Find Extended Stay Hotels in Pittsfield, MA

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Top Pittsfield Extended Stay Hotels | Reserve now, pay later

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (766)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$120 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Mountain Lodge

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
$85 nightly
The price is $95
Nov 30 - Dec 1
Total with taxes and fees
The Central Downtown Inn & Suites

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
$441 nightly
The price is $493
Dec 2 - Dec 3
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
$969 nightly
The price is $1,047
Dec 2 - Dec 3
Total with taxes and fees
Hancock Village Inn Near Jiminy Peak

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$104 nightly
The price is $115
Dec 2 - Dec 3
Total with taxes and fees
Shaker Mill Inn

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$121 nightly
The price is $133
Dec 4 - Dec 5
Total with taxes and fees
The Springs Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
Maple Terrace Motel

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2148)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
$94 nightly
The price is $105
Nov 29 - Nov 30
Total with taxes and fees
Vacation Village in the Berkshires

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
$338 nightly
The price is $377
Dec 1 - Dec 2
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
$342 nightly
The price is $382
Dec 1 - Dec 2
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
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.

Find out more about Pittsfield

Discover top Pittsfield attractions

Pittsfield, Massachusetts, offers a diverse array of activities perfect for adventurous travelers seeking quality experiences. Start your journey at the Berkshire Museum, where you can explore fascinating exhibits ranging from local art to natural history, making it a great spot for families. Next, immerse yourself in nature at the beautifully preserved Canoe Meadows Wildlife Sanctuary, where hiking trails and birdwatching opportunities , providing a serene escape right in the heart of the city. For a taste of local culture, visit the historic Colonial Theatre, which showcases a range of performances and events, giving you a taste of the Berkshires' vibrant arts scene. Don't miss a stroll through the lush gardens of the Edith Wharton Restoration, where the author’s home and gardens offer a charming glimpse into literary history. Finally, unwind at the Onota Lake, perfect for picnicking, kayaking, or simply enjoying the scenic views. For accommodations, consider staying near downtown Pittsfield, where you’ll find boutique hotels that offer attentive service and modern amenities, making it easy to explore these attractions. Enjoy a seamless blend of relaxation and adventure in this picturesque New England city.

Find the best extended stay hotels in Pittsfield

Travelers seeking accommodations with kitchen facilities in Pittsfield, Massachusetts, will find an excellent selection of hotels that cater to culinary enthusiasts. Each hotel offers a range of kitchen amenities, ensuring guests can enjoy the comforts of home during their stay.

Hilton Garden Inn Lenox Pittsfield

  • Why it's great for an extended stay: For travelers who appreciate the convenience of in-room kitchens, the Hilton Garden Inn Lenox Pittsfield stands out as an exceptional choice. With an impressive guest review rating of 9.2, this hotel features well-equipped kitchens complete with a coffee/tea maker, refrigerator, and microwave, allowing guests to prepare meals at their convenience.
  • Other amenities: In addition to its kitchen amenities, the hotel offers a range of desirable features including an indoor pool, fitness center, and a terrace for relaxation. Guests will also appreciate the free self-parking, daily housekeeping services, and the close nearby ski locations, making it a perfect base for adventure and comfort.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.51 miles, Herman Melville's Arrowhead - 1.94 miles, Bousquet Ski Area - 1.38 miles

Berkshire Mountain Lodge

  • Why it's great for an extended stay: The Berkshire Mountain Lodge is an ideal retreat for travelers looking for comprehensive kitchen facilities. With a solid review rating of 9.0, this lodge is equipped with a full kitchen featuring a dishwasher, stovetop, and microwave, perfect for those who want to create their own meals while enjoying the serene surroundings of the Berkshires.
  • Other amenities: Guests can indulge in additional amenities such as an indoor pool, hot tub, and access to nearby golf and skiing opportunities. The lodge also includes family-friendly amenities like free cribs and an arcade game room, ensuring a fun experience for all ages. Self-parking is available at no extra charge, making it convenient for travelers exploring the area.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 2.12 miles, Herman Melville's Arrowhead - 2.23 miles, Bousquet Ski Area - 1.29 miles

The Central Downtown Inn & Suites

  • Why it's great for an extended stay: For guests who desire a more upscale kitchen experience, The Central Downtown Inn & Suites offers a sophisticated stay with a review rating of 8.8. This hotel features a fully equipped kitchen with an oven, stovetop, and dishwasher, providing the perfect setting for culinary enthusiasts to whip up their favorite dishes during their visit to Pittsfield.
  • Other amenities: Additional amenities include a terrace for outdoor enjoyment, free self-parking, and air-conditioned rooms, ensuring a comfortable stay. The hotel also offers daily housekeeping and is conveniently located near ski areas, making it an excellent choice for both relaxation and adventure.
  • Nearby attractions: Colonial Theater - 0.43 miles, Berkshire Athenaeum - 0.39 miles, Berkshire Museum - 0.21 miles

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Most booked related extended stays in Pittsfield in 2025

Frequently asked questions

What are the best extended stay hotels in Pittsfield?
Discover Pittsfield from one of the 13 long-term rentals waiting to be booked. Featuring convenient amenities including kitchens, pots and pans and tableware, you can enjoy the hotel lifestyle — but with the extra comforts of home. Stretch out after a long day of adventures at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. Cook for yourself and take advantage of a nearby laundromat and a health club here. Berkshire Inn is another great choice. It has blackout curtains and a swimming pool as well as a kitchen. Want to know what Expedia travelers think of our selection of long-term rentals in Pittsfield? They've given them a total average guest score of 9.2.
Why book an extended stay hotel in Pittsfield through Expedia?
If you're searching for a long-term rental for your extended stay in Pittsfield, Expedia has your back. Filter your search results by rating, price and location to find your perfect long-term stay. Some of these sought-after properties may even offer weekly rates. Like to know how to score the best deals? Become an Expedia member for free and save a load of cash with exclusive offers — plus you'll receive reward points on every booking. Our extended stay hotels in Pittsfield come with amenities like laundries and kitchens, so even though you're miles away, you can still experience the creature comforts of home.
What can I expect from an extended stay hotel?
Save a bundle while enjoying a few extra perks with an extended stay hotel in Pittsfield. Whether you want something small for yourself or a spacious apartment that'll fit your traveling buddies too, these types of properties have amenities that'll make you feel at home. Along with standard conveniences like a bar and a pool, many extended stay hotels have kitchens and a washer and dryer area. This means you can cook up a storm and wash your own clothes, allowing you to keep a little jingle in your pocket. Weekly rates will help you make the most out of your travel budget.

Top Pittsfield Hotel Reviews

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