Find hotels in Cheshire, CT from ￥11,271

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
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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, (769)
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 ￥12,480
￥14,352 total
includes taxes & fees
Dec 16 - Dec 17
Cheshire Welcome Inn
Deluxe Room, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk
Whitney Inn & Suites

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (595)
Minutes from Yale University, this charming Hamden hotel offers free WiFi and parking with hiking trails nearby. Clean rooms provide a comfortable base for exploring Mount Carmel and Sleeping Giant State Park. The 24-hour front desk staff receives high praise from guests.
"Good location to visit Hamden and New Haven area."
United States
Raymond
The price is ￥15,425
￥17,738 total
includes taxes & fees
Dec 16 - Dec 17
Whitney Inn & Suites
Lobby
Fairfield by Marriott Inn & Suites Wallingford New Haven

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, (1001)
Enjoy a quiet retreat at this Wallingford hotel, close to highways and dining options. Free Wi-Fi, parking, and daily continental breakfast add value while the 24-hour fitness center keeps your routine intact. Guests consistently praise the helpful staff.
"Loved the lady in the breakfast area, a real good person!"
United States
Sheila
The price is ￥20,879
￥24,011 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield by Marriott Inn & Suites Wallingford New Haven
Terrace/patio
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, (165)
This modern hotel offers a 24-hour fitness center 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.
"I would stay here again! "
United States
Jael
The price is ￥18,573
￥21,359 total
includes taxes & fees
Dec 21 - Dec 22
Home2 Suites by Hilton Bristol
Terrace/patio
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (899)
Discover comfort in Wallingford with spacious accommodations, an on-site fitness center, and complimentary hot breakfast. Unwind at the bar after exploring nearby attractions like United House Wrecking and On Track Karting. Business travelers appreciate the free WiFi and parking.
"Staff was very friendly and helpful stay was overall very pleasant!"
United States
Angela
The price is ￥18,573
￥21,359 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Wallingford-Meriden
Cooked-to-order breakfast for a fee
Courtyard New Haven Wallingford

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (784)
Escape to a clean, quiet haven just 15 minutes from Quinnipiac University. The Bistro serves American fare while the fitness center keeps your routine on track. Enjoy in-room refrigerators and helpful staff that guests consistently praise.
"Clean room, friendly staff!"
United States
Julie
The price is ￥19,788
￥22,756 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard New Haven Wallingford
Interior
PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (178)
Discover this welcoming hotel in Terryville with free WiFi and parking. Nearby Witch's Dungeon Classic Movie Museum offers quirky entertainment, while Rockwell Park provides outdoor adventures. The 24-hour front desk ensures seamless service.
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
The price is ￥11,592
￥13,331 total
includes taxes & fees
Dec 25 - Dec 26
PLYMOUTH MOTOR LODGE
Indoor pool
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1003)
Located minutes from United House Wrecking and YMCA Mountain Mist, this hotel offers comfortable rooms with refrigerators and microwaves. Take a refreshing dip in the indoor pool, grab dinner at Pantry Market, or unwind at the bar after using the fitness center.
"Surprisingly beautiful hotel! "
United States
Lisa
The price is ￥18,476
￥21,247 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Wallingford/Meriden
Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, desk, laptop workspace, iron/ironing board
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven
3.0 star property
Long Wharf
6.0 out of 10, (1214)
Relax in this New Haven hotel just minutes from Yale University and Yale-New Haven Hospital. Enjoy the on-site restaurant and bar after exploring nearby Long Wharf Theatre. Guests love the complimentary breakfast and attentive staff.
"Very clean room and an especially kind Front Desk team. "
United States
Helene
The price is ￥15,232
￥17,517 total
includes taxes & fees
Dec 16 - Dec 17
La Quinta Inn & Suites by Wyndham New Haven
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1005)
This quiet retreat offers complimentary WiFi and on-the-go breakfast daily. Located near Batterson Park Pond and Hill-Stead Museum, with helpful staff praised by guests. Only 13 minutes from Hartford Union Station for convenient travel connections.
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
The price is ￥11,918
￥13,706 total
includes taxes & fees
Dec 21 - Dec 22
Extended Stay America Suites Hartford Farmington
Premium bedding, desk, iron/ironing board, rollaway beds
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (740)
"People are very nice "
United States
Garry Edson
The price is ￥15,569
￥17,904 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn Naugatuck-Shelton, CT
Free buffet breakfast
Quality Inn Waterbury East

