facilities, the Best Western Plus Berkshire Hills Inn & Suites is a versatile choice for all types of travellers. Situated in Pittsfield, this hotel features business amenities such as a 24-hour Business Centre and meeting rooms, while also catering to families with child-friendly services including games and cribs. Additionally, the property is pet-friendly, allowing guests to enjoy a comfortable stay with their beloved dogs. It’s a welcoming space that meets the needs of both leisure and business visitors.

Where to stay near Pittsfield

Pittsfield, nestled in the heart of Berkshire County, offers a delightful mix of adventure and historical charm. Visitors can explore the scenic beauty of the Berkshires, perfect for skiing and sports enthusiasts, or indulge in the romantic and family-friendly atmosphere of nearby towns. Whether you're seeking relaxation or vibrant local culture, Pittsfield and its surrounding areas promise an unforgettable experience for every traveller.

  • Lenox: Nestled a mere 11.3km from Pittsfield, Lenox is a charming town that thrives on its seasonal allure, drawing visitors primarily from June to August. Known for its romantic and family-friendly atmosphere, Lenox offers a delightful blend of entertainment options. Guests can enjoy vibrant music concerts and captivating theatre performances, complemented by winter skiing adventures. The town is surrounded by stunning natural landmarks, including serene lakes and majestic mountains, making it a perfect getaway for those seeking both relaxation and adventure.
  • Lee: Located 16.1km from Pittsfield, Lee is a captivating city that welcomes travellers year-round, with peak visits during the summer months. With its romantic charm and family-oriented activities, Lee presents an array of entertainment choices. Visitors can indulge in enthralling theatre shows and lively music concerts, while the nearby ski fields provide winter fun for all. Lee's proximity to beautiful lakes and notable monuments adds an extra layer of interest, making it an ideal stop for history enthusiasts and nature lovers alike.
  • Stockbridge: Just 19.3km from Pittsfield, Stockbridge is a cultural gem that attracts visitors with its rich heritage and artistic vibrancy. Although travel peaks during the late summer and early autumn months, Stockbridge offers a year-round experience filled with romantic and entertainment-themed activities. The city is renowned for its music concerts and theatre events, alongside access to ski fields in the winter months. Visitors can explore local landmarks such as serene lakes, historical monuments, and a peaceful shrine, creating a memorable experience steeped in culture and nature.

Things to do in and around Pittsfield

Pittsfield, Massachusetts, is an excellent destination for skiing and adventure sports enthusiasts. Visitors can enjoy activities at local ski resorts and fields, as well as explore vibrant art exhibitions. The charm of autumn days adds to the allure, while an amusement park provides family-friendly fun. Whether you’re seeking outdoor thrills or cultural experiences, Pittsfield offers a delightful mix of activities to make your holiday memorable.

Shopping

For a unique shopping experience in Pittsfield, visit Guido's Marketplace, a vibrant public market right in town. The Bookstore, located 9.7km away, offers a charming selection of literature. If you're up for a drive, Berkshire Mountain Country Store is a delightful stop 16.1km from Pittsfield.

Recreation

Explore Kennedy Park for a serene escape, featuring tranquil walks amidst nature. At Skyline Country Club, embrace the outdoors with a round of golf surrounded by beautiful landscapes. Shatford Memorial Park offers peaceful spaces for relaxation, perfect for unwinding and rejuvenating your spirit.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 12.9km from Pittsfield, offering an exhilarating ski atmosphere. For hiking enthusiasts, the Skyline Trail, 20.9km away, presents stunning outdoor scenery. Meanwhile, the Berkshire Retreat Center, 30.6km distant, promises adventurous activities amid nature's beauty.

Nightlife

Experience the vibrant nightlife in Pittsfield by visiting the Colonial Theater for a captivating performance, or enjoy a show at Barrington Stage Company, both offering a blend of culture and entertainment. For a thrill, head to the Alpine Super Slide, located a mere 11.3km away.

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

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, offers several ways to save on your visit. Enjoy free entry to attractions like the National Shrine of the Divine Mercy. For budget accommodation, consider travelling in March, April, or November, when prices are lower compared to the summer months. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to find the best deals by filtering for eco-friendly options and sorting prices from lowest to highest. Combining your hotel, flights, and activities into a package can also lead to significant savings.

  • 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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified option will reveal sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially 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 is an excellent destination for skiing, adventure, and sports enthusiasts. Visitors can explore a variety of attractions, including historic houses, nature reserves, and mountains. The region offers a blend of cultural experiences and outdoor adventures, making it an ideal spot for travellers seeking both excitement and relaxation amidst beautiful scenery.

  • Hancock Shaker Village: Experience the tranquility of this living museum that showcases the heritage of the Shaker community. Wander through beautifully preserved buildings and lush gardens, delving into the unique crafts, architecture, and communal lifestyle of the Shakers.
  • National Shrine of the Divine Mercy: Located 17.7km from Pittsfield, this serene shrine offers a peaceful retreat. Visitors can immerse themselves in the spiritual atmosphere, explore the beautiful grounds, and take part in various religious activities and services.
  • The Mount: A historic house and literary landmark, The Mount, situated 12.9km from Pittsfield, was once home to author Edith Wharton. Explore the elegant gardens and opulent interiors that inspired her literary works, all set against a stunning backdrop.

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

When visiting Pittsfield, Massachusetts, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is situated 74.0km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, only 1.6km from the airport. Albany International Airport (ALB) is closer at 56.3km, with excellent accommodations like Park Manor Hotel just 12.9km away. The most convenient option is Pittsfield Municipal Airport (PSF), located a mere 4.8km from the city, with notable hotels like Miraval Berkshires Resort & Spa, providing free airport transportation. Each airport offers various transport services to easily reach your accommodation.

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 traveller data. This lodge offers an indoor pool and free parking. Other good choices for your visit include Hotel On North and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
Cozy Riverside Berkshires Retreat: This holiday home rental outside of Pittsfield is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and kitchenware, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. 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 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 Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. 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?
Hotel On North is a top hotel for people travelling with their pets, and offers a bar/lounge and concierge services for its human guests. Other good choices for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG 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. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is an additional hotel with an on-site pool. 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 72 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 Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Housatonic River. 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.

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