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Featured Cottages in The Berkshires

Life House Berkshires

3.5 star property
9.2 out of 10, Wonderful, (522)
" I’ve place , clean, great bar and restaurant "
The price is AU$172
includes taxes & fees
25 Mar - 26 Mar
Life House Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1002)
"This was a very nice little getaway from everyday life. The room was nice and roomy and we loved the fireplace. "
The price is AU$149
includes taxes & fees
19 Mar - 20 Mar
The Yankee, Trademark Collection by Wyndham

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (419)
"This was my first stay at the Williams Inn and I found it the coziest hotel I've stayed at! The furnishings are lovely and the lobby area very inviting (especially in the winter when the fire is always going). There's also - unfortunately, I didn't discover this until the end of my stay - a little nook area off to the side with books, games, and complimentary fruit water. The rooms were lovely and clean. The bathroom and shower were mostly clean except for some black spots near the bottom of one...
The price is AU$339
includes taxes & fees
13 Mar - 14 Mar
The Williams Inn

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

3.5 star property
9.0 out of 10, Wonderful, (608)
"2nd time staying i love this resort. I wish i can stay more days "
The price is AU$233
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great staff, clean comfortable room. Very nice. Breakfast was not good, stale muffins and danish. A little overpriced for what it was."
The price is AU$173
includes taxes & fees
18 Mar - 19 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (441)
"Great place, super friendly staff, pool is nice n big and warm- not an overly chlorine smell too lol - price is good especially for a kitchen/living room set up and a bedroom. Second time staying - we will be back 😀"
The price is AU$207
includes taxes & fees
23 Mar - 24 Mar
Berkshire Mountain Lodge

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1000)
"Good place right downtown"
The price is AU$210
includes taxes & fees
25 Mar - 26 Mar
Hotel Downstreet, Ascend Hotel Collection

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (749)
"The check in process was easy, and the front desk clerks were friendly. The parking garage is still not complete so the cars are parked off property. Getting a spot to temporarily park for the check in process can be challenging. Valet is an option which we used and would recommend. The staff was able to get our car quickly when requested. We had a concern on our 2nd night with smelling smoke in which we contacted the desk. They said they would send someone up to investigate, However there was...
The price is AU$195
includes taxes & fees
28 Mar - 29 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"This is a gem in the Berkshires! It is quaint yet cool. We stayed in winter, so nearby attractions were limited for non-skiers but I'd go again for the heated pool, pub, great rooms and wonderful staff!"
The price is AU$309
includes taxes & fees
9 Apr - 10 Apr
The Red Lion Inn

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (434)
"Lovely inn. Clean and friendly staff. Centrally located. Short walk to center of Lenox and to Tanglewood."
The price is AU$147
includes taxes & fees
31 Mar - 1 Apr
The Constance, The Whitlock, & The Dewey By The Lenox Collection

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (692)
"Our room was lovely and spacious. I loved the aesthetic of the entire hotel."
The price is AU$193
includes taxes & fees
16 Mar - 17 Mar
Hotel On North

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (691)
"I’ve stayed here a few times with my grandkids. They love the pool and game room. The breakfast is incredibly impressive and the staff is super friendly and helpful. A friend told me about this Marriot and she raved about how her kids loved it. Also, it’s very close to Butternut where we like to ski. All around great spot to stay!"
The price is AU$255
includes taxes & fees
30 Mar - 31 Mar
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (549)
"Perfect spot to spend the weekend visiting my daughter at boarding school!! "
The price is AU$225
includes taxes & fees
10 Apr - 11 Apr
Courtyard by Marriott Lenox Berkshires

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Stayed here for a short drive to Stockbridge. Hotel staff were extremely friendly and helpful. We found the property extremely clean and the breakfast in the morning was a great perk! "
The price is AU$210
includes taxes & fees
19 Mar - 20 Mar
Hampton Inn & Suites Berkshires-Lenox

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (377)
"Lovely place to stay. Wonderful breakfast."
The price is AU$354
includes taxes & fees
1 Apr - 2 Apr
The Porches Inn at Mass MoCA

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1000)
"The weather played a part - our room was accessed by a set of outside stairs, and the weather was cold enough to make them a bit perilous. The staff did its best to attend to it."
The price is AU$264
includes taxes & fees
24 Mar - 25 Mar
The Cornell Inn, Lenox & The Berkshires

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (326)
"The facility had a nice, good size area with tables for eating...whether some brought their own food or for the breakfast in morning. A nice large screen TV in entry vestibule...yet limited to a couch for 3 and a table for 4, yet a room off to side could also see if people want watch party. The staff very courteous and friendly, however there seemed to be many young children, 6-12, and several loud guests on my floor (tv was very loud---rooms not sound-proof). Overall though...look...
The price is AU$270
includes taxes & fees
16 Mar - 17 Mar
Fairfield Inn & Suites by Marriott Williamstown

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"The cleanliness around the public areas"
The price is AU$179
includes taxes & fees
18 Mar - 19 Mar
Best Western Plus Berkshire Hills Inn & Suites

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Great"
The price is AU$119
includes taxes & fees
25 Mar - 26 Mar
Quality Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (604)
"Perfect except for not enough seats available during breakfast "
The price is AU$217
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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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Other property types in The Berkshires

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1786)
"It was very nice. Had a kitchen and 2 tvs!"
The price is AU$223
includes taxes & fees
16 Mar - 17 Mar
Vacation Village in the Berkshires

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (925)
"Staff was exceptionally helpful and friendly."
The price is AU$260
includes taxes & fees
1 Apr - 2 Apr
Jiminy Peak Mountain Resort
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.

Frequently asked questions

How much do cottages in The Berkshires cost?
Cottages in The Berkshires range between and per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in The Berkshires?
Select from cottages in The Berkshires. Whether you’re travelling with your family, as a duo or with a group of pals, Expedia makes it a breeze to find the ideal space.
What is there to do in The Berkshires near my cottage?
No matter your interests, there are so many things to keep you busy in The Berkshires. If you’re headed to Williamstown, stop by Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum. Spending your vacay in Pittsfield? Bousquet Ski Area, Berkshire Museum and Colonial Theatre are top attractions in this city.