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Accommodations in Cheshire (Page 5)

Enjoy your stay and find the best accommodations in Cheshire at affordable prices

Searching for an accommodation in Cheshire (Connecticut)? You will find a various number of lodgings for your overnight stay in Cheshire, starting from $55.58 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Cheshire and region (30 miles)

Red Roof Inn PLUS+ & Suites Guilford

Hotel in Guilford near Cheshire, Connecticut , 2300 Boston Post Road
A 5-minute drive north of downtown Guilford, Connecticut, this hotel is 3 miles from the Guilford Lakes Golf Course.
  • Parking
  • Pets allowed

Pleasant 111 Reviews 6.6

from $99.49 Show details »

Best Western Executive Hotel New Haven-W...

Hotel in West Haven near Cheshire, Connecticut , 490 Sawmill Road
Located off Interstate 95, this West Haven, Connecticut hotel features rooms with free Wi-Fi and a cable TV.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Swimming pool

Good 915 Reviews 7.2

from $131.12 Show details »

Hampton Inn & Suites West Haven

Hotel in West Haven near Cheshire, Connecticut , 510 Saw Mill Road
This hotel is 2 miles from downtown West Haven, Connecticut and 4 miles from Yale University.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Good 456 Reviews 7.9

from $148.62 Show details »

Guilford Carriage House at Granite Lodge...

Holiday home in Guilford near Cheshire, Connecticut
Set 21 km from City Hall, 22 km from Yale University and 24 km from The Yale Bowl, Guilford Carriage House at Granite Lodge! offers accommodation loca...
  • Parking

no reviews

from $376.67 Show details »

Charming Home about 6 Mi to Downtown New...

Holiday home in West Haven near Cheshire, Connecticut
Situated in West Haven, 2 km from Sea Bluff Beach and 7.1 km from City Hall, Charming Home about 6 Mi to Downtown New Haven! provides accommodation wi...
  • Parking

no reviews

from $401.67 Show details »

Courtyard Hartford Farmington

Hotel in Farmington near Cheshire, Connecticut , 1583 Southeast Road
Offering a restaurant and a fitness centre, Courtyard Hartford Farmington is located in Farmington.
  • Parking
  • Restaurant
  • Fitness centre
  • Pay-per-view channels
  • Telephone

Very good 94 Reviews 8.2

from $277.01 Show details »

Homewood Suites by Hilton Hartford-Farmi...

Hotel in Farmington near Cheshire, Connecticut , 2 Farm Glen Boulevard
This hotel is located 9 miles from Hartford, Connecticut and 2.5 miles from Farmington Country Club.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Good 157 Reviews 7.8

from $192.92 Show details »

Heritage Hotel, Golf, Spa & Conference C...

Hotel in Southbury near Cheshire, Connecticut , 522 Heritage Road
Nestled in the picturesque Litchfield Hills, this luxurious resort and spa offers classic New England charm and hospitality along with unrivaled servi...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Sauna

Good 402 Reviews 7.9

from $182.93 Show details »

Higganum House B&B

B&B in Higganum near Cheshire, Connecticut , 37 Maple Avenue East
The Spirit of 76 House B&B features garden views, free WiFi and free private parking, set in Higganum, 12 km from Goodspeed Opera House.
  • Parking
  • Family rooms

Very good 1 Reviews 8.0

from $181.67 Show details »

Cozy East Haven Apartment - Walk to Beac...

Apartment in East Haven near Cheshire, Connecticut , 3 Catherine Street
Cozy East Haven Apartment - Walk to Beach!, a property with a private beach area, is set in East Haven, 11 km from Thimble Islands, 12 km from Yale Un...
  • Parking

Superb 25 Reviews 9.0

from $235.83 Show details »

Courtyard by Marriott New Haven Orange

Hotel in Orange near Cheshire, Connecticut , 136 Marsh Hill Road
This hotel in Orange, Connecticut is a 15-minute drive from the University of Yale and downtown New Haven.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Outdoor pool

Good 159 Reviews 7.8

from $134.00 Show details »

Pet-Friendly Branford Apt - 10 Min Walk...

Apartment in Branford near Cheshire, Connecticut
Pet-Friendly Branford Apt - 10 Min Walk to Beach! is located in Branford, 8 km from Thimble Islands, 19 km from City Hall, and 20 km from Yale Univers...
  • Parking
  • Pets allowed

no reviews

from $159.00 Show details »

Holiday Inn Express Hartford South - Roc...

Hotel in Rocky Hill near Cheshire, Connecticut , 20 Waterchase Drive
This hotel is located 4 km from downtown Rocky Hill, Connecticut and Dinosaur State Park.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Kid-friendly buffet
  • Swimming pool

Very good 593 Reviews 8.0

from $137.87 Show details »

Homewood Suites By Hilton Orange New Hav...

