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Dec 12 - Dec 14
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Jan 30 - Feb 1

Cottages in Lakeville

No exact matches found, but these alternatives could be just right

Recommended hotels in Lakeville

Balcony
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very Good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
$244 nightly
The price is $281
Dec 8 - Dec 9
Total with taxes and fees
Interlaken Inn & Resort
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (703)
"We stay here every year and it never disappoints "
United States
Elizabeth
$102 nightly
The price is $114
Dec 15 - Dec 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Days Inn by Wyndham Torrington

Motel in Torrington

2.0 star property
7.4 out of 10, Good, (1002)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$84 nightly
The price is $97
Dec 10 - Dec 11
Total with taxes and fees
Days Inn by Wyndham Torrington
Exterior
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Clean room, nice location "
United States
Devron
$76 nightly
The price is $85
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

2.0 star property
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 8 - Dec 9
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Aerial view
Locust Tree Bed and Breakfast LLC

Bed & Breakfast in East Canaan

3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 8 - Dec 9
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Exterior
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (803)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 8 - Dec 9
Total with taxes and fees
Monument Mountain Motel
Exterior
The Brooks Motel

Motel in Hillsdale

2.0 star property
7.4 out of 10, Good, (118)
"Yes everything was perfect, just had a little trouble getting the WIFI for the TV set up! "
United States
Zenovia
$102 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
The Brooks Motel
Exterior
Millbrook Country House Bed & Breakfast

Bed & Breakfast in Millbrook

4.0 star property
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
$198 nightly
The price is $224
Jan 4 - Jan 5, 2026
Total with taxes and fees
Millbrook Country House Bed & Breakfast
Dinner served, American cuisine
the Alander

Lodge in Copake

2.5 star property
9.0 out of 10, Wonderful, (187)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
$140 nightly
The price is $157
Dec 9 - Dec 10
Total with taxes and fees
the Alander
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
$127 nightly
The price is $142
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Terrace/patio
The Abner Hotel

The Abner Hotel

3.0 star property
9.2 out of 10, Wonderful, (45)
"Spacious room and friendly staff "
United States
Frank
$217 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Abner Hotel
View from property
Prospect Berkshires

Prospect Berkshires

3.0 star property
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$247 nightly
The price is $276
Jan 7 - Jan 8, 2026
Total with taxes and fees
Prospect Berkshires
Front of property
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property, well maintained and near town for restaurants, galleries, etc."
United States
Steven
$273 nightly
The price is $315
Dec 15 - Dec 16
Total with taxes and fees
The Kent Collection - The Firefly Inn
Front of property
The Little Lion

Motel in Great Barrington

3.0 star property
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
$110 nightly
The price is $123
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Little Lion
Exterior
East Rock Inn

Motel in Great Barrington

2.0 star property
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
$134 nightly
The price is $150
Jan 5 - Jan 6, 2026
Total with taxes and fees
East Rock Inn
Front of property
Little Cat Lodge

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
$169 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Little Cat Lodge
Front of property
Blackberry River Inn

Bed & Breakfast in Norfolk

3.0 star property
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Blackberry River Inn
Front of property
Granville House

Bed & Breakfast in Housatonic

3.0 star property
10.0 out of 10, Exceptional, (88)
"Outstanding all around!"
United States
Jonathan
$200 nightly
The price is $223
Jan 1 - Jan 2, 2026
Total with taxes and fees
Granville House
Porch
Changing Times Boutique Country Lodging

Bed & Breakfast in Craryville

3.5 star property
10.0 out of 10, Exceptional, (109)
"Great experience, looking forward to staying again."
United States
Greg
$150 nightly
The price is $168
Dec 8 - Dec 9
Total with taxes and fees
Changing Times Boutique Country Lodging
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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Top Lakeville Hotel Reviews

the Alander

the Alander

10/10 Excellent
"Always a fun stay"
Richard 1-night trip
Posted 2 days ago
the Alander

Find out more about Lakeville

Lakeville Cottages information

Number of reviews
6,949
Accommodation
80 Cottages
Lowest Price
$74
Highest Price
$315

Frequently asked questions

Why book your cottage in Lakeville with Expedia?
Booking a cottage in Lakeville is as easy as deciding on your travel dates and choosing your ideal place for outdoor fun and relaxation. From ritzy retreats to low-cost stays and cottages that offer perks like a pool, Expedia has something for all tastes and styles. As for epic deals? We've got your back!
How can I find cheap cottages in Lakeville?
Expedia is here to help you look for cheap cottages in Lakeville. To find a terrific stay in a couple of clicks, try out our convenient filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Lakeville near my cottage?
The best travel accessory is a well-thought-out travel plan. Lime Rock Park is a wonderful place to start your exploration of Lakeville.

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