Pittsfield Hotels

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Top 10 trending Pittsfield hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (962)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is €86
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (763)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is €96
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (798)
"Clean room and staff was super friendly"
United States
Yuen
The price is €129
includes taxes & fees
7 Dec - 8 Dec
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is €91
includes taxes & fees
23 Nov - 24 Nov
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (345)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is €86
includes taxes & fees
2 Dec - 3 Dec
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is €108
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Lenox Pittsfield

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is €73
includes taxes & fees
23 Nov - 24 Nov
FairBridge Inn Express

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is €77
includes taxes & fees
24 Nov - 25 Nov
Berkshire Inn

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1000)
"Room was spotless, staff very friendly."
United States
amber
The price is €97
includes taxes & fees
20 Dec - 21 Dec
Comfort Inn & Suites East Greenbush - Albany

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is €103
includes taxes & fees
11 Dec - 12 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2138)
"Great place!"
United States
Nicole
The price is €81
includes taxes & fees
23 Nov - 24 Nov
Vacation Village in the Berkshires

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (800)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is €90
includes taxes & fees
23 Nov - 24 Nov
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
The price is €88
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is €159
includes taxes & fees
23 Nov - 24 Nov
The Cornell Inn, Lenox & The Berkshires

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

3.5 star property
South Lee
9.0 out of 10, Wonderful, (787)
"Place was great!"
United States
Benjamin
The price is €115
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1005)
"Staff was very nice!"
United States
David
The price is €98
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is €183
includes taxes & fees
15 Dec - 16 Dec
The Red Lion Inn

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
The Brooks Motel

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (438)
"It is the perfect place to stay!"
United States
Darrell
The price is €167
includes taxes & fees
7 Dec - 8 Dec
The Porches Inn at Mass MoCA
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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Check out hotels with a pool in Pittsfield

Pet-friendly hotels in Pittsfield you'll enjoy

These family-friendly hotels in Pittsfield may fit your trip

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.

Stay near popular Pittsfield attractions

Learn more about Pittsfield

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

Pittsfield featuring a city

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • 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?
Hotel On North is a favourite with Expedia customers. This hotel offers free parking and a bar. Other top choices based on traveller reviews include Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This highly rated holiday home rental in Pittsfield is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Pittsfield is Hancock Village Inn Near Jiminy Peak. 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 Express & Suites Pittsfield - Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Holiday Inn & 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?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Hotel On North and Hilton Garden Inn Lenox Pittsfield. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.
What is staying in Pittsfield like?
Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 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 Hancock Shaker Village. The picturesque setting of Housatonic River and Canoe Meadows Wildlife Sanctuary exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Berkshire Athenaeum. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
How should I get around Pittsfield?
To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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