Photo by Tai Bui

Search Resorts in Cheshire

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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 1 Resorts in Cheshire with updated reviews, rates, and availability.

Lakeview Cottage with Dock, Kayaks
Fireplace

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
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2023)
"Good stay. "
New Haven Village Suites
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (39)
"I was completely satisfied with my stay. Apartment had wonderful amenities and an amazing view. Great location near downtown restaurants too."
Luxury Furnished Apartments by Hyatus Downtown at Yale
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 Barker Character, Comic and Cartoon Museum for some family fun. For more to see in the area, you can spend time at Bartlem Park or Lock 12 Historical Park.
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.