A stone tower with a metal gate, surrounded by trees and a stone wall.

Search Resort Hotels in Cheshire from CA $118

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Cheshire

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (833 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is CA $126
CA $145 total
includes taxes & fees
Jul 1 - Jul 2
Cheshire Welcome Inn

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is CA $176
CA $299 total
includes taxes & fees
Jun 29 - Jun 30
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is CA $586
CA $1,033 total
includes taxes & fees
Jul 16 - Jul 17
#43- Modern Luxury Log Cabin Retreat | Fire Pit

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (237 reviews)
"Overall good stay"
United States
Susan
The price is CA $244
CA $281 total
includes taxes & fees
Jul 2 - Jul 3
Home2 Suites by Hilton Bristol

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (148 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is CA $162
CA $186 total
includes taxes & fees
Jul 12 - Jul 13
Spark by Hilton Guilford

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.8 out of 10, Exceptional, (46 reviews)
"New hotel, comfortable beds and good breakfast."
United States
Melanie
The price is CA $208
CA $240 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites By Hilton North Haven

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,003 reviews)
"Great place to stay for the week"
United States
Noah
The price is CA $155
CA $178 total
includes taxes & fees
Jun 29 - Jun 30
Baymont by Wyndham Branford/New Haven

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,001 reviews)
"Will be returning truly recommend fir a retreat Beautiful grounds"
United States
Desorene
The price is CA $173
CA $223 total
includes taxes & fees
Jul 12 - Jul 13
Heritage Hotel, Golf & Conference Center

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"It was great "
United States
Rodrigo C.
The price is CA $333
CA $627 total
includes taxes & fees
Jun 29 - Jun 30
#24 *Serenity* A Lakefront Cottage Retreat

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very good, (535 reviews)
"Good and comfy stay for a night when in a crunch"
United States
Shauna
The price is CA $123
CA $141 total
includes taxes & fees
Jun 29 - Jun 30
American Inn

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,007 reviews)
"Staff was very friendly accommodating and helpful"
United States
alecia
The price is CA $153
CA $201 total
includes taxes & fees
Jun 29 - Jun 30
The Farmington Inn & Suites

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.6 out of 10, Exceptional, (71 reviews)
"Lovely walkable location in quaint town"
United States
Amy
The price is CA $333
CA $383 total
includes taxes & fees
Jul 9 - Jul 10
The Abner Hotel

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,002 reviews)
"It was perfect and comfortable and very clean!"
United States
Ana
The price is CA $141
CA $162 total
includes taxes & fees
Jun 29 - Jun 30
Days Inn by Wyndham Southington

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (562 reviews)
"Everything was great especially breakfast and room."
United States
skender
The price is CA $191
CA $220 total
includes taxes & fees
Jul 5 - Jul 6
Home2 Suites by Hilton East Haven New Haven

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,007 reviews)
"Very peaceful and quiet you'll get remarkable Sleep!!!!!"
United States
Clinton
The price is CA $101
CA $118 total
includes taxes & fees
Jul 5 - Jul 6
Motel 6 New Haven - Branford, CT

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,245 reviews)
"very convenient to the 81"
United States
Michael D
The price is CA $132
CA $151 total
includes taxes & fees
Jul 21 - Jul 22
Wyndham Southbury

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.6 out of 10, Excellent, (1,008 reviews)
"Me and my family had a great time at this hotel"
United States
Diana
The price is CA $164
CA $188 total
includes taxes & fees
Jul 12 - Jul 13
Hilton Garden Inn Milford

Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill
2.0 star property
Rocky Hill
8.2 out of 10, Very good, (1,004 reviews)
"Great for a quick nights stay in the area."
United States
Cristina
The price is CA $126
CA $145 total
includes taxes & fees
Jul 1 - Jul 2
Howard Johnson by Wyndham Hartford South – Rocky Hill

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.2 out of 10, Very good, (1,003 reviews)
"The check in was super and the suggestions for dining places was much appreciated. Would stay there anytime 😊"
United States
Kurt
The price is CA $162
CA $186 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Waterbury

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,002 reviews)
"Clean comfortable accommodations"
United States
Nils
The price is CA $135
CA $155 total
includes taxes & fees
Jul 2 - Jul 3
Best Western Plus New England Inn & Suites
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheshire Hotel Reviews

Find out more about Cheshire

Cheshire Resorts information

Number of reviews
12,739
Accommodation
0 Resorts
Lowest Price
CA $118
Highest Price
CA $627

Frequently asked questions

What can I expect from a resort vacation in Cheshire?
Expedia can help you browse resorts and other lodging options that provide similar amenities and comforts. If you have trouble finding a resort in Cheshire that works for you, you can use the search page filters to look for hotels, or search for properties with amenities like pools or all-inclusive options. We make it easy to book great accommodations so you can focus on planning your trip itinerary.
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 Roaring Brook Park or Cheshire Hollow Farm.
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.

Explore a world of travel with Expedia