A stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.

Find hotels in Sheffield Island, CT from $90

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Check prices for these dates

Next weekend
Jul 17 - Jul 19
In two weeks
Jul 24 - Jul 26

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Our top choices for Sheffield Island hotels

Exterior

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,461 reviews)
"Convenient location, clean, quiet and nice staff."
United States
Betsy
$166 nightly
The price is $191
Aug 11 - Aug 12
Total with taxes and fees
The Circle Hotel Fairfield
Iron/ironing board, free WiFi, bed sheets

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, (1,008 reviews)
"Easy contactless check-in and clean rooms."
United States
Sean
$128 nightly
The price is $147
Jul 20 - Jul 21
Total with taxes and fees
Hotel Hi-Ho - Contactless Check-In
Lobby

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very Good, (1,010 reviews)
"Great stay. Clean rooms, friendly staff. Work stay and will stay here again"
United States
Andrew
$102 nightly
The price is $117
Aug 2 - Aug 3
Total with taxes and fees
Quality Suites Stratford
Lobby

Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very Good, (1,008 reviews)
"Clean, comfortable, small, but"
United States
Jennifer
$136 nightly
The price is $156
Jul 12 - Jul 13
Total with taxes and fees
Best Western Plus Fairfield Hotel
Bar (on property)

Residence Inn by Marriott Melville

Residence Inn by Marriott Melville
3.0 star property
Melville
9.8 out of 10, Exceptional, (65 reviews)
"A nice place to stay, who is very dog friendly. Great Breakfast! Very clean. We would definately stay there again."
United States
Amy
$215 nightly
The price is $246
Jul 19 - Jul 20
Total with taxes and fees
Residence Inn by Marriott Melville
Room, 2 Double Beds, Non Smoking | Pillowtop beds, desk, iron/ironing board, free WiFi

Red Carpet Inn Norwalk

Red Carpet Inn Norwalk
2.0 star property
Historic District
6.4 out of 10, (1,006 reviews)
"It was great,food nearby,CVS nearby,theater nearby."
United States
Christopher
$102 nightly
The price is $117
Jul 12 - Jul 13
Total with taxes and fees
Red Carpet Inn Norwalk
Restaurant

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,016 reviews)
"I enjoyed my stay amazing food places around and comfortable"
United States
Alonzo
$79 nightly
The price is $90
Jul 26 - Jul 27
Total with taxes and fees
Red Carpet Inn
Free daily buffet breakfast

Delamar Westport

Delamar Westport
4.0 star property
Westport
9.6 out of 10, Exceptional, (96 reviews)
"A lovely hotel. We look forward to returning."
United States
Doreen
$301 nightly
The price is $346
Jul 23 - Jul 24
Total with taxes and fees
Delamar Westport
Exterior

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,474 reviews)
"Very comfortable room and bed We will stay again"
United States
Perry
$139 nightly
The price is $160
Jul 12 - Jul 13
Total with taxes and fees
Norwalk Inn & Conference Center
Panoramic Room | Memory foam beds, individually decorated, individually furnished

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.2 out of 10, Wonderful, (207 reviews)
"My husband and I Loved our stay - room was great, bed was comfortable, property staff very helpful. Love the beach, love the walk along the sea wall and beach, enjoyed riding bikes in the morning before we left for a long day on the road. Would definitely stay again."
United States
Patricia
$275 nightly
The price is $316
Aug 3 - Aug 4
Total with taxes and fees
The Surfside Hotel
Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (98 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
$271 nightly
The price is $312
Aug 4 - Aug 5
Total with taxes and fees
DUNE Fairfield Beach
Reception

The Watershed

The Watershed
3.5 star property
Cranbury
9.2 out of 10, Wonderful, (1,020 reviews)
"Very nice hotel"
United States
Neal
$159 nightly
The price is $183
Jul 12 - Jul 13
Total with taxes and fees
The Watershed
Property grounds

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (667 reviews)
"Extremely beautiful room."
United States
Jasmine
$375 nightly
The price is $