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Top hotels and accommodation in Pittsfield

Our top choices for Pittsfield hotels

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (763)
"Quite and good location to around towns"
The price is AU$272
includes taxes & fees
28 Sept - 29 Sept
Hotel On North

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is AU$245
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Berkshires-Lenox

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1001)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is AU$183
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites East Greenbush - Albany

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (732)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is AU$258
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very clean rooms and excellent staff."
The price is AU$181
includes taxes & fees
2 Sept - 3 Sept
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (29)
"Do hotel, very clean we had a great day"
The price is AU$242
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is AU$186
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (808)
"good location....easy access to highlight destinations and downtown"
The price is AU$135
includes taxes & fees
2 Sept - 3 Sept
Berkshire Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (604)
"Nice rooms "
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (641)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is AU$271
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (311)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is AU$179
includes taxes & fees
1 Sept - 2 Sept
The Central Downtown Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (772)
"Close to our target event a plus"
The price is AU$121
includes taxes & fees
14 Sept - 15 Sept
FairBridge Inn Express

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1009)
"Great location!"
The price is AU$258
includes taxes & fees
28 Sept - 29 Sept
Hotel Downstreet, an Ascend Collection Hotel

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (414)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is AU$338
includes taxes & fees
28 Sept - 29 Sept
The Porches Inn at Mass MoCA

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Wonderful place to stay"
The price is AU$203
includes taxes & fees
1 Sept - 2 Sept
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (701)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is AU$274
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Great location and close enough to walk to shops and restaurants. "
The price is AU$158
includes taxes & fees
14 Sept - 15 Sept
Quality Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is AU$278
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (732)
"Great quiet stay. "
The price is AU$152
includes taxes & fees
1 Sept - 2 Sept
The Villager Motel

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (180)
"Clean, beautiful view wonderful service"
The price is AU$352
includes taxes & fees
1 Sept - 2 Sept
Blue Vista Motor Lodge
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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Learn more about Pittsfield

Come to Pittsfield and enjoy its baseball, entertainment and skiing.

Pittsfield showing a city

Top Pittsfield Hotel Reviews

More cheap accommodation in Pittsfield

More cheap accommodation in Pittsfield

Find out more about Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure Sports: Pittsfield is a haven for adventure seekers, offering excellent skiing, mountain biking, and nature walks in the stunning Berkshire landscape.
  • Charming Neighbourhoods: Explore the picturesque neighbourhoods of Berkshire County, featuring family-friendly parks and romantic spots.
  • Historic Attractions: Visit historic houses and experience the rich culture and history of the area.
  • Quaint Towns: Discover nearby Stockbridge, known for its scenic beauty and historical significance.
  • Variety of Accommodations: Enjoy a range of comfortable lodging options, from family-friendly hotels to charming inns.

Find great hotels in and around Pittsfield

Experience a delightful stay in Pittsfield, Massachusetts, where a variety of accommodations await to cater to your every need. Whether you're after a family getaway, a romantic escape, or an adventurous ski trip, you'll find comfortable hotels and charming breakfast inns. Enjoy restful nights on the best beds, and indulge in the warm hospitality that makes Pittsfield a perfect choice for your holiday adventure.

  • The Yankee, Trademark Collection by Wyndham: Nestled a mere 4.8km from Pittsfield, The Yankee, Trademark Collection by Wyndham is an ideal destination for business travellers seeking a refined experience. This hotel features a range of amenities tailored for corporate needs, including multiple meeting rooms and a 24-hour business centre. With its professional atmosphere and comprehensive facilities, guests can seamlessly balance work and leisure during their stay.
  • Best Western Plus Berkshire Hills Inn & Suites: Located in the heart of Pittsfield, Best Western Plus Berkshire Hills Inn & Suites caters to families, business travellers, and pet owners alike. The hotel boasts a welcoming environment with amenities such as a business centre, meeting rooms, and a dedicated space for children's activities, including games and cribs for a fee. Moreover, it has a pet-friendly policy, allowing furry companions to join the adventure, complete with a dog exercise area for outdoor fun.
  • Berkshire Mountain Lodge: Positioned in Pittsfield, the 3-star Berkshire Mountain Lodge offers a unique blend of business convenience and adventure. Perfect for those eager to engage in outdoor activities, this lodge provides access to various recreational sports like ziplining, kayaking, and skiing nearby. The on-site business centre ensures that work commitments are met, while the surrounding natural beauty invites guests to explore and unwind after a busy day.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful mix of adventure and relaxation, nestled in the picturesque Berkshire Hills. Explore the charming neighbourhoods of Berkshire County, where family-friendly parks and romantic spots await. For outdoor enthusiasts, the nearby mountain valleys promise thrilling ski experiences. Don’t miss the quaint town of Stockbridge, just a stone's throw away, perfect for soaking in the scenic beauty and rich history. Your trip to Pittsfield will be a memorable blend of excitement and tranquillity.

