Photo by Richard Miska

Find hotels in Sheffield Island, CT from ￥13,013

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Compare 1,019 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Gazebo
Quality Suites Stratford

Quality Suites Stratford

2.5 star property
Stratford
8.0 out of 10, Very Good, (1001)
"It was quite and very clean great customer service "
United States
Angelina
The price is ￥14,255
￥16,393 total
includes taxes & fees
Dec 28 - Dec 29
Quality Suites Stratford
Front of property - evening/night
Bedford Post Inn

Bedford Post Inn

3.5 star property
Bedford
9.4 out of 10, Exceptional, (51)
"The restaurant, service, and rooms were amazing! "
United States
Stephen
Bedford Post Inn
Exterior
HYATT house White Plains

HYATT house White Plains

3.0 star property
West Harrison
8.6 out of 10, Excellent, (1005)
"Nice breakfast, free hot chocolate."
United States
Jiro
The price is ￥23,174
￥26,506 total
includes taxes & fees
Dec 14 - Dec 15
HYATT house White Plains
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (1419)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is ￥20,830
￥24,848 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Circle Hotel Fairfield
Panoramic Room | Memory foam beds, individually decorated, individually furnished
The Surfside Hotel

The Surfside Hotel

2.0 star property
Lordship
9.4 out of 10, Exceptional, (171)
"Great place to stay"
United States
Craig
The price is ￥20,552
￥23,634 total
includes taxes & fees
Dec 15 - Dec 16
The Surfside Hotel
Exterior
Delamar Southport

Delamar Southport

4.0 star property
Southport
9.4 out of 10, Exceptional, (440)
"Excellent hotel. "
United States
Victoria
The price is ￥35,186
￥42,801 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Delamar Southport
Terrace/patio
Hilton Garden Inn Melville

Hilton Garden Inn Melville

3.0 star property
Plainview
8.8 out of 10, Excellent, (1005)
"Great stay , I enjoyed it "
United States
Jean
The price is ￥22,243
￥25,414 total
includes taxes & fees
Dec 29 - Dec 30
Hilton Garden Inn Melville
Premium bedding, in-room safe, desk, laptop workspace
Best Western Premier Plainview-Long Island Hotel

Best Western Premier Plainview-Long Island Hotel

3.0 star property
Plainview
8.2 out of 10, Very Good, (28)
"Room was very clean and spacious !!"
United States
Corine
The price is ￥21,734
￥24,260 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Premier Plainview-Long Island Hotel
Executive Queen | Iron/ironing board, free WiFi, bed sheets
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3.0 star property
Fairfield
8.0 out of 10, Very Good, (1006)
"Great location, easy contactless check in. "
United States
Katherine
Hotel Hi-Ho - Contactless Check-In
Terrace/patio
Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown

2.5 star property
Huntington
9.0 out of 10, Wonderful, (403)
"Room was perfect and spotless, best continental breakfast ever huge variety!"
United States
Jane
The price is ￥24,231
￥27,684 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Huntington Downtown
Exterior
East Norwich Inn

East Norwich Inn

2.5 star property
East Norwich
8.0 out of 10, Very Good, (1795)
"Staff nice. Room nice. Good mini fridge in room. Only down side is no food and only in room coffee. 1 cup"
United States
Jonathan
The price is ￥11,658
￥13,013 total
includes taxes & fees
Jan 9 - Jan 10, 2026
East Norwich Inn
Lobby
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 star property
Fairfield
8.0 out of 10, Very Good, (1004)
"Very nice clean room and easy parking. "
United States
Joe
The price is ￥23,143
￥26,615 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Plus Fairfield Hotel
Exterior
Holiday Inn Plainview-Long Island by IHG

Holiday Inn Plainview-Long Island by IHG

3.0 star property
Plainview
8.0 out of 10, Very Good, (1005)
"It was a good hotel. "
United States
Japneet
The price is ￥19,416
￥21,674 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Plainview-Long Island by IHG
Exterior
Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk

