Photo by Richard Miska

Sheffield Island Hotels

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5 Dec - 6 Dec
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6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 trending Sheffield Island hotels

Panoramic Room
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 €133
includes taxes & fees
7 Dec - 8 Dec
The Surfside Hotel
Exterior
Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1001)
"Great visit"
United States
steven
The price is €109
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Stony Brook
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 €88
includes taxes & fees
21 Dec - 22 Dec
Quality Suites Stratford
Exterior
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4.0 star property
Norwalk
8.8 out of 10, Excellent, (1397)
"Very nice stay"
United States
Jeff
Norwalk Inn & Conference Center
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (1409)
"Nice hotel in Fairfield, Ct"
United States
Veronica
The price is €137
includes taxes & fees
6 Jan - 7 Jan 2026
The Circle Hotel Fairfield
Front of property
Amsterdam Hotel

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1726)
"Staff was very friendly. "
United States
Mary
Amsterdam Hotel
Family Suite | Private kitchen
Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport

2.0 star property
Centerport
7.8 out of 10, Good, (759)
"A friendly staff and very good location in centerport"
United States
Virna
Chalet Inn & Suites Centerport
Standard Room
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 star property
Norwalk
8.4 out of 10, Very good, (1019)
"Everything was good!!!"
United States
Paola
The price is €102
includes taxes & fees
4 Jan - 5 Jan 2026
EVEN Hotel Norwalk by IHG
Exterior
East Norwich Inn

East Norwich Inn

2.5 star property
East Norwich
8.0 out of 10, Very good, (1789)
"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 €80
includes taxes & fees
1 Jan - 2 Jan 2026
East Norwich Inn
Exclusive Apartment | Private kitchen
The Mansion Hotel-style

The Mansion Hotel-style

2.5 star property
Norwalk
8.6 out of 10, Excellent, (19)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is €128
includes taxes & fees
13 Dec - 14 Dec
The Mansion Hotel-style
Coffee/tea maker
Delamar Westport

Delamar Westport

3.0 star property
Westport
The price is €271
includes taxes & fees
1 Jan - 2 Jan 2026
Delamar Westport
Executive Room, 1 Queen Bed
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3.0 star property
Fairfield
8.0 out of 10, Very good, (1001)
"Great location, easy contactless check in. "
United States
Katherine
Hotel Hi-Ho - Contactless Check-In
View from property
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 star property
Trumbull
8.0 out of 10, Very good, (1001)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
The price is €120
includes taxes & fees
4 Jan - 5 Jan 2026
Trumbull Marriott Shelton
Lobby
Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack

2.5 star property
Commack
8.8 out of 10, Excellent, (1002)
"Yes room was spotless very clean and nice amenities for the holidays. Free hot coca , coffee and tea. Staff was very pleasant and helpful with any questions I had when I was there. I would definitely stay again."
United States
Marvie
The price is €119
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn Long Island / Commack
Exterior
Residence Inn by Marriott Melville

Residence Inn by Marriott Melville

3.0 star property
Melville
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious and clean. Ideal for a family."
United States
Stephanie
The price is €164
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott Melville
Exterior
Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk

3.0 star property
Norwalk
8.2 out of 10, Very good, (1004)
"Clean rooms, staff very friendly & amenties I will recommend... & very convenient. I will stay here again "
United States
Grissel
The price is €121
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Norwalk
In-room safe, desk, blackout curtains, 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, (1003)
"Wonderful and relaxing stay at the Days Inn at Woodbury. Hospitality is great and outside renovations look great. "
United States
Marvie
The price is €96
includes taxes & fees
21 Dec - 22 Dec
Days Inn by Wyndham Woodbury Long Island
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 €177
includes taxes & fees
19 Dec - 20 Dec
Residence Inn by Marriott Norwalk
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 €236
includes taxes & fees
1 Jan - 2 Jan 2026
Delamar Southport
Lobby
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 star property
Fairfield
8.0 out of 10, Very good, (1001)
"Very nice clean room and easy parking. "
United States
Joe
The price is €147
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Fairfield 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.
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Stay near popular Sheffield Island attractions

Sheffield Island Lighthouse

You can learn about the history of Sheffield Island with a trip to Sheffield Island Lighthouse. Savour 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

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"This was the best dog friendly hotel I’ve ever stayed in. Clean room, excellent kitchenette and bathroom amenities, and free breakfast. The room heater was a bit loud when it turned on, which was the only negative aspect of our experience. Great stay! "
Nancy 1-night trip
Posted 3 days ago
The Circle Hotel Fairfield

More cheap stays in Sheffield Island

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
Get rates
8.4/10 Very Good! (1,738 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 traveller data. Other good choices for your visit 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 are some of the best holiday rentals that Sheffield Island has to offer?
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of 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 reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield Island.
What's it like to stay in Sheffield Island?
Visitors can enjoy all that Sheffield Island has to offer, including its monuments. There are 1015 hotels and other accommodation options in the surrounding area. Find out more about Sheffield Island.
What is there to see in Sheffield Island?
A favourite place to visit is Sheffield Island Lighthouse. You'll also find Calf Pasture Beach and Norwalk Maritime Aquarium in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Sheffield Island is 1352 mm.

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