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Check availability on Lakeville Family-Friendly Hotels

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

Top Lakeville Family-Friendly Hotels

In-room safe, desk, free cots/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 1.977.225 ₫
2.208.692 ₫ total
includes taxes & fees
14 Dec - 15 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 3.980.813 ₫
4.446.569 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Egyptian cotton sheets, premium bedding, down duvets, 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 6.856.460 ₫
8.542.358 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Prospect 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
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 7.513.098 ₫
8.640.195 ₫ 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 3.427.190 ₫
3.941.269 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
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 4.249.452 ₫
4.807.193 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Millerton Inn
Premium bedding, down duvets, 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 2.464.677 ₫
2.834.379 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Americas Best Value Inn Torrington CT
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

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Frequently asked questions

What's Lakeville like for family-friendly holidays?
If you've been thinking about a trip with your children, the welcoming destination of Lakeville is a good choice. The museums and restaurants are just a couple of things that make this an attractive spot for a family holiday. Fly into Hudson, NY (HCC-Columbia County), which is located 26.7 mi (43 km) from the city centre.
When's the best time to book a family-friendly holiday in Lakeville?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Lakeville are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Lakeville?
While you and your family are visiting Lakeville, you may want to explore some child-friendly attractions such as Holley-Williams House Museum and Lime Rock Park. Make sure that you have lots of time for activities such as Harney and Sons Tea Tasting Room and Music Mountain.