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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare Resorts in Cheshire with updated reviews, rates, and availability.

Lakeview Cottage with Dock, Kayaks
Eb0c1498 a378 43f7 bac9 9f58eda3440f

Lakeview Cottage with Dock, Kayaks

9.6 out of 10, Exceptional, (15)
"Great place to stay and a really great owner. Setting is outstanding and the cabins are very clean and well maintained. We will definitely go back!!"
Lakeview Cottage with Dock, Kayaks
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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Other property types in Cheshire

New Haven Village Suites
Front of property

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2000)
"Love this place "
The price is SAR 331
SAR 380 total
includes taxes & fees
6 Feb - 7 Feb
New Haven Village Suites
Luxury Furnished Apartments by Hyatus Downtown at Yale
Room

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (38)
"Great location. Nice place. Noisy neighbors though"
Luxury Furnished Apartments by Hyatus Downtown at Yale
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Exterior image

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (24)
"The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings."
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
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.

Frequently asked questions

What can I expect from a resort vacation in Cheshire?
You deserve a getaway, and a resort is the ideal place to indulge in all the services and amenities you need for a relaxing stay in Cheshire. One of the comfortable resort hotels in the surrounding area might be just what you’re searching for, whether you’re hoping for great restaurants on site, shopping possibilities, or fun activities to try.
What's the best resort for my stay in Cheshire?
Our highest-rated resort near Cheshire: Lakeview Cottage with Dock, Kayaks - 21.7 mi (34.9 km) from Cheshire.
What can I do in Cheshire?
Discover the shopping possibilities at Maplecroft Plaza Shopping Center, or bring the kids to Drazen Orchards for some family fun. For more to see in the area, you can spend time at Bartlem Park or Barker Character, Comic and Cartoon Museum.
What's the weather like in Cheshire?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.
What's the best way to get to and around Cheshire?
Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the city center. You can also search for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.