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Our top choices for Pittsfield hotels

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (881 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is ᅣ31,007
ᅣ34,635 total
includes taxes & fees
Aug 6 - Aug 7
Hotel On North

2. 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, (1,005 reviews)
"Lots of construction going on, but the staff was great. They valet-parked my car and had it waiting for me in the morning. The room was clean and comfortable."
United States
David
The price is ᅣ18,731
ᅣ20,922 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

3. 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)
"Quite comfortable Beds"
United States
Jermaine
The price is ᅣ17,940
ᅣ20,038 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Berkshire Hills Inn & Suites

4. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (901 reviews)
"Very clean and updated simple motel."
United States
christopher
The price is ᅣ12,896
ᅣ14,405 total
includes taxes & fees
Aug 11 - Aug 12
Berkshire Inn

5. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (382 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is ᅣ17,157
ᅣ19,164 total
includes taxes & fees
Aug 2 - Aug 3
The Central Downtown Inn & Suites

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,035 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is ᅣ15,749
ᅣ21,108 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

7. 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, (148 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is ᅣ22,508
ᅣ25,142 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (698 reviews)
"Five Star stay!"
United States
Adeline
The price is ᅣ30,265
ᅣ33,806 total
includes taxes & fees
Aug 23 - Aug 24
Hilton Garden Inn Lenox Pittsfield

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (861 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is ᅣ9,775
ᅣ10,919 total
includes taxes & fees
Aug 18 - Aug 19
FairBridge Inn Express

10. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is ᅣ22,382
ᅣ25,001 total
includes taxes & fees
Aug 2 - Aug 3
The Yankee Inn

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is ᅣ23,103
ᅣ25,806 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites Berkshires-Lenox

12. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ᅣ29,936
ᅣ32,840 total
includes taxes & fees
Aug 5 - Aug 6
Shaker Mill Inn

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (643 reviews)
"Helpful staff, clean room and great facilities."
United Kingdom
Laura
The price is ᅣ33,314
ᅣ37,212 total
includes taxes & fees
Aug 19 - Aug 20
Courtyard by Marriott Lenox Berkshires

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (891 reviews)
"Great place"
United States
Luciane
The price is ᅣ12,435
ᅣ13,889 total
includes taxes & fees
Aug 30 - Aug 31
Howard Johnson by Wyndham Lenox

15. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay."
United States
Debra
The price is ᅣ25,741
ᅣ28,752 total
includes taxes & fees
Sep 1 - Sep 2
Berkshires Untold

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is ᅣ34,580
ᅣ39,785 total
includes taxes & fees
Aug 31 - Sep 1
The Cornell Inn, Lenox & The Berkshires

17. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (31 reviews)
"Great staff very friendly rooms very clezn"
United States
Lawrence
The price is ᅣ34,628
ᅣ38,679 total
includes taxes & fees
Aug 19 - Aug 20
Element by Marriott Lenox Berkshires

18. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is ᅣ20,268
ᅣ22,640 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Lee - Lenox South

19. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,489 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is ᅣ17,174
ᅣ20,910 total
includes taxes & fees
Aug 12 - Aug 13
Vacation Village in the Berkshires

20. Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (576 reviews)
"🌟🌟🌟🌟🌟Expedition Berkshires was a HUGE success! A huge contributor to this fantastic experience was this place: @berkshirevalleyinn! šŸ’—I cannot rave about this place enough! PET-FRIENDLY doesn’t even begin to describe it! 🐾 From the thoughtful touches with treats, blankets, and a dog bowl to the huge fenced in dog park, Plum and Bullet had a blast! 🐶The boho-chic aesthetic and the peaceful idyllic setting just made for such an enjoyable stay. This place was clean, cute, and comfy!! The...
United States
Angela
The price is ᅣ26,207
ᅣ29,273 total
includes taxes & fees
Aug 16 - Aug 17
Berkshire Valley Inn
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.

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

  • Thrilling Outdoor Adventures: Experience exciting ski resorts and picturesque ski fields perfect for winter sports enthusiasts.
  • Charming Parks: Enjoy leisurely picnics and family-friendly activities in beautiful local parks.
  • Rich Historical Exploration: Discover historic houses and significant sites that showcase the area's cultural heritage.
  • Scenic Natural Beauty: Explore breathtaking mountains and scenic reserves ideal for hiking and relaxation.
  • Diverse Accommodations: Choose from a variety of family-friendly resorts and cozy hotels tailored to your vacation needs.

Find great hotels in and around Pittsfield

Explore a variety of hotel accommodations in Pittsfield, Massachusetts, where you can choose from family-friendly resorts and cozy hotels perfect for a romantic getaway or a ski vacation. Whether you're looking for spacious suites or top-rated hotels, you'll find options that cater to your needs. Read hotel reviews to ensure you select the best place for your stay in this picturesque New England town.

