Photo by Tai Bui

Find hotels in Cheshire, CT from ฿2,208

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cheshire hotels

Exterior
Cheshire Welcome Inn

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (770)
Enjoy clean rooms and attentive service at this roadside inn with free WiFi and parking. Located near Sleeping Giant State Park and Mount Carmel, with Wallingford Station just 11 minutes away by car.
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is ฿2,489
฿2,863 total
includes taxes & fees
28 Dec - 29 Dec
Cheshire Welcome Inn
Exterior
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1179)
"Great breakfast, very clean, comfortable bed, very friendly staff."
United States
Megan
The price is ฿2,548
฿2,931 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Southington by IHG
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (70)
Experience tranquility at this coastal Guilford retreat with complimentary breakfast, WiFi, and parking. Outdoor enthusiasts can explore nearby hiking trails, while Hyland House Museum is just a short drive away. Previous guests praise the helpful staff and clean, quiet rooms.
"Comfortable beds, friendly staff "
United States
Taylor
The price is ฿3,236
฿3,722 total
includes taxes & fees
3 Jan - 4 Jan 2026
Spark by Hilton Guilford
Lobby sitting area
New Haven Hotel

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1952)
Discover New Haven's culture at this conveniently located hotel near Yale University and Yale-New Haven Hospital. With comfortable beds, fitness centre, and breakfast available, guests appreciate the quiet rooms and helpful staff. Shubert Theatre awaits nearby.
"Great value and close to everything!"
United States
kevin
The price is ฿3,661
฿4,210 total
includes taxes & fees
1 Jan - 2 Jan 2026
New Haven Hotel
Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very good, (1494)
"Staff was courteous and helpful. The whole hotel was clean. A little snow in the parking lot, but certainly safe."
United States
Rick
The price is ฿2,844
฿3,271 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Executive Hotel Of New Haven - West Haven
Exterior
Best Western Plus New England Inn & Suites

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, (1003)
This peaceful hotel offers an indoor pool for morning swims and a fitness centre to keep active. Near Silver Lake State Access Area, guests enjoy free breakfast, WiFi, and parking. Travellers consistently praise the helpful staff and quiet environment.
"great stay."
United States
John
The price is ฿2,707
฿3,114 total
includes taxes & fees
2 Jan - 3 Jan 2026
Best Western Plus New England Inn & Suites
Exterior
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford
2.5 star property
East Hartford
9.0 out of 10, Wonderful, (1082)
"We enjoyed our visit "
United States
Richard
The price is ฿3,035
฿3,491 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn & Suites Hartford/East Hartford
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1197)
Just 15 minutes from Yale University, this Milford hotel offers free breakfast, parking, and WiFi. Guests praise the helpful staff and morning meal. A 24-hour fitness centre and bar/lounge complement the coffee shop/cafe.
"Hotel for Pleasant Stay"
United States
Rajesh
The price is ฿2,737
฿3,148 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Milford / New Haven
Free daily buffet breakfast
Clarion Inn North Haven - New Haven North

