Find Extended Stay Hotels in The Berkshires, MA

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

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (619)
"the best value and nicest place in the berkshires. nightly rate unbeatable in the entire region "
$102 nightly
The price is $114
Sep 7 - Sep 8
Total with taxes and fees
Berkshire Mountain Lodge

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1991)
"Beautiful location!"
$126 nightly
The price is $141
Sep 30 - Oct 1
Total with taxes and fees
Vacation Village in the Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
$163 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

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

3.5 star property
9.0 out of 10, Wonderful, (716)
"Pleasant stay"
$108 nightly
The price is $120
Sep 16 - Sep 17
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (68)
"Nice location, easy walk to dining & boutiques."
$152 nightly
The price is $171
Sep 22 - Sep 23
Total with taxes and fees
Howard Hotel

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (984)
"Great place to stay and eat."
$204 nightly
The price is $235
Sep 7 - Sep 8
Total with taxes and fees
Simsbury 1820 House

Wm. Farmer & Sons

2.5 star property
9.2 out of 10, Wonderful, (61)
"Very nice stay "
$176 nightly
The price is $199
Sep 7 - Sep 8
Total with taxes and fees
Wm. Farmer & Sons

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
$88 nightly
The price is $99
Sep 16 - Sep 17
Total with taxes and fees
Huttopia Berkshires

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (573)
"Excellent place. Bountiful view. "
$125 nightly
The price is $140
Sep 7 - Sep 8
Total with taxes and fees
Maple Terrace Motel

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (64)
"Chris was great!"
$94 nightly
The price is $104
Sep 8 - Sep 9
Total with taxes and fees
The Springs Motel
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 The Berkshires

Find out more about The Berkshires

Discover top The Berkshires attractions

The Berkshires offers an exquisite blend of natural beauty and cultural richness, perfect for eager for adventure. Start your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class music amidst stunning landscapes. Explore the vibrant art scene at the Norman Rockwell Museum, showcasing the iconic artist's work and the charm of Stockbridge. For outdoor enthusiasts, Mount Greylock State Reservation provides breathtaking hiking trails and panoramic views from the highest peak in Massachusetts. Don’t miss the lovely town of Lenox, known for its historic inns and upscale dining options, where you can indulge in farm-to-table cuisine. For a luxurious stay, consider the Wheatleigh Hotel, a beautifully restored mansion offering personalized service and serene surroundings, making it an ideal base for exploring the region's attractions and enjoying spa treatments. The Berkshires is not just a retreat; it’s an experience that balances relaxation with cultural immersion.

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