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

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Oct 30 - Nov 1
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Our top choices for Cheshire hotels

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, (898 reviews)
"Quaint roadside motel"
United States
Jessica
The price is ￥12,361
￥14,215 total
includes taxes & fees
Nov 1 - Nov 2
Cheshire Welcome Inn
A Holiday Inn hotel with a covered entrance, multiple floors, and a well-lit facade.

2. 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)
"Breakfast was delicious and breakfast staff was very nice and very friendly!"
United States
DAVID
The price is ￥16,093
￥18,507 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Cheshire - Southington by IHG
A breakfast buffet with various food items, including pastries, bread, and fruits.

3. 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
The price is ￥13,276
￥15,268 total
includes taxes & fees
Nov 4 - Nov 5
Quality Inn Waterbury East
An outdoor patio area with seating, a fire pit, and umbrellas.

4. 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, (1,002 reviews)
"The breakfast was nice."
United States
Christopher
The price is ￥18,885
￥21,718 total
includes taxes & fees
Nov 4 - Nov 5
Fairfield by Marriott Inn & Suites Wallingford New Haven
A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

5. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (845 reviews)
"Nice clean property. Pleasant staff"
United States
Tanisha
The price is ￥21,993
￥25,292 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard New Haven Wallingford
A breakfast buffet area with various food options and a bakery section.

6. 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)
"Good breakfast Clean room Perfect for a stay"
Canada
Guillaume
The price is ￥15,019
￥17,272 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Southington by IHG
An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.

7. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay as always!"
United States
Katja
The price is ￥21,323
￥24,521 total
includes taxes & fees
Nov 22 - Nov 23
Homewood Suites by Hilton Wallingford-Meriden
A hotel lobby with a wooden staircase, a reception desk, and a view through large windows.

8. Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (609 reviews)
"Parking"
United States
LUIS
The price is ￥10,058
￥11,567 total
includes taxes & fees
Nov 18 - Nov 19
Econo Lodge Milldale - Southington
A lobby with a fireplace, seating area, and a reception desk.

9. Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
Meriden
7.2 out of 10, Good, (1,005 reviews)
"You can exercise in their gym area, the breakfast is very good, the breakfast lady is very nice, and the reception staff are very attentive."
United States
Nidia
The price is ￥13,133
￥15,103 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Inn & Suites Meriden East
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

10. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice stay, clean rooms, comfortable bed"
United States
Jennah
The price is ￥20,570
￥23,656 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Wallingford/Meriden
An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.

11. 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, (521 reviews)
"Great nice place with good amenities and breakfast - solid!"
United States
DANIEL
The price is ￥22,719
￥26,127 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott New Haven Hamden
A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

12. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.6 out of 10, Excellent, (1,288 reviews)
"Very clean , friendly staff."
United States
gloria
The price is ￥14,042
￥16,148 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Waterbury Downtown
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

13. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (795 reviews)
"Enjoyed my stay, I’ll be staying there again."
United States
David
The price is ￥25,085
￥28,848 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites by Marriott Hartford Cromwell
An outdoor patio area with a fire pit, seating, and a grill.

14. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
3.0 star property
Southington
8.6 out of 10, Excellent, (678 reviews)
"Everything was good specially breakfast was very good"
United States
Chong
The price is ￥22,561
￥25,945 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Southington
A modern lobby with seating, a dining area, and large windows.

15. Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.4 out of 10, Good, (1,007 reviews)
"The Clarion is in the middle of a big remodel. New rooms are amazing but common areas are under construction. Amazing staff. Will stay again"
United States
Tina
The price is ￥17,112
￥19,679 total
includes taxes & fees
Nov 28 - Nov 29
Clarion Inn North Haven - New Haven North
A modern hotel room with a kitchenette, a flat-screen TV mounted on the wall, a desk with a chair, a bed with a blue headboard, and a blue sofa.

16. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very good, (1,000 reviews)
"Hotel was clean, well appointed and friendly staff."
United States
John
The price is ￥14,988
￥17,236 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Meriden by IHG
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, (1,002 reviews)
"Clean room and staff friendliness"
United States
Gopal
The price is ￥23,157
￥26,631 total
includes taxes & fees
Nov 8 - Nov 9
Homewood Suites by Hilton Southington, CT
Room

18. Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (681 reviews)
"Excellent stay great place recommended for all stays"
United States
John
The price is ￥15,619
￥17,962 total
includes taxes & fees
Nov 1 - Nov 2
Whitney Inn & Suites
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

19. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely stay, easy check in and kind staff. The room was clean and comfortable"
United States
Julia
The price is ￥23,190
￥26,669 total
includes taxes & fees
Nov 8 - Nov 9
DoubleTree by Hilton Hotel Bristol, Connecticut
A Hampton Inn hotel with a modern design, featuring a well-lit entrance and multiple floors.

20. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,001 reviews)
"always stay here. great staff, breakfast and room."
United States
John
The price is ￥15,422
￥17,735 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Waterbury
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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Stay near popular Cheshire attractions

Roaring Brook Park

8.4/10 (12 reviews)
Connecticut's tallest single-drop waterfall cascades dramatically 80 feet through lush woodland. Hike the moderate one-mile loop trail in spring for the most impressive water flow after seasonal rains.
See properties

Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

See all hotels in Cheshire
A stone tower with a metal gate, surrounded by trees and a stone wall.

Top Cheshire Hotel Reviews

Wyndham Southbury

Wyndham Southbury

8/10 Good
"Nice folks. Good location"
john 4-night trip
Posted 14 hours ago
Wyndham Southbury

More cheap stays in Cheshire

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT
The price is ￥9,827 per night from Nov 20 to Nov 21
￥9,827
￥11,301 total
Nov 20 - Nov 21
includes taxes & fees
7/10 Good! (1,371 reviews)

Frequently asked questions

What's the best place for a stay in Cheshire?
Based on Expedia's traveler preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good choices for your stay in the area are The Capitol Hotel and New Haven Hotel. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best vacation rentals in Cheshire?
New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental outside of Cheshire is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Cheshire.
If I need to cancel my hotel reservation in Cheshire, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.
Where can I learn more about changing or cancelling my trip to Cheshire?
For more information about changing or cancelling your trip to Cheshire, click here.
What is the top LGBTQ-friendly hotel in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free WiFi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.
Where is the best hotel to stay near Barker Museum?
Holiday Inn Cheshire - Southington, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.3 mi (3.6 km) from Barker Museum. Other good options within 5 miles include Econo Lodge Milldale - Southington and Cheshire Welcome Inn.
What about the best place to stay near Cheshire Hollow Farm?
One of the top choices for your stay is Holiday Inn Cheshire - Southington, an IHG Hotel, located 1 mi (1.7 km) from Cheshire Hollow Farm, and this 3-star hotel offers a restaurant and an indoor pool. Econo Lodge Milldale - Southington and Homewood Suites by Hilton Southington, CT are two other good options within 5 miles.
What are some accommodations with pools in Cheshire?
Holiday Inn Express Southington by IHG: Features a snack bar/deli, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/East Hartford and Best Western Executive Hotel Of New Haven - West Haven are a couple of other choices with an onsite pool. View all hotels with pools in Cheshire.
What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
How is it to stay in Cheshire?
Visitors to Cheshire are sure to enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 5 hotels and other accommodations to choose from. Find out more about Cheshire.
What is there to see in Cheshire?
Natural beauty is on display at Drazen Orchards, Bartlem Park, and Roaring Brook Park. A couple of additional sights to add to your agenda are Maplecroft Plaza Shopping Center and Cheshire Hollow Farm. Check out what more to see and do in Expedia's Cheshire guide.
What's the seasonal 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.

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