Photo by Richard Miska

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Check availability on Sheffield Island 4 Star Hotels

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

Top Sheffield Island 4 Star Hotels

Indoor pool, pool loungers
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4.0 star property
White Plains
8.8 out of 10, Excellent, (1135)
"Great stay"
United States
Dedra
The price is 3.915.515 ₫
5.352.831 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sonesta White Plains Downtown
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
Lobby
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4.0 star property
Old Greenwich
8.4 out of 10, Very good, (1003)
"It’s was a very relaxing stay. Can’t wait to go back!"
United States
Eleni
The price is 4.683.387 ₫
5.385.895 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Greenwich
Terrace/patio
J House Greenwich

J House Greenwich

4.0 star property
Riverside
9.0 out of 10, Wonderful, (1000)
"Great place to stay while in Greenwich CT"
United States
Carolyn
J House Greenwich
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, (1001)
"Amazing stay. Great food, great bed, great staff"
United States
Jason
The price is 7.614.626 ₫
8.499.637 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
The Inn At Fox Hollow Hotel
Porch
The Mansion at Glen Cove

The Mansion at Glen Cove

4.0 star property
Glen Cove
7.0 out of 10, Good, (1001)
"perfect stay. love the nature and the vibe there. will be best for vacation."
Hong Kong SAR China
JUSTIN HANG YUI
The Mansion at Glen Cove
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
Front of property
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4.0 star property
Greenwich
9.4 out of 10, Exceptional, (950)
"Great stay!!"
United States
Dana
The price is 9.543.665 ₫
11.370.912 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Delamar Greenwich Harbor
Lobby
Stamford Suites

Stamford Suites

4.0 star property
Downtown Stamford
6.2 out of 10, (77)
"It was great"
United States
Natalie
The price is 3.155.651 ₫
3.628.999 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Stamford Suites
Lounge
Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 star property
Downtown Stamford
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
Luxury House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4.0 star property
White Plains
8.0 out of 10, Very good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
Luxury NY Home with Free Parking
Exterior
DoubleTree by Hilton Norwalk

DoubleTree by Hilton Norwalk

4.0 star property
Norwalk
7.4 out of 10, Good, (1000)
"Great location and price for a clean and comfortable room. "
United States
Heather
DoubleTree by Hilton Norwalk
Lounge
Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains

4.5 star property
White Plains
Luxury Apartments by Hyatus White Plains
On the beach
479 South Benson

479 South Benson

4.0 star property
Fairfield
10.0 out of 10, Exceptional, (1)
479 South Benson
42-inch TV with digital channels, heated floors
Honey Maple Grove BnB

Honey Maple Grove BnB

4.0 star property
Bedford
8.4 out of 10, Very good, (7)
"Charming and quiet…. perfect bed and breakfast!"
United States
Christine
Honey Maple Grove BnB
Luxury Apartment, 2 Bedrooms, Kitchen | 2 bedrooms, premium bedding, down duvets, desk
Atlantic Station West

Atlantic Station West

4.0 star property
Downtown Stamford
10.0 out of 10, Exceptional, (1)
Atlantic Station West
Apartment, 2 Bedrooms, Kitchen | Living area
Atlantic Station-12S

Atlantic Station-12S

4.0 star property
Downtown Stamford
Atlantic Station-12S
Apartment, Pets allowed | Living area
Atlantic Station - 7F

Atlantic Station - 7F

4.0 star property
Downtown Stamford
Atlantic Station - 7F
View from property
Escape

Escape

4.0 star property
South End
Escape
Lounge
15 Bank Street - BSC-207L

15 Bank Street - BSC-207L

4.0 star property
White Plains
15 Bank Street - BSC-207L
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sheffield Island.
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

3 Renaissance Square White Plains NY
The price is 7.884.929 ₫ per night from 1 Jan to 2 Jan
7.884.929 ₫
9.923.176 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (525 reviews)
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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.

Learn more about Sheffield Island

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

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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

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield Island?
Expedia can help you easily find the ideal 4-star hotel for your stay in Sheffield Island. Use our handy filter tool to fine-tune your search by things like amenities, budget and property star rating and get access to fantastic deals in a couple of clicks.

  • Search for the lowest price from 9.923.176 ₫

What's the difference between 5-star and 4-star hotels in Sheffield Island?
If you decide to spend your holiday at a 4-star hotel in Sheffield Island, you'll usually find loads of conveniences to keep you comfortable, such as a pool, restaurant and gym. You can experience high-quality service and deluxe accommodation. Choose a 5-star hotel and you'll have access to a few extra perks — think on-site spas, concierge assistance and indulgent turndown services. You'll most likely get more amenities and exclusive services at a 5-star getaway, though both are great options for luxury guests.
Does Sheffield Island have any 4-star all-inclusive resorts?
Enjoy a worry-free holiday experience where everything is included in the one rate by using our "All inclusive" filter. Sticking to your budget is a breeze when your room, food and many activities are already taken care of. After something a little different? Browse the incredible deals on our standard 4-star options in and around Sheffield Island.

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