Find Extended Stay Hotels in The Berkshires, MA

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Top The Berkshires Extended Stay Hotels | Reserve now, pay later

Heart of Lenox!! - renovated downtown apartment
Flat-screen TV
Heart of Lenox!! - renovated downtown apartment
10.0 out of 10, Exceptional, 59 reviews
"Clean, comfy and nicely decorated. Great beds. All we needed was there. Walk to everything Lenox and it was quiet! Had a great stay."
Heart of Lenox!! - renovated downtown apartment
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Fridge, microwave, oven, stovetop
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
10.0 out of 10, Exceptional, 85 reviews
"The property was wonderful! The exterior looked very well maintained but did prepare us for just how lovely the inside would be. Was extremely spacious and looked like a gigantic log cabin. Each room was spotless and very nicely decorated. The thing that my husband & I loved the most was that our master/king bedroom was located on the west side of house and all the others were on the east side. Since we tend to prefer a cooler home climate than the others do, we were able to control our own...
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, 195 reviews
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Shaker Mill Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, 386 reviews
"Wonderful place to stay in western Massachusetts."
The price is $215
$236 total
includes taxes & fees
Jul 15 - Jul 16
Shaker Mill Inn
Club Wyndham Bentley Brook
Exterior
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, 439 reviews
"The property is very well maintained. Roomes, inside and outside property very clean and well decorated. The staff helpfull and pleasant. Close to most of attraction and places of interst in Berkshire."
Club Wyndham Bentley Brook
Berkshire Valley Inn
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, 506 reviews
"What a wonderful stay we had ! This place is so sweet and charming and pet friendly. The dog park is so nice and my pups loved it ! The room I had was impeccable and I slept like a baby . Can’t wait to come back ! What a cool place to visit "
The price is $164
$180 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Valley Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, 233 reviews
"Skip"
The Central Downtown Inn & Suites
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, 1,002 reviews
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is $126
$148 total
includes taxes & fees
Jun 16 - Jun 17
The Cornell Inn, Lenox
The Ponds at Foxhollow by Capital Vacations
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, 110 reviews
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, 859 reviews
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is $154
$169 total
includes taxes & fees
Jun 17 - Jun 18
Jiminy Peak Mountain Resort
Don't see what you're looking for?
See all available properties in The Berkshires
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.

Expand your search

Most booked related extended stays in The Berkshires in 2024
The Berkshires apart-hotels

Apart-hotels for extended stays

Apart-hotels for extended stays
The Berkshires vacation homes with a kitchen

Vacation homes with a kitchen

Vacation homes with a kitchen

Recent reviews of The Berkshires hotels
Expedia verified reviews

Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

5/5 Excellent
"The property is very well maintained. Roomes, inside and outside property very clean and well decorated. The staff helpfull and pleasant. Close to most of attraction and places of interst in Berkshire."
A verified traveler stayed at Club Wyndham Bentley Brook
Posted 7 days ago
Club Wyndham Bentley Brook

Explore a world of travel with Expedia

BEX_SF_SEO_Link