Hotel in Orange near Cheshire, Connecticut , 99 Marsh Hill Road
Set in Orange, 5 km from Connecticut Post Mall Shopping Center, Homewood Suites By Hilton Orange New Haven offers accommodation with an outdoor swimmi...
  • Parking
  • Fitness centre
  • Allergy-free room
  • Outdoor pool
  • Electric vehicle charging station

Fabulous 362 Reviews 8.6

from $175.75 Show details »

Howard Johnson by Wyndham Rocky Hill

Hotel in Rocky Hill near Cheshire, Connecticut , 1760 Silas Deane Highway
This hotel is situated just 10 minutes from Hartford city centre where there are sights aplenty, while guests have the comfort of coming back to this ...
  • Pets allowed
  • Family rooms
  • Shower
  • Bath
  • Telephone

Good 201 Reviews 7.2

from $105.00 Show details »

Motel 6-Wethersfield, CT - Hartford

Hotel in Wethersfield near Cheshire, Connecticut , 1341 Silas Deane Highway
Located close to Interstate 91, this Wethersfield motel offers free WiFi and rooms that feature a seating area and light wood furnishing.
  • Pets allowed

Pleasant 1034 Reviews 6.2

from $82.99 Show details »

Comfort Inn Wethersfield - Hartford

Hotel in Wethersfield near Cheshire, Connecticut , 1330 Silas Deane Highway
Located in Wethersfield, Connecticut, this hotel is within 10 minutes drive of Dinosaur State Park, Hartford-Brainard Airport and the Hartford city ce...
  • Pets allowed
  • Sauna
  • Fitness centre
  • Allergy-free room
  • Indoor pool

Okay 660 Reviews 5.9

from $80.10 Show details »

Family-Friendly Woodbury Home with Yard...

Holiday home in Woodbury near Cheshire, Connecticut
Family-Friendly Woodbury Home with Yard and Deck! is located in Woodbury, 12 km from Abbey of Regina Laudis, 36 km from Witch s Dungeon Classic Movie ...
  • Parking
  • Pets allowed

no reviews

from $231.67 Show details »

Gorgeous 3 bedroom - 9 mins to Hartford,...

Holiday home in West Hartford near Cheshire, Connecticut , 89 Newington Road
Located 5.6 km from Mark Twain House, 5.8 km from Central Connecitcut State University and 6.8 km from Bushnell Center for Performing Arts, Gorgeous 3...
  • Parking
  • Pets allowed

Good 18 Reviews 7.8

from $318.95 Show details »

Beachy Bay Breeze Bungalow 2BR with park...

Villa in West Haven near Cheshire, Connecticut , 88 Ocean Avenue
Situated 2 km from Anchor Beach, 2.3 km from Burwells Beach and 4.9 km from Connecticut Post Mall Shopping Center, Beachy Bay Breeze Bungalow 2BR with...
  • Parking
  • Pets allowed

Superb 13 Reviews 9.2

from $126.00 Show details »

Hilton Garden Inn Shelton

Hotel in Shelton near Cheshire, Connecticut , 25 Old Stratford Road
Just 14.5 km outside of downtown Bridgeport, this Shelton, Connecticut hotel offers spacious rooms with free Wi-Fi and a flat-screen TV.
  • Restaurant
  • Bar
  • Fitness centre
  • Indoor pool
  • Swimming pool

Good 597 Reviews 7.3

from $158.29 Show details »

Mayflower Motel Milford

Motel in Milford near Cheshire, Connecticut , 219 Woodmont Road
Mayflower Motel Milford is located in Milford.
  • Parking
  • Pets allowed
  • Family rooms
  • Shower
  • TV

Disappointing 213 Reviews 5.0

from $66.30 Show details »

Hampton by Hilton Shelton

Hotel in Shelton near Cheshire, Connecticut , 695 Bridgeport Avenue
Located off Highway 8, this hotel is 9 miles from the Barnum Museum in downtown Bridgeport, Connecticut.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Very good 716 Reviews 8.2

from $147.95 Show details »

Tower Inn and Suites of Guilford / Madis...

Motel in Guilford near Cheshire, Connecticut , 320 Boston Post Road
This Connecticut hotel is 15 miles from Yale and is within a 20-minute drive of New Haven with shopping, dining and entertainment.
  • Parking
  • Family rooms
  • Electric vehicle charging station
  • Tea/Coffee maker
  • Bath

Good 145 Reviews 7.0

from $114.49 Show details »

Comfort Inn Guilford near I-95

Hotel in Guilford near Cheshire, Connecticut , 300 Boston Post Road
Just off Interstate 95, the 100 percent non-smoking Comfort Inn hotel is close to many local points of interest like Hammonasset Beach State Park.
  • Parking
  • Allergy-free room
  • Electric vehicle charging station
  • Tea/Coffee maker
  • Shower

Good 263 Reviews 7.9

from $108.25 Show details »

Number of Accommodations in Cheshire 183
Number of guest ratings 562
Average price per night $135.58
Lowest price per night $55.58
Highest price per night $327.80

Most popular accommodations in Cheshire

The most popular accommodations in Cheshire based on average guest rating (Top 10).

Cheapest accommodations in Cheshire

The cheapest accommodations in Cheshire based on room rate per night (Top 10).

Most booked accommodations in Cheshire

The most booked accommodations in Cheshire based on popularity with guests (Top 10).

Sleep & Travel in Cheshire (Connecticut)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Cheshire and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Cheshire, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Cheshire

To find the perfect place to stay in Cheshire, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.


Accommodation data and pictures provided by Booking.com