Lakeville Condo Rentals

A multi-tiered waterfall surrounded by autumn foliage.

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Recommended hotels in Lakeville

A wooden deck with a swing chair and a bench overlooking a lake.

1. Interlaken Inn & Resort

Lakeville

mary

RM1,173 total

includes taxes & fees

8 Nov - 9 Nov

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

2. The White Hart

Salisbury

William

RM1,393 total

includes taxes & fees

23 Nov - 24 Nov

A covered porch with white railings and rocking chairs.

3. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

RM491 total

includes taxes & fees

9 Nov - 10 Nov

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

4. the Alander

Copake

Luis

RM751 total

includes taxes & fees

20 Nov - 21 Nov

An outdoor patio with a fire pit, seating, and umbrellas.

5. The Millerton Inn

Millerton

Chelsy

RM1,154 total

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

6. Blackberry River Inn

Norfolk

Melanie

RM888 total

includes taxes & fees

8 Nov - 9 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

7. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

RM343 total

includes taxes & fees

25 Nov - 26 Nov

A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

8. Hitching Post Country Motel

Cornwall Bridge

Michael

RM607 total

includes taxes & fees

6 Nov - 7 Nov

9. Wilder House Berkshires

Sheffield

Liliana

RM744 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a dining area, a large window, and a view of the garden.

10. 9 Academy

Salisbury

Kyle

RM2,774 total

includes taxes & fees

8 Nov - 9 Nov

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

11. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Cynthia

RM377 total

includes taxes & fees

3 Dec - 4 Dec

A dining area with wooden tables and chairs, a patterned rug, and an exit sign.

12. Cornwall Inn and Lodge

Cornwall Bridge

RM988 total

includes taxes & fees

6 Nov - 7 Nov

A house with a stone patio and wooden stools.

13. Little Cat Lodge

Copake Falls

Stacy

RM692 total

includes taxes & fees

9 Nov - 10 Nov

A stone building with a wooden staircase and a garden with white flowers.

14. Troutbeck

Amenia

Charles

RM2,560 total

includes taxes & fees

9 Nov - 10 Nov

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

15. Inn at Pine Plains

Pine Plains

teresina

RM1,264 total

includes taxes & fees

8 Nov - 9 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

16. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

RM729 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

17. Monument Mountain Motel

Great Barrington

Andrea

RM272 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

18. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Sherry

RM358 total

includes taxes & fees

6 Nov - 7 Nov

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Top Lakeville Hotel Reviews

The Little Lion

10/10 Excellent

"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"

The Litchfield Inn

10/10 Excellent

"Me and my daughter has such an amazing stay at the Litchfield inn. It was absolutely beautiful clean,cozy, smelled so good and the staff was very help and friendly . Hope at the front desk was amazing!! We came for my daughter’s birthday and would definitely come back on our next visit. The complimentary breakfast was exceptional as well. Perfect area nearby to New Milford which has Gilmore girls/inspo at the town green. Found the gazebo it was absolutely perfect girls trip for us we loved it here. 10/10 !!!!!!"

the Alander

10/10 Excellent

"Room was fresh and super clean. Comfortable bed and the sheets and towels were soft and high quality. Staff was also super helpful getting us settled in. Cozy bar and dining room. However my rigatoni pasta bowl was puzzling. Raw uncooked plum canned tomatoes, raw zucchini cubes, and a handful of only slightly blanched broccoli raab sitting on top of it all! The freshly baked bread and home made butter service was wonderful though."

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