Photo by Richard Miska

Sheffield Island Hotels

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sheffield Island hotels

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.4 out of 10, Exceptional, (176)
Steps from Long Beach and Lordship Beach, this Stratford hotel offers indulgent deep-tissue massages, aromatherapy, and Ayurvedic treatments. Enjoy meals at Little Pub, free WiFi, and convenient parking just 3 minutes from Sikorsky Memorial Airport.

"Great place, adorable and courteous staff!"
United States
DANA
The price is P7,979
P9,176 total
includes taxes & fees
Jan 12 - Jan 13
The Surfside Hotel

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1008)
"Restful stay"
United States
John
The price is P6,900
P7,883 total
includes taxes & fees
Jan 19 - Jan 20
Hilton Garden Inn Stony Brook

The Watershed

The Watershed
3.5 star property
Cranbury
8.8 out of 10, Excellent, (1013)
"Great place to stay!"
United States
Susan
The price is P10,580
P12,167 total
includes taxes & fees
Jan 27 - Jan 28
The Watershed

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (763)
Discover this Centerport gem with a seasonal outdoor pool and garden terrace. Located near the train station with easy access to Huntington and Centerport beaches. Enjoy complimentary breakfast, WiFi, and parking while friendly staff ensure a pleasant stay.

"A quaint hotel right in the center of things. Loved it!! "
United States
RICHARD
Chalet Inn & Suites Centerport

Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very Good, (1001)
"Very nice clean room and easy parking. "
United States
Joe
The price is P8,274
P9,516 total
includes taxes & fees
Jan 8 - Jan 9
Best Western Plus Fairfield Hotel

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
8.0 out of 10, Very Good, (1000)
Peaceful yet convenient location near Roosevelt Forest, with 2 American restaurants and both indoor and seasonal outdoor pools. Clean rooms and attentive staff make this a relaxing base, complete with free parking and a 24-hour fitness center.

"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
The price is P7,211
P8,293 total
includes taxes & fees
Jan 18 - Jan 19
Trumbull Marriott Shelton

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1426)
Just 5 minutes from Fairfield University, this hotel offers complimentary breakfast, WiFi and parking. The seasonal outdoor pool receives excellent reviews, and South Benson Marina is nearby. Comfortable beds and a restaurant enhance the experience.

"I love this hotel, the beds are so comfortable and the lobby breakfast is a nice event to meet people from all over."
United States
Theresa
The Circle Hotel Fairfield

Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack
2.5 star property
Commack
8.8 out of 10, Excellent, (1012)
"All around great stay. "
United States
Barbara
The price is P7,706
P8,805 total
includes taxes & fees
Jan 15 - Jan 16
Hampton Inn Long Island / Commack

Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In
3.0 star property
Greenfield Hill
8.0 out of 10, Very Good, (1000)
This contemporary motel provides free WiFi and convenient parking in Fairfield. The on-site restaurant earns praise from guests, while room service adds comfort. Lake Mohegan and its beach are nearby, with Fairfield Station just an 11-minute drive away.

"Room was clean, check in process was quick and convenient location. "
United States
Monica
Hotel Hi-Ho - Contactless Check-In

Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown
2.5 star property
Huntington
9.2 out of 10, Wonderful, (415)
Explore nearby Paramount Theater and Heckscher Museum of Art from this centrally located hotel. Clean rooms earn high praise from past guests, while the fitness center and helpful staff create a comfortable setting for business travelers.

"Room was perfect and spotless, best continental breakfast ever huge variety!"
United States
Jane
The price is P9,451
P10,798 total
includes taxes & fees
Jan 27 - Jan 28
Hampton Inn & Suites Huntington Downtown

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, (1011)
Tucked into Plainview, this hotel rewards guests with an outdoor pool and 24-hour fitness center. Clean rooms provide peaceful sleep after exploring Oyster Bay Golf Course or Old Bethpage Village Restoration. Free WiFi, parking, and exceptional service enhance your Long Island stay.

"Our rooms were in a noisy hallway. Other than that the stay was fine. Staff friendly and courteous and rooms clean!"
United States
Elizabeth
The price is P7,625
P8,511 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Plainview-Long Island by IHG

Hilton Garden Inn Melville

Hilton Garden Inn Melville
3.0 star property
Plainview
8.8 out of 10, Excellent, (1001)
Discover a welcoming retreat with comfortable accommodations in Plainview. Take a refreshing swim in the indoor pool, or enjoy a meal at Great American Grill. Free WiFi, parking, and a 24-hour fitness center ensure a convenient stay just minutes from popular attractions.