3.0 star property
Norwalk
8.2 out of 10, Very Good, (1008)
"Clean rooms, staff very friendly & amenties I will recommend... & very convenient. I will stay here again "
United States
Grissel
The price is ￥19,017
￥21,869 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Norwalk
View from property
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 star property
Trumbull
8.0 out of 10, Very Good, (1002)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
The price is ￥18,950
￥21,792 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Trumbull Marriott Shelton
Exterior
Whitman Motor Lodge

Whitman Motor Lodge

2.0 star property
Huntington Station
9.0 out of 10, Wonderful, (1004)
"The room was clean, very little outside noise, convenient location."
United States
Carrie
The price is ￥24,010
￥27,431 total
includes taxes & fees
Dec 11 - Dec 12
Whitman Motor Lodge
Exterior
Rodeway Inn Huntington Station - Melville

Rodeway Inn Huntington Station - Melville

2.0 star property
Huntington Station
5.2 out of 10, (873)
"Quiet place, accessible location, check in quick and smooth. "
United States
Eliecer
The price is ￥16,704
￥19,083 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Rodeway Inn Huntington Station - Melville
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

2.5 star property
Woodbury
7.2 out of 10, Good, (1006)
"Wonderful and relaxing stay at the Days Inn at Woodbury. Hospitality is great and outside renovations look great. "
United States
Marvie
The price is ￥15,629
￥17,445 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Woodbury Long Island
Front of property
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4.0 star property
Woodbury
9.2 out of 10, Wonderful, (1002)
"Amazing stay. Great food, great bed, great staff"
United States
Jason
The Inn At Fox Hollow Hotel
Lobby
Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk

3.0 star property
Norwalk
8.8 out of 10, Excellent, (347)
"Great property"
United States
Karl
The price is ￥27,820
￥31,993 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Residence Inn by Marriott Norwalk
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 Sheffield Island attractions

Sheffield Island Lighthouse

You can learn about the history of Sheffield Island with a stop at Sheffield Island Lighthouse. Savor the lively bars and top-notch restaurants while in town.
See properties

Learn more about Sheffield Island

Experience Sheffield Island: its island views, monuments, and more!

See all hotels in Sheffield Island
A nice spot for a picnic and a stroll along the beach.
Photo by Richard Miska
Open Photo by Richard Miska

Top Sheffield Island Hotel Reviews

East Norwich Inn

East Norwich Inn

10/10 Excellent
"The building is old, but the customer service was great! My sons room smelled like cigarette smoke?"
Deborah 2-night trip
Posted 10 hours ago
East Norwich Inn

More cheap stays in Sheffield Island

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
Get rates
8.4/10 Very Good! (1,728 reviews)

Frequently asked questions

What's the best place to stay in Sheffield Island?
Sonesta White Plains Downtown, located 18 mi (28.9 km) from the heart of Sheffield Island, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Radisson Hotel Hauppauge-Long Island and DoubleTree by Hilton Stamford. See all available top hotels, or vacation rentals in Sheffield Island.
What's the top vacation rental in Sheffield Island?
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This vacation home rental near Sheffield Island is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Sheffield Island.
If I need to cancel my hotel reservation in Sheffield Island, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield Island.
Where can I learn more about changing or cancelling my trip to Sheffield Island?
For additional details about picking new dates or cancelling your trip to Sheffield Island, head over to our customer service page.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it to stay in Sheffield Island?
Visitors can enjoy all that Sheffield Island has to offer including its monuments. There are 1015 hotels and other accommodations in the surrounding area. Find out more about Sheffield Island.
What is there to see in Sheffield Island?
A favorite place to visit is Sheffield Island Lighthouse. You'll also find Calf Pasture Beach and Norwalk Maritime Aquarium in the area. Check out what more to see and do in Expedia's Sheffield Island guide.
What's the seasonal weather like in Sheffield Island?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Sheffield Island is 53 inches.

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