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, (1001)
Conveniently located between Yale and Quinnipiac universities, this quiet North Haven hotel offers complimentary breakfast, WiFi, and parking. The 24-hour fitness centre provides workout options while helpful staff ensure a comfortable stay near Wharton Brook State Park.
"I would stay there again."
United States
George
The price is ฿2,766
฿3,181 total
includes taxes & fees
26 Dec - 27 Dec
Clarion Inn North Haven - New Haven North
View from property
Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1001)
Escape to this boutique hotel in Southbury with indoor and seasonal outdoor pools, plus a poolside bar. Enjoy deep-tissue massages at the spa or play a round of golf. Located near Hollow Park with easy hiking access and helpful staff to assist you.
"Very lovely hotel "
United States
Nancy M
The price is ฿3,287
฿4,317 total
includes taxes & fees
29 Dec - 30 Dec
Heritage Hotel, Golf, Spa & Conference Center
Lobby
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (913)
Experience tranquility at this Plainville hotel with an indoor swimming pool and 24-hour gym. Enjoy free breakfast, WiFi, and parking while being close to Crescent Lake and Relic Brewing Company. The exceptionally helpful staff ensures a peaceful, comfortable stay.
"Great place stayed several times."
United States
Marlene D
The price is ฿2,983
฿3,431 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn & Suites by Marriott Plainville
Exterior
Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG
2.5 star property
Rocky Hill
8.6 out of 10, Excellent, (1002)
This Hartford-area hotel offers a serene atmosphere just minutes from the Connecticut Convention Centre. Take a morning dip in the seasonal pool, work out in the 24-hour fitness centre, or explore nearby Dinosaur State Park. Free breakfast, WiFi, and parking complete your stay.
"The hotel is convenient to the highway and local dining. "
United States
NAVRAJ
The price is ฿2,893
฿3,327 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Hartford South - Rocky Hill by IHG
Lobby
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very good, (1001)
Stay at this Milford hotel with an indoor pool and convenient access to Yale University. After a busy day, relax at the Garden Grille Restaurant and bar. Clean rooms feature refrigerators and microwaves, while attentive staff ensure a pleasant experience.
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is ฿3,032
฿3,487 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Milford
Exterior
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1000)
Immerse in New Haven's academic atmosphere near Yale University. This hotel provides a fitness centre and on-site dining at 9 Squared restaurant. Walkable to key attractions, with clean rooms and helpful staff to enhance your university area experience.
"Great nice neat, great customer service i enjoyed my say"
United States
Frinwie Fanie
The price is ฿3,210
฿3,692 total
includes taxes & fees
25 Jan - 26 Jan 2026
Cambria Hotel New Haven University Area
Exterior
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (171)
This modern hotel offers a 24-hour fitness centre and spacious suites with refrigerators and microwaves. Enjoy the terrace, grab a drink at the bar, or visit the coffee shop. Pine Lake Park and Casey Field are located nearby with free parking for guests.
"Breakfast was easy and good options. "
United States
jessica
The price is ฿3,791
฿4,360 total
includes taxes & fees
1 Jan - 2 Jan 2026
Home2 Suites by Hilton Bristol
Lobby
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very good, (1075)
Steps from Palace Theatre, this well-positioned hotel offers American cuisine at the Courtyard Bistro. Guests love the helpful staff, clean rooms, 24-hour fitness centre, and convenient access to restaurants, malls, and highways. The garden and bar provide relaxing spaces.
"The room vas spacious and clean. Staff were very helpful and cordial."
United States
Ivan
The price is ฿2,766
฿3,181 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Waterbury Downtown
Lobby
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1000)
"Beautiful hotel in great location "
United States
Tara
The price is ฿3,287
฿3,780 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn by Hilton Shelton
Exterior
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.6 out of 10, Excellent, (653)
Start your day with free breakfast at this Cromwell hotel, then explore nearby attractions like Smith Park. The 24-hour fitness centre keeps your routine on track, while helpful staff ensure a seamless stay just 15 minutes from Hartford.
"The staff at check in was so polite, efficient, and genuinely seemed like they cared we were at the hotel, I would give her a 10/10"
United States
Christine
The price is ฿3,760
฿4,324 total
includes taxes & fees
4 Jan - 5 Jan 2026
Springhill Suites by Marriott Hartford Cromwell
Exterior
Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (774)
Experience the convenience of Rocky Hill's best location, just 15 minutes from Connecticut Convention Centre. Start your day with complimentary breakfast before exploring nearby Dinosaur State Park. The indoor pool, fitness centre, and helpful staff ensure a comfortable stay.
"yes it was excellent stay "
United States
smriti
The price is ฿3,542
฿4,073 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Rocky Hill - Hartford South
Desk, laptop workspace, blackout curtains, iron/ironing board
The Capitol Hotel

The Capitol Hotel

The Capitol Hotel
3.0 star property
Downtown Hartford
7.6 out of 10, Good, (1122)
Located just 5 minutes from Connecticut Convention Centre, this hotel offers a complimentary full breakfast and 24-hour fitness centre. Hartford Union Station is a 2-minute walk away, with Bushnell Park and PeoplesBank Arena nearby. Guests rave about the helpful staff.
"Great location. "
United States
David
The price is ฿2,492
฿2,866 total
includes taxes & fees
28 Dec - 29 Dec
The Capitol Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Cheshire attractions

Roaring Brook Park

3.5/5 (2 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

Barker Character, Comic and Cartoon Museum

3.0/5 (1 review)
Step back in time at this treasure trove of over 80,000 character toys and memorabilia from 1873 to today. Explore meticulously arranged exhibits that evoke nostalgia across generations of American pop culture.
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
Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Top Cheshire Hotel Reviews

The Capitol Hotel

The Capitol Hotel

10/10 Excellent
"Great location and a very clean and comfortable room. The staff was very helpful and went out of their way to help me."
Martin 1-night trip
Posted 8 days ago
The Capitol Hotel

More cheap stays in Cheshire

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT
The price is ฿1,920 per night from 30 Dec to 31 Dec
฿1,920
฿2,208 total
30 Dec - 31 Dec
includes taxes & fees
7/10 Good! (1,006 reviews)

Frequently asked questions

What's the best place for a stay in Cheshire?
Based on Expedia's traveller preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good options for your stay in the area are The Capitol Hotel and New Haven Hotel. See all available top hotels, or vacation rentals in Cheshire.
If I need to cancel my hotel reservation in Cheshire, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.
What's the best LGBTQ-friendly place to stay in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.
What are some accommodation options with pools in Cheshire?
Holiday Inn Express Southington by IHG: Offers a snack bar/deli, a seasonal outdoor pool and buffet. Hampton Inn & Suites Hartford/East Hartford and Wyndham Southbury are a couple of other choices that feature an on-site pool. View all hotels with pools in Cheshire.
How is it to stay in Cheshire?
Visitors to Cheshire will definitely enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 4 hotels and other accommodation options to choose from. Find out more about Cheshire.
What should I see while I'm in Cheshire?
Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Drazen Orchards, Bartlem Park and Roaring Brook Park. A couple of additional sights to add to your itinerary are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.

Explore a world of travel with Expedia