  • Lenox: Nestled 11.3km from Pittsfield, Lenox is a charming town that offers a delightful blend of seasonal entertainment and romantic getaways. With peak visitor numbers from June to August, it's a lively hub for families and couples alike. Here, you can enjoy a range of activities, from music concerts to theatre performances and skiing in the nearby hills. Nature lovers will appreciate the scenic lakes and mountains, while event conference venues provide opportunities for community gatherings and special occasions.
  • Stockbridge: Situated 19.3km from Pittsfield, Stockbridge is a cultural gem that attracts visitors year-round, with a noticeable uptick in summer months from July to September. Known for its rich artistic heritage, the town is perfect for those seeking a romantic escape filled with arts and entertainment. Be sure to explore the local music concerts and theatre shows, and take in the serene beauty of nearby lakes, monuments, and shrines, which offer a glimpse into the area's storied past.
  • Lee: Just 16.1km from Pittsfield, Lee is a quaint town that sees a steady stream of visitors all year round, peaking during the warmer months from June to August. This area is perfect for families and couples looking for entertainment and romance. Lee boasts a vibrant arts scene with theatre and music concerts, alongside thrilling skiing opportunities. The surrounding landscapes, featuring picturesque lakes, mountains, and historical monuments, create an inviting atmosphere for exploration and relaxation.

Things to do in and around Pittsfield

Pittsfield offers a thrilling escape for adventure enthusiasts with its excellent skiing, ski fields, and resorts. Visitors can enjoy fun activities in a lively atmosphere, such as nature walks and mountain biking. With great guest ratings and an array of sports options, it’s a perfect destination for those seeking an adventurous holiday in the stunning Massachusetts landscape.

Shopping

For shopping in Pittsfield, visit Guido's Marketplace for a vibrant public market experience. The Bookstore, located 9.7km away, offers a charming selection of reads. If you're up for a drive, check out the Berkshire Mountain Country Store, situated 16.1km from Pittsfield, for unique gifts.

Recreation

Kennedy Park offers a tranquil escape with its lush greenery and peaceful walking trails, perfect for relaxation. Skyline Country Club invites you to enjoy a round of golf in the great outdoors, while Shatford Memorial Park provides a serene environment for leisurely strolls and unwinding amidst nature.

Adventure

Hit the slopes at Ski Butternut, located 30.6km from Pittsfield, for exhilarating skiing experiences. Hike the Skyline Trail, 20.9km away, to enjoy stunning scenery and fresh air. Lastly, embrace the thrill at Berkshire Retreat Center, also 30.6km from Pittsfield, for unique adventure activities.

Nightlife

Pittsfield offers a vibrant nightlife with venues like Barrington Stage Company and Colonial Theater, both showcasing rich culture and entertainment. For thrill-seekers, the Alpine Super Slide, located 11.3km away, promises exciting amusement rides to keep the adrenaline pumping.

Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, presents a range of budget-friendly options for travellers. Enjoy free attractions like the National Shrine of the Divine Mercy, and consider visiting during off-peak months such as March to April or November for lower accommodation prices. Tuesdays are the best day to find cheaper rates, while Saturdays tend to be pricier. Use Expedia to filter for budget hotels and eco-friendly options, and take advantage of package deals that combine flights, hotels, and activities for extra savings. Public transport via buses is also available to help you navigate the area economically.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you choose your budget, desired location, and additional preferences. You can sort your results to display prices from lowest to highest, ensuring you see the most affordable accommodation first. Additionally, you have the option to filter by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars 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, Massachusetts, is an ideal destination for Australian tourists seeking adventure and outdoor fun, particularly for skiing and sports activities. This area boasts a range of attractions, including historic houses, nature reserves, and stunning mountains. Whether you're looking for a cultural experience or a family-friendly outing, Pittsfield offers diverse points of interest that cater to all types of travellers, ensuring a memorable holiday in this charming region of the United States.

  • The Mount: This historic house, located 12.9km from Pittsfield, offers a glimpse into the literary world of Edith Wharton. Set against stunning gardens, visitors can explore the beautiful architecture and enjoy cultural events throughout the year.
  • National Shrine of the Divine Mercy: Situated 17.7km away, this serene shrine is a place of reflection and peace. Visitors can take part in spiritual activities and appreciate the tranquil grounds, making it a perfect spot for contemplation.
  • Hancock Shaker Village: Located within Pittsfield, this living museum showcases the unique lifestyle of the Shakers. Explore historic buildings, crafts, and farming techniques, all while immersing yourself in the rich cultural heritage of this fascinating community.

Best time to go to Pittsfield

The best time to visit Pittsfield is dependant 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.

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 flying to Pittsfield, Massachusetts, you have a few airport options. Hartford, CT (BDL-Bradley Intl.) is approximately 74.0km away, with nearby hotels like the 4-star Simsbury 1820 House, located 11.3km from the airport, and the Sheraton Hartford Hotel at Bradley Airport, situated right at the terminals. Albany, NY (ALB-Albany Intl.) is around 56.3km from Pittsfield, featuring hotels such as The Landing Hotel at Rivers Casino & Resort and the Park Manor Hotel, both 12.9km away. The closest option is Pittsfield Municipal Airport (PSF), just 4.8km from the city centre, with accommodations like the 4-star Hampton Terrace Inn available nearby.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Best Western Plus Berkshire Hills Inn & Suites and The Central Downtown Inn & Suites. 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 at 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 Best Western Plus Berkshire Hills Inn & Suites 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. 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 73 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.