Photo by Richard Miska

Find hotels in Sheffield Island, CT from 2.325.658 ₫

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

Filter by

Guest rating
Guest rating
Star rating

Top 10 Sheffield Island hotels and places to stay

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 3.559.005 ₫
4.092.856 ₫ total
includes taxes & fees
14 Dec - 15 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 2.931.566 ₫
3.349.315 ₫ total
includes taxes & fees
14 Dec - 15 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 2.355.985 ₫
2.709.383 ₫ total
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 3.536.351 ₫
4.218.569 ₫ total
includes taxes & fees
4 Jan - 5 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 | Mini-fridge
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 | Individually decorated, individually furnished, desk, laptop workspace
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 2.733.843 ₫
3.143.919 ₫ total
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 2.198.278 ₫
2.453.828 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
East Norwich Inn
Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
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 3.428.230 ₫
3.942.464 ₫ total
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 7.220.826 ₫
8.303.950 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Delamar Westport
Executive Room, 1 Queen Bed | 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, (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 3.216.286 ₫
3.698.729 ₫ total
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 3.353.374 ₫
3.831.229 ₫ total
includes taxes & fees
15 Dec - 16 Dec
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 4.403.957 ₫
5.031.521 ₫ total
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 3.227.622 ₫
3.711.765 ₫ total
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 2.652.645 ₫
2.961.016 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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 4.721.613 ₫
5.429.855 ₫ total
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 5.956.022 ₫
7.244.991 ₫ total
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 3.927.823 ₫
4.517.036 ₫ total
includes taxes & fees
14 Dec - 15 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.
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 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

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)

Hotels in Sheffield Island with star rating

Frequently asked questions

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.

Explore a world of travel with Expedia