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

Best Resorts in Cheshire

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Cheshire

A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.

1. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (885 reviews)
"Best choice around for the price. Very clean and good location."
United States
Kerem
$97 nightly
The price is $111
Nov 3 - Nov 4
Total with taxes and fees
Cheshire Welcome Inn
A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (24 reviews)
"Great place clean and quiet "
United States
James P.
$185 nightly
The price is $210
Nov 3 - Nov 4
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A spacious living area with a sofa, a dining table, and a kitchen in the background.

3. #43- Modern Luxury Log Cabin Retreat - Fire Pit

#43- Modern Luxury Log Cabin Retreat - Fire Pit
Prospect
9.6 out of 10, Exceptional, (4 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.
$450 nightly
The price is $483
Oct 12 - Oct 13
Total with taxes and fees
#43- Modern Luxury Log Cabin Retreat - Fire Pit
A Holiday Inn hotel with a covered entrance and green lighting.

4. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very good, (1,000 reviews)
"The room and hotel were very clean and well maintained. Breakfast was good!"
United States
Joshua
$113 nightly
The price is $130
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG
A breakfast buffet with various food items, including pastries, bread, and fruits.

5. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,000 reviews)
"perfect place to stay all clean"
United States
Wilfred
$84 nightly
The price is $97
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Waterbury East
A vending machine and a water dispenser in a public area with a tiled floor and a potted plant.

6. Wethersfield Motel

Wethersfield Motel
2.0 star property
Wethersfield
9.8 out of 10, Exceptional, (11 reviews)
"Nice place I will stay there again"
United States
adrian
$62 nightly
The price is $71
Oct 29 - Oct 30
Total with taxes and fees
Wethersfield Motel
A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

7. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very good, (1,295 reviews)
"Very clean , friendly staff."
United States
gloria
$99 nightly
The price is $114
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown
A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

8. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (835 reviews)
"Perfect location"
United States
Marjory
$143 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Courtyard New Haven Wallingford
Room

9. Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (670 reviews)
"Just needed a room for the night to crash after a concert room was clean and beds comfortable. Bonus there is a pizza place next door open till 3am. Would stay again"
United States
walter
$99 nightly
The price is $114
Oct 14 - Oct 15
Total with taxes and fees
Whitney Inn & Suites
An outdoor patio area with seating, a fire pit, and umbrellas.

10. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1,000 reviews)
"The room was very clean, staff was helpful"
United States
Carol
$125 nightly
The price is $144
Oct 25 - Oct 26
Total with taxes and fees
Fairfield by Marriott Inn & Suites Wallingford New Haven
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

11. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice stay, clean rooms, comfortable bed"
United States
Jennah
$134 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Wallingford/Meriden
A hotel room with two beds, each with a beige bedspread and white pillows. There are two bedside tables with lamps, and the walls are adorned with framed artwork.

12. The Cromwell Inn

The Cromwell Inn
2.5 star property
Cromwell
7.4 out of 10, Good, (32 reviews)
"Bare bones but clean enough and well-priced if you are traveling through."
United States
Lorie
$79 nightly
The price is $90
Oct 11 - Oct 12
Total with taxes and fees
The Cromwell Inn
A hotel room with two beds, a desk, a TV, and a chair.

13. Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
Meriden
7.6 out of 10, Good, (1,003 reviews)
"The rooms was cozy, clean and quite"
United States
Mark
$79 nightly
The price is $91
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn Meriden
Reception

14. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
8.0 out of 10, Very good, (854 reviews)
"Staff was great and insite packing was good."
United States
Denny
$99 nightly
The price is $113
Oct 29 - Oct 30
Total with taxes and fees
Comfort Inn Naugatuck-Shelton, CT
An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.

15. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (510 reviews)
"Great nice place with good amenities and breakfast - solid!"
United States
DANIEL
$152 nightly
The price is $175
Oct 18 - Oct 19
Total with taxes and fees
Residence Inn by Marriott New Haven Hamden
A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.

16. 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, (1,005 reviews)
"Very hospitable"
United States
James
$105 nightly
The price is $120
Oct 25 - Oct 26
Total with taxes and fees
Best Western Plus New England Inn & Suites
An outdoor patio with a fire pit, wicker furniture, and a pergola structure.

17. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,003 reviews)
"Clean room and staff friendliness"
United States
Gopal
$147 nightly
The price is $169
Oct 25 - Oct 26
Total with taxes and fees
Homewood Suites by Hilton Southington, CT
A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.

18. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,458 reviews)
"Very clean hotel."
United States
Maria
$99 nightly
The price is $114
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Southington by IHG
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

19. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (278 reviews)
"Everything was wonderful , we enjoy a lot the hot tub and the go to pool that feels amazing"
United States
Gabriela
$130 nightly
The price is $150
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites by Hilton Bristol
A Courtyard hotel with a parking lot, multiple floors, and a view of the surrounding area.

20. Courtyard by Marriott Southington

Courtyard by Marriott Southington
3.0 star property
Southington
8.8 out of 10, Excellent, (506 reviews)
"Excelente"
United States
Nelly
$190 nightly
The price is $219
Oct 11 - Oct 12
Total with taxes and fees
Courtyard by Marriott Southington
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 Cheshire Hotel Reviews

New Haven Hotel

New Haven Hotel

8/10 Good
"Room is average but more spacious than we thought. AC fan is loud. TV remote is sticky, it might not be wiped and cleaned for a while. Location is good but parking is a problem. Public parking lot charges less if you check out early. Reception people are indifferent and reluctant to introduce details about the hotel."
Zhihao 1-night trip
Posted 6 hours ago
New Haven Hotel

Find out more about Cheshire

Cheshire Resorts information

Number of reviews
7,089
Accommodation
1 Resorts
Lowest Price
$71
Highest Price
$483

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: Cozy 1-bedroom apartment Farmington Connecticut - 13.9 mi (22.4 km) from Cheshire.
What can I do in Cheshire?
Discover the shopping possibilities at Maplecroft Plaza Shopping Center, or bring the kids to Cheshire Hollow Farm for some family fun. For more to see in the area, you can spend time at Drazen Orchards or Bartlem 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.

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