A historic building with classical architecture, a traffic light, and a yellow taxi.

Find hotels in Pittsfield, MA from ₩108,429

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Pittsfield hotels

1. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is ₩162,033
₩180,983 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield

2. 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, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is ₩150,182
₩167,753 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

3. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is ₩158,510
₩177,056 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,265 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is ₩104,793
₩147,555 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is ₩127,627
₩142,559 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (942 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is ₩113,032
₩126,257 total
includes taxes & fees
Nov 28 - Nov 29
Berkshire Inn

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,001 reviews)
"enjoyed our stay"
United States
Mark
The price is ₩147,451
₩164,703 total
includes taxes & fees
Dec 10 - Dec 11
Holiday Inn & Suites Pittsfield-Berkshires by IHG

8. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is ₩132,761
₩148,284 total
includes taxes & fees
Nov 11 - Nov 12
The Central Downtown Inn & Suites

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (935 reviews)
"Friendly staff"
United States
William
The price is ₩97,072
₩108,429 total
includes taxes & fees
Nov 10 - Nov 11
FairBridge Inn Express

10. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is ₩173,392
₩193,680 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is ₩149,704
₩167,219 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Berkshires-Lenox

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (936 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is ₩107,858
₩120,477 total
includes taxes & fees
Nov 10 - Nov 11
Howard Johnson by Wyndham Lenox

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is ₩171,494
₩191,558 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires

14. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,068 reviews)
"Very nice place beautiful view"
United States
Brian
The price is ₩143,565
₩160,361 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold

15. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,837 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is ₩109,690
₩137,501 total
includes taxes & fees
Nov 10 - Nov 11
Vacation Village in the Berkshires

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is ₩232,121
₩266,243 total
includes taxes & fees
Nov 10 - Nov 11
The Cornell Inn, Lenox & The Berkshires

17. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
The price is ₩178,334
₩298,326 total
includes taxes & fees
Nov 10 - Nov 11
Garden Gables

18. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is ₩184,314
₩205,879 total
includes taxes & fees
Nov 15 - Nov 16
Element by Marriott Lenox Berkshires

19. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is ₩143,902
₩160,738 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is ₩115,818
₩129,369 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
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.

Hotels recommended for families in Pittsfield

Save an average of 15% on thousands of hotels when you're signed in

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

  • Outdoor Adventures: Pittsfield is perfect for adventure seekers, with skiing, hiking, and nature reserves to explore year-round.
  • Rich History: Discover historic houses and immerse yourself in the local culture and heritage.
  • Family-Friendly Activities: Enjoy amusement rides, parks, and scenic public spaces that cater to visitors of all ages.
  • Charming Neighborhoods: Stroll through romantic neighborhoods that offer cozy dining experiences and beautiful surroundings.
  • Diverse Accommodations: Choose from a variety of lodgings, from charming resorts to comfortable hotels, perfect for any traveler.

Find great hotels in and around Pittsfield

Pittsfield offers a diverse selection of accommodations, from charming resorts to comfortable hotels, perfect for families, couples, and ski enthusiasts alike. With options including spacious suites and various amenities, you can find the ideal spot to relax after exploring the area's natural beauty. Browse reviews and discover the top hotels to make your stay memorable in this picturesque Massachusetts city.

  • Berkshire Mountain Lodge: Nestled in the scenic Berkshires, this 3-star lodge offers a cozy retreat for adventure seekers and outdoor enthusiasts. With a guest rating of 9.0 out of 10, the lodge provides easy access to ski lifts and shuttles, making it an excellent choice for winter sports lovers. Golf aficionados can enjoy golfing facilities nearby, while summer visitors can partake in a variety of adventure sports, including ziplining, kayaking, and hiking. The lodge embodies a rustic charm, perfect for those looking to immerse themselves in nature while enjoying the comforts of home.
  • The Yankee Inn: This budget-friendly hotel, rated 9.2 out of 10 by guests, is located just 5km from downtown Pittsfield. The Yankee Inn is ideal for business travelers seeking convenience and comfort without breaking the bank. Its welcoming atmosphere and practical amenities make it a solid choice for those on the go. The hotel offers a range of services tailored for business needs, ensuring a productive stay while allowing guests to explore the local area during their downtime.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: A versatile 3-star hotel, rated 8.0 out of 10, this property caters to families, adventure lovers, and business travelers alike. Located in Pittsfield, the hotel offers convenient access to various outdoor activities, including horseback riding, fishing, and skiing. Families will appreciate the thoughtful amenities designed for children, such as free cribs and window guards for safety. The Holiday Inn & Suites combines comfort and functionality, making it an excellent choice for a memorable stay in the Berkshires.

Where to stay near Pittsfield

Your vacation in Pittsfield, Massachusetts, promises a delightful blend of adventure and relaxation. Enjoy the town's historical charm while exploring its family-friendly parks and scenic public spaces. With nearby skiing opportunities, you can hit the slopes in winter or discover hidden treasures year-round. Don't miss the romantic atmosphere of the surrounding neighborhoods, perfect for a leisurely stroll or cozy dining experience. Pittsfield truly offers a refreshing escape filled with unique experiences.

  • Lenox: Nestled a mere 11km from Pittsfield, Lenox is a charming city renowned for its vibrant cultural scene and romantic ambiance. The town experiences a moderately seasonal influx of visitors, peaking from June to August, when outdoor concerts and theater performances abound. Highlights in Lenox include beautiful lakes and majestic mountains, perfect for both relaxation and adventure. Whether you're attending a music concert or hitting the slopes in winter, Lenox offers a plethora of entertainment options, making it a fantastic getaway for couples and culture enthusiasts alike.
  • Stockbridge: Located 19km away from Pittsfield, Stockbridge is steeped in history and charm, attracting visitors year-round. With peak travel occurring from July to September, the city offers a delightful mix of romantic experiences and cultural attractions. Visitors can enjoy music concerts and theatrical performances, while the nearby lakes and historic monuments provide stunning backdrops for exploration. Stockbridge is also home to various places of worship, adding to its rich tapestry of experiences. It’s an ideal destination for those seeking a blend of relaxation and cultural immersion.
  • Lee: Situated 16km from Pittsfield, Lee is a family-friendly city that boasts a welcoming atmosphere and a variety of entertainment options. Visitor numbers peak from June to August, making it a lively destination during the summer months. Lee offers engaging activities such as theater performances and music concerts, along with access to ski fields for winter sports enthusiasts. The scenic lakes and mountains nearby enhance the outdoor experience, while monuments add a touch of history to your visit. Lee is perfect for families and couples looking for a memorable getaway.

Things to do near Pittsfield

Shopping

In Pittsfield, visit the Berkshire Mall for a variety of retail stores and dining options. If you're up for a drive, check out the nearby Lee Premium Outlets for discount designer brands and unique finds.

Recreation

The Kripalu Center for Yoga & Health offers a peaceful retreat focused on yoga, meditation, and holistic health. Enjoy nourishing meals, stunning views of the Berkshires, and a variety of workshops designed to rejuvenate your body and mind.

Berkshire Yoga & Dance provides classes that blend movement and mindfulness in a welcoming environment. Participants can engage in yoga, dance, and meditation, fostering a sense of community and personal growth.

Onota Lake features scenic walking trails and areas for kayaking and paddleboarding, ideal for connecting with nature. The tranquil waters and lush surroundings create a perfect backdrop for relaxation and outdoor activities.

Adventure

Experience the thrill of the Catamount Aerial Adventure Park, located 35km from Pittsfield. Navigate through zip lines and ropes courses, immersing yourself in an exhilarating outdoor environment that challenges your agility and courage amidst beautiful natural surroundings.

Nightlife

Pittsfield offers a cozy nightlife scene with options like the Lantern Bar & Grill for casual drinks and live music. For a more laid-back vibe, check out the Berkshire Museum's events. You can also enjoy local craft beers at the nearby Pittsfield Brew Works.

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

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an ideal destination for adventure seekers and sports enthusiasts, offering a variety of attractions such as historic houses, nature reserves, and mountains. Visitors can immerse themselves in the local culture while enjoying outdoor activities and thrilling experiences. Whether you're interested in exploring the rich history or embracing the natural beauty, Pittsfield has something for everyone to enjoy during their vacation.

  • Hancock Shaker Village: Step into the 19th century at Hancock Shaker Village, a living museum showcasing the unique culture of the Shaker community. Explore historic buildings, beautiful gardens, and demonstrations of traditional crafts, all set against a serene backdrop that reflects the Shakers' commitment to simplicity and harmony.
  • National Shrine of the Divine Mercy: Located 18km from Pittsfield, the National Shrine of the Divine Mercy offers a peaceful sanctuary for reflection and prayer. Visitors can admire beautiful architecture, serene gardens, and the inspiring atmosphere that invites contemplation and spiritual growth.
  • Norman Rockwell Museum: Just 19km away, the Norman Rockwell Museum celebrates the beloved American artist's work. Explore an extensive collection of his iconic illustrations, which capture the heart and soul of American life, and enjoy engaging exhibitions that delve into his artistic legacy.

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.

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

Traveling to Pittsfield, Massachusetts, is convenient with several nearby airports. Bradley International Airport (BDL) in Hartford, CT, is 74km away, with excellent hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the airport. Albany International Airport (ALB) is closer at 56km, featuring top-notch accommodations such as The Landing Hotel at Rivers Casino & Resort, located 13km away. New Haven's Tweed Airport (HVN) is 135km distant, with options like the Omni New Haven Hotel at Yale, 5km from the airport. All these hotels offer accessible transportation services to their respective airports, ensuring a smooth travel experience.

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 aparthotel offers an indoor pool and free parking. Other good choices for your trip include FairBridge Inn Express and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG. 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.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.
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?
Hotel On North is a top LGBTQ-friendly hotel that features free WiFi and free parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield are other good options 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 The Central Downtown Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.
Where is the best hotel to stay near Hancock Shaker Village?
Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.
What about the best place to stay close to Bousquet Ski Area?
One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.
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 the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
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 68 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. Natural beauty is on display at Housatonic River, Onota Lake, and Pontoosuc Lake. A couple of additional sights to add to your agenda are Bousquet Ski Area and Barrington Stage Company. 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.