"Beautiful place spotless rooms Staff was great "
United States
John
The price is P8,676
P9,912 total
includes taxes & fees
Jan 15 - Jan 16
Hilton Garden Inn Melville

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (842)
Situated near Stamford Transportation Center, this hotel offers an indoor pool, hot tub, and 2 restaurants for post-exploration dining. Visit nearby Stamford Center for the Arts or enjoy a workout in the 24-hour fitness center.

"Super attentive staff and very welcoming! Clean and moderately quiet for its central location!"
United States
TIFFANI
The price is P13,772
P15,838 total
includes taxes & fees
Jan 15 - Jan 16
Courtyard by Marriott Stamford Downtown

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.6 out of 10, Exceptional, (451)
Experience coastal tranquility at this boutique hotel, minutes from Sasco Hill Beach. Indulge in deep-tissue massages at the spa, savor American cuisine at Artisan restaurant, and enjoy the fitness center. Southport Station is a 7-minute walk away for convenient travel.

"Great breakfast and overall experience. "
United States
sheri
The price is P13,136
P15,992 total
includes taxes & fees
Feb 1 - Feb 2
Delamar Southport

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (445)
Located close to the train station, this boutique hotel offers a 24-hour fitness center and restaurant with bar. Clean rooms provide a comfortable base for exploring Museum of Black World War II History and Stamford Center for the Arts.

"Very accommodating staff "
United States
Dutchie
The price is P9,546
P10,978 total
includes taxes & fees
Jan 18 - Jan 19
The Lloyd Stamford, Tapestry Collection by Hilton

Marriott Melville Long Island

Marriott Melville Long Island
3.5 star property
Melville
8.4 out of 10, Very Good, (1001)
Explore Long Island from this well-appointed hotel with American cuisine at Bistro 49 and relaxing terrace. A bar, deli, and fitness center enhance your stay. Near Old Bethpage Village and Adventureland, with easy highway access.

"Great stay "
United States
joseph
The price is P12,944
P14,789 total
includes taxes & fees
Feb 7 - Feb 8
Marriott Melville Long Island

Comfort Inn Syosset - Long Island

Comfort Inn Syosset - Long Island
3.0 star property
Syosset
8.0 out of 10, Very Good, (1000)
"We have been here several times and we like the clean rooms and the breakfast. "
United States
Rebecca
The price is P8,038
P8,972 total
includes taxes & fees
Jan 20 - Jan 21
Comfort Inn Syosset - Long Island

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
Experience coastal charm at this beachside apartment near Penfield and Fairfield beaches. Smart TVs and designer toiletries add luxury touches, while complimentary WiFi, parking, and bicycles make exploring effortless.

"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (651)
Escape to a majestic estate featuring elegant gardens and indulgent massage services. Located near Huntington Cold Spring Harbor Station, this historic castle offers a restaurant, bar, and 24-hour fitness center. Guests consistently praise the exceptional staff.

"Clean room , pleasant staff and a beautiful location "
United States
Prof. Sasa
Oheka Castle Hotel & Estate

The Mansion at Glen Cove

The Mansion at Glen Cove
4.0 star property
Glen Cove
7.0 out of 10, Good, (1004)
Experience elegance at this Glen Cove hotel adjacent to a golf course. Swim in the seasonal outdoor pool, enjoy treatments at the spa, or relax at the poolside bar. Free perks include breakfast, WiFi and parking, with Bayville Adventure Park nearby.

"Fresh breakfast, easy parking, nice staff, close to ymca, and restaurants"
United States
Maria J.
The Mansion at Glen Cove
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Sheffield Island attractions

Learn more about Sheffield Island

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

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

Frequently asked questions

What's the best place to stay in Sheffield Island?
EVEN Hotel Norwalk by IHG, located 6.6 mi (10.7 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 Sonesta White Plains Downtown and East Norwich Inn. See all available top hotels, or 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.
How is it to stay in Sheffield Island?
Visitors can enjoy all that Sheffield Island has to offer including its monuments. There are 1036 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.

Explore a world of travel with Expedia