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1005)
Escape to this serene Waterbury retreat with free breakfast, WiFi, and parking. Hiking trails beckon nearby, while Seven Angels Theater and Brass Mill Center are just a short drive away. Guests consistently praise the clean rooms and friendly staff.
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is ￥12,290
￥14,133 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Quality Inn Waterbury East
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, (909)
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 ￥14,958
￥17,201 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites by Marriott Plainville
Terrace/patio
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1001)
Experience peaceful moments at this Bristol hotel with a welcoming indoor pool and American cuisine at The Willows restaurant. Located near Pine Lake Park and Casey Field, guests appreciate the helpful staff, clean rooms, and convenient free WiFi and parking.
"Amazing stay"
United States
Marquise
The price is ￥21,592
￥24,831 total
includes taxes & fees
Dec 28 - Dec 29
DoubleTree by Hilton Hotel Bristol, Connecticut
BBQ/picnic area
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (410)
Located in Avon, this hotel offers easy access to Farmington Valley Arts Center and Farmington River. Guests love the helpful staff, seasonal outdoor pool, and hot tub. Relax in comfortable suites with sofa beds while enjoying free breakfast, WiFi, and parking.
"Good hotel but expensive "
United States
Christopher
The price is ￥17,085
￥19,648 total
includes taxes & fees
Dec 22 - Dec 23
Residence Inn by Marriott Hartford Avon
Lobby sitting area
The Study at Yale

The Study at Yale

The Study at Yale
3.5 star property
Downtown New Haven
9.4 out of 10, Exceptional, (610)
Set within walking distance of Yale University and Yale-New Haven Hospital, this hotel offers a fitness center and stylish cafe. Guests rave about the restaurant and attentive staff, while nearby art galleries enhance the cultural experience.
"Lovely hotel with great service."
United States
Elizabeth
The Study at Yale
Exterior
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1001)
Retreat to this quiet hotel featuring a refreshing indoor pool and fitness center. Located just 15 minutes from Connecticut Convention Center, enjoy free breakfast, WiFi and parking while exploring local attractions like Hill-Stead Museum.
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
United States
Catherine
The price is ￥16,703
￥19,208 total
includes taxes & fees
Dec 28 - Dec 29
Homewood Suites by Hilton Hartford-Farmington
Lobby
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1007)
This entertainment district hotel offers an indoor pool and H Bar for dinner. Enjoy free breakfast praised by guests and a 24-hour fitness center. Close to Roosevelt Forest and SportsCenter of Connecticut with helpful staff to enhance your stay.
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is ￥17,139
￥19,710 total
includes taxes & fees
Dec 21 - Dec 22
Hyatt House Shelton
Breakfast and dinner served
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, (993)
Immerse in New Haven's academic atmosphere near Yale University. This hotel provides a fitness center and on-site dining at 9 Squared restaurant. Walkable to key attractions, with clean rooms and helpful staff to enhance your university area experience.
"Yes very nice"
United States
Maria
The price is ￥16,454
￥18,922 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cambria Hotel New Haven University Area
Terrace/patio
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
3.0 star property
Shelton
7.8 out of 10, Good, (1043)
Escape to a peaceful haven near SportsCenter of Connecticut. This hotel offers a 24-hour fitness center, bar, and comfortable rooms with microwaves and refrigerators. Guests love the helpful staff and clean, relaxing atmosphere.
"The hotel was clean and staff were very professional. "
United States
Brian
The price is ￥14,877
￥17,108 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Shelton
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)
Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene.
See properties

Cheshire Hollow Farm

3.5/5 (2 reviews)
Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area.
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

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

10/10 Excellent
"Room was really big, no issues whatsoever."
Christian 1-night trip
Posted 18 hours ago
Homewood Suites by Hilton Orange New Haven

More cheap stays in Cheshire

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT
The price is ￥9,800 per night from Dec 23 to Dec 24
￥9,800
￥11,271 total
Dec 23 - Dec 24
includes taxes & fees
7/10 Good! (1,017 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 New Haven Hotel and The Capitol Hotel. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best vacation rentals in Cheshire?
Private Apartment in Berlin: This vacation home rental outside of Cheshire is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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: 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 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?
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 agenda are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. 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.

Explore a world of travel with Expedia