  • Berkshire Mountain Lodge: Nestled in the heart of Pittsfield, Berkshire Mountain Lodge is a charming 3-star lodge rated 9.0 out of 10, ideal for adventure seekers. This property features a ski and golf theme, making it a popular choice for those looking to engage in outdoor activities. Guests can easily access nearby ski lifts and shuttles, while the lodge offers a variety of adventure sports such as kayaking, snow tubing, and ziplining. With an emphasis on recreation, this lodge provides a cozy and engaging atmosphere for those looking to immerse themselves in the natural beauty of the Berkshires.
  • The Yankee Inn: Located 5km from Pittsfield, The Yankee Inn is a budget-friendly hotel with a guest rating of 9.2 out of 10. This hotel caters to business travelers and visitors seeking comfort without a hefty price tag. Its convenient amenities make it an excellent choice for those on the go. Guests appreciate the welcoming atmosphere and the hotel’s proximity to local attractions, allowing for both work and leisure during their stay.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Situated in the city center, the Holiday Inn & Suites Pittsfield-Berkshires is a well-rated 3-star hotel with an 8.0 guest rating. This family-friendly property offers a blend of adventure and urban convenience. Families can enjoy activities such as skiing, hiking, and horseback riding nearby. The hotel is equipped with child-friendly amenities, including complimentary cribs and special breakfast options for children. With its central location, guests have easy access to local dining and attractions, making it a great base for exploration.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation. Nestled in the picturesque Berkshires, this city is perfect for skiing enthusiasts and sports lovers alike. Explore its charming neighborhoods, where family-friendly parks meet romantic hideaways. Discover hidden treasures throughout the area, from historical sites to scenic spots. Whether you seek thrilling outdoor activities or a peaceful retreat, Pittsfield invites you to experience its unique town feeling and welcoming atmosphere.

  • Lenox: Located 11km from Pittsfield, Lenox is a charming town that attracts visitors year-round, with peak travel during the summer months from June to August. This picturesque destination is renowned for its entertainment, romantic ambiance, and cultural experiences. Enjoy a variety of activities including music concerts and theater performances, along with winter sports at nearby ski resorts. Nature lovers will appreciate the scenic landscapes featuring lakes and mountains, making it an ideal spot for outdoor adventures. The town also hosts events and conferences, ensuring there's always something happening.
  • Stockbridge: Situated 19km from Pittsfield, Stockbridge offers a unique blend of culture and romance, drawing visitors throughout the year, particularly from July to September. This quaint town is famous for its artistic heritage and beautiful surroundings, providing a backdrop for various entertainment options, including music concerts and theater shows. Attractions such as serene lakes, historical monuments, and places of worship enhance the cultural experience, making Stockbridge a must-visit for those looking to immerse themselves in local history and art.
  • Lee: Just 16km from Pittsfield, Lee is an inviting town that sees a steady flow of visitors, especially from June to August. Known for its family-friendly atmosphere, romantic settings, and lively entertainment options, Lee is perfect for everyone. Experience captivating theater performances and music concerts, or hit the slopes at local ski fields. With stunning lakes, majestic mountains, and impressive monuments nearby, Lee offers a delightful escape for nature enthusiasts and leisure seekers alike.

Things to do near Pittsfield

Shopping

Pittsfield offers a charming shopping experience with local boutiques and gift shops downtown. Be sure to visit the Berkshire Mall for a variety of retailers. If you're up for a drive, check out the nearby shopping options at the Lee Premium Outlets, featuring many popular brands at discounted prices.

Recreation

Kripalu Center for Yoga & Health offers a peaceful retreat with yoga classes, wellness workshops, and nutritious meals. Enjoy the tranquil surroundings and explore nature trails. Alternatively, visit Berkshire Yoga Center for rejuvenating yoga sessions that cater to various levels, promoting relaxation and mindfulness in a supportive atmosphere.

Adventure

Catamount Aerial Adventure Park is a thrilling zipline and ropes course located 35km from Pittsfield. Experience the excitement of soaring through the treetops, navigating challenging obstacles, and enjoying stunning views of the surrounding landscape, all while embracing the great outdoors.

Nightlife

Pittsfield's nightlife offers a cozy vibe with local bars and restaurants. Enjoy live music at the Colonial Theatre or grab a craft beer at the Barrington Brewing Company. For a laid-back evening, the Crown Plaza's lounge provides a relaxed setting to unwind with friends.

*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 offers a fantastic blend of adventure and culture, making it an ideal destination for sports and outdoor enthusiasts. Visitors can explore historic houses, scenic reserves, and beautiful mountains. Whether you're seeking thrilling experiences or a taste of local history, the attractions in and around Pittsfield are sure to satisfy your adventurous spirit and provide a memorable getaway.

  • Hancock Shaker Village: Step back in time at Hancock Shaker Village, a beautifully preserved historic site showcasing the unique culture and communal lifestyle of the Shakers. Explore the charming buildings, lush gardens, and engaging exhibits that tell the story of this fascinating religious movement.
  • Mount Greylock: Experience the great outdoors at Mount Greylock, the highest peak in Massachusetts, located 23km from Pittsfield. Hike the scenic trails, enjoy breathtaking views from the summit, and immerse yourself in the natural beauty that attracts adventurers and nature lovers alike.
  • National Shrine of the Divine Mercy: Visit the serene National Shrine of the Divine Mercy, situated 18km from Pittsfield. This peaceful shrine offers a reflective space for visitors to appreciate its stunning architecture, beautiful grounds, and spiritual ambiance, making it a significant cultural destination.

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 hotel options like the DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the airport. ALBany International Airport (ALB) in Albany, NY, is 56km away, offering nearby accommodations such as The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 13km from the airport. For those considering Tweed New Haven Regional Airport (HVN), located 135km away, the Omni New Haven Hotel at Yale and Graduate by Hilton New Haven are both 5km from the airport, providing easy access for travelers.

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 Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and FairBridge Inn Express. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best vacation home rentals in Pittsfield?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: Visitors like this Pittsfield vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and 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 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hotel On North. 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 71 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.

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