Search Resort Hotels in Lakeville from CA $83

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Recommended hotels in Lakeville

1. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (324 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is CA $352
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
Interlaken Inn & Resort

2. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $418
CA $481 total
includes taxes & fees
Dec 2 - Dec 3
The White Hart

3. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $147
CA $169 total
includes taxes & fees
Nov 13 - Nov 14
Locust Tree Bed and Breakfast LLC

4. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is CA $233
CA $261 total
includes taxes & fees
Nov 20 - Nov 21
the Alander

5. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (53 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is CA $352
CA $398 total
includes taxes & fees
Nov 10 - Nov 11
The Millerton Inn

6. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (252 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is CA $255
CA $293 total
includes taxes & fees
Nov 8 - Nov 9
Blackberry River Inn

7. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $118 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Great Barrington

8. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (117 reviews)
"Keep your expectations low and you will be happy. It provided what I needed at the end of October. Warm Room with a bed, mattress was so so at best. A bit spendy for an evening."
United States
Michael
The price is CA $182
CA $210 total
includes taxes & fees
Nov 8 - Nov 9
Hitching Post Country Motel

9. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is CA $243
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Wilder House Berkshires

10. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is CA $791
CA $909 total
includes taxes & fees
Dec 8 - Dec 9
9 Academy

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $116
CA $130 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG

12. Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (179 reviews)
"Very nice."
United States
K
The price is CA $297
CA $341 total
includes taxes & fees
Nov 8 - Nov 9
Cornwall Inn and Lodge

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (157 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is CA $213
CA $239 total
includes taxes & fees
Nov 17 - Nov 18
Little Cat Lodge

14. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (6 reviews)
"Outstanding!!"
United States
Charles
The price is CA $778
CA $936 total
includes taxes & fees
Nov 9 - Nov 10
Troutbeck

15. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is CA $324
CA $366 total
includes taxes & fees
Nov 15 - Nov 16
Inn at Pine Plains

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $225
CA $252 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

17. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
The price is CA $84
CA $94 total
includes taxes & fees
Nov 15 - Nov 16
Monument Mountain Motel

18. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is CA $303
CA $655 total
includes taxes & fees
Nov 9 - Nov 10
Sharon Retreat w/ Private Yard

19. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is CA $249
CA $574 total
includes taxes & fees
Nov 18 - Nov 19
Cheerful 3-bedroom cottage with woodstove

20. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is CA $111
CA $124 total
includes taxes & fees
Nov 9 - Nov 10
Travelodge by Wyndham Great Barrington 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.

Learn more about Lakeville

Sail across sparkling Wononscopomuc Lake or hike the nearby Appalachian Trail for stunning views of the Berkshire foothills. Explore the historic Holley-Williams House Museum or catch a performance at the Lime Rock Park racing circuit in neighbouring Salisbury.

A multi-tiered waterfall surrounded by autumn foliage.

Top reviews in Lakeville

Frequently Asked Questions

What can I expect from a resort vacation in Lakeville?

Expedia can help you find resorts and other lodging options that have similar services and comforts. If you're having trouble finding a resort in Lakeville that works for you, you can use the search page filters to look for hotels, or search for properties that offer amenities like pools or all-inclusive options. We make it simple to book great accommodations so you can move on to planning your trip itinerary.

What's the best resort in Lakeville?

Here's our top-rated resort near Lakeville: Lakeview Cottage with Dock, Kayaks - 20.7 mi (33.3 km) from Lakeville.

What can I do in Lakeville?

Lime Rock Park, Holley-Williams House Museum, and Yoakum Preserve are a few of the interesting sights to visit. Other attractions in the area include Gay Woods Hill and Mount Frissell.

What's the weather like in Lakeville?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Lakeville are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Lakeville?

Fly into Hudson, NY (HCC-Columbia County), which is located 26.7 mi (43 km) away from the city center. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 32.7 mi (52.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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