Find Family Hotels in Lakeville, CT

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Check availability on Lakeville Family Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Lakeville Family Hotels

In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is AED 275
AED 308 total
includes taxes & fees
7 Dec - 8 Dec
Travelodge by Wyndham Great Barrington Berkshires
Property amenity
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
The price is AED 555
AED 619 total
includes taxes & fees
9 Dec - 10 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
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
Little Cat Lodge
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
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
The price is AED 955
AED 1,190 total
includes taxes & fees
21 Dec - 22 Dec
Prospect Berkshires
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (958)
"Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!"
United States
Holly
The price is AED 999
AED 1,149 total
includes taxes & fees
7 Dec - 8 Dec
The Litchfield Inn
Front of property
Hitching Post Country Motel

Hitching Post Country Motel

2.5 star property
Cornwall Bridge
6.6 out of 10, (79)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is AED 477
AED 549 total
includes taxes & fees
5 Dec - 6 Dec
Hitching Post Country Motel
Exterior
The Millerton Inn

The Millerton Inn

2.0 star property
Millerton
8.0 out of 10, Very Good, (9)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
United States
Jason
The price is AED 592
AED 670 total
includes taxes & fees
1 Jan - 2 January 2026
The Millerton Inn
Premium bedding, down comforters, Select Comfort beds, in-room safe
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 star property
Torrington
5.6 out of 10, (779)
"Walls are thin but it was clean and safe with friendly staff."
United States
Daniel
The price is AED 312
AED 359 total
includes taxes & fees
21 Dec - 22 Dec
Americas Best Value Inn Torrington CT
Fridge, microwave, oven, stovetop
Home in Great Barrington

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (26)
"Enjoyed our stay!!!"
United States
Fred W.
The price is AED 595
AED 997 total
includes taxes & fees
15 Dec - 16 Dec
Home in Great Barrington
Dining
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is AED 1,506
AED 2,626 total
includes taxes & fees
9 Dec - 10 Dec
Guesthouse Cabin vacation rentals in Berkshire County
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.
View all properties

Top Lakeville Hotel Reviews

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

10/10 Excellent
"Clean comfortable room,great parking and local shopping "
Julie 4-night trip
Posted 10 hours ago
Days Inn by Wyndham Torrington

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Frequently asked questions

What's Lakeville like for family-friendly vacations?
If you've been thinking about a trip with your kids, the welcoming destination of Lakeville is a good choice. The museums and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Hudson, NY (HCC-Columbia County), which is located 26.7 mi (43 km) from the city center.
When's the best time to book a family-friendly vacation 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 there to see and do with your family in Lakeville?
While you and your family are visiting Lakeville, you might want to check out some kid-friendly attractions such as Holley-Williams House Museum and Lime Rock Park. Make sure you have lots of time for activities like Harney and Sons Tea Tasting Room and Music Mountain.