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

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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Cheshire hotels

Exterior

1. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (854 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is ļæ„14,556
ļæ„16,739 total
includes taxes & fees
Aug 4 - Aug 5
Cheshire Welcome Inn
Exterior

2. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very Good, (1,000 reviews)
"Great place!"
United States
lynn
The price is ļæ„19,822
ļæ„22,795 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Cheshire - Southington by IHG
Lobby

3. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,252 reviews)
"The king room was very comfortable and spacious. The reservation agents were very helpful during the check-in and check-out process."
United States
Kathleen
The price is ļæ„14,540
ļæ„16,721 total
includes taxes & fees
Aug 9 - Aug 10
Courtyard by Marriott Waterbury Downtown
BBQ/picnic area

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, (1,000 reviews)
"Breakfast was nice and the property and personnel were wonderful"
United States
Thierry
The price is ļæ„21,908
ļæ„25,194 total
includes taxes & fees
Aug 6 - Aug 7
Fairfield by Marriott Inn & Suites Wallingford New Haven
Free buffet breakfast

5. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,001 reviews)
"The room was clean and staff were friendly and helpful, only complaint was the continental breakfast didnā€™t have many choices, they ran out of items"
United States
Girolama
The price is ļæ„15,136
ļæ„17,406 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn Waterbury East
Lobby

6. Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (580 reviews)
"The room was in bad shape"
United States
Andre
The price is ļæ„11,803
ļæ„13,573 total
includes taxes & fees
Aug 19 - Aug 20
Econo Lodge Milldale - Southington
Lobby

7. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.6 out of 10, Good, (1,011 reviews)
"Perfect for our family while road tripping. Clean and comfy rooms, good coffee, good breakfast, and near stores."
United States
Lindsey
The price is ļæ„16,174
ļæ„18,600 total
includes taxes & fees
Aug 9 - Aug 10
Days Inn by Wyndham Southington
Free buffet breakfast

8. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,395 reviews)
"It was a great stay Enjoyed it"
United States
Rodwell
The price is ļæ„15,399
ļæ„17,708 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Southington by IHG
Lobby

9. Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,006 reviews)
"Good hotel, especially for the price"
United States
Katie
The price is ļæ„18,185
ļæ„20,912 total
includes taxes & fees
Aug 30 - Aug 31
Clarion Inn North Haven - New Haven North
Exterior

10. 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)
"Hotel was great, clean and friendly staff."
United States
Stephenie
The price is ļæ„24,050
ļæ„27,657 total
includes taxes & fees
Aug 23 - Aug 24
Homewood Suites by Hilton Southington, CT
Lobby

11. Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
Meriden
7.2 out of 10, Good, (1,015 reviews)
"Clean breakfast nice place easy stay"
United States
Sharmarie
The price is ļæ„15,239
ļæ„17,525 total
includes taxes & fees
Aug 2 - Aug 3
Comfort Inn & Suites Meriden East
Lobby

12. Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford
2.0 star property
Southington
6.4 out of 10, (1,005 reviews)
"Great stay!"
United States
LeRoy
The price is ļæ„11,434
ļæ„13,149 total
includes taxes & fees
Aug 6 - Aug 7
Motel 6 Southington, CT - Hartford
Indoor pool

13. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful hotel, conveniently located, excellent condition, great mattress. In room coffee, Keureg no less."
United States
Brian
The price is ļæ„25,393
ļæ„29,202 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Garden Inn Wallingford/Meriden
Exterior

14. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.2 out of 10, Very Good, (1,001 reviews)
"Hotel was convenient, clean and our girls loved the pool!"
United States
Millard
The price is ļæ„19,719
ļæ„22,677 total
includes taxes & fees
Aug 27 - Aug 28
Hampton Inn Waterbury
Cooked-to-order breakfast for a fee

15. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (825 reviews)
"Perfect location"
United States
Marjory
The price is ļæ„24,179
ļæ„27,806 total
includes taxes & fees
Aug 20 - Aug 21
Courtyard New Haven Wallingford
Reception

16. Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
Meriden
7.4 out of 10, Good, (1,001 reviews)
"Good location"
United States
Kate
The price is ļæ„15,437
ļæ„17,753 total
includes taxes & fees
Aug 18 - Aug 19
Red Roof Inn Meriden
Deluxe Room, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk

17. Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (649 reviews)
"A clean place to spend a night."
United States
Richard
The price is ļæ„16,174
ļæ„18,600 total
includes taxes & fees
Aug 9 - Aug 10
Whitney Inn & Suites
Suite, Multiple Beds | Egyptian cotton sheets, hypo-allergenic bedding available

18. 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)
"The room was big and spacious for us and clean and organized, prompt staff services when we need it and lots of privacy, breakfast was okay not great, other than that everything was great."
United States
Quazi
The price is ļæ„15,705
ļæ„18,061 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Meriden by IHG
Lobby

19. 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, (1,014 reviews)
"The staff we had contact with was friendly and helpful."
United States
Kenneth
The price is ļæ„17,108
ļæ„19,674 total
includes taxes & fees
Aug 16 - Aug 17
Best Western Plus New England Inn & Suites
Terrace/patio

20. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.2 out of 10, Wonderful, (1,001 reviews)
"Very Pleasant Setting with Nice Rooms."
United States
Jessica
The price is ļæ„27,634
ļæ„31,779 total
includes taxes & fees
Aug 30 - Aug 31
Homewood Suites by Hilton Wallingford-Meriden
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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"The manager went above and beyond in being helpful."
Wayne 1-night trip
Posted 6 hours ago
Omni New Haven Hotel at Yale

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
The price is ļæ„10,747 per night from Aug 13 to Aug 14
ļæ„10,747
ļæ„12,523 total
Aug 13 - Aug 14
includes taxes & fees

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 Motel 6 New Haven - Branford, CT. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best vacation rentals in Cheshire?
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy: This vacation home rental outside of Cheshire is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. 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. Also, another option that offers an onsite pool is Best Western Executive Hotel Of New Haven - West Haven. 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 4 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 Barker Character, Comic and Cartoon Museum. 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 70Ā°F, while the coldest months are January and February with an average of 33Ā°F. Average annual precipitation for Cheshire is 54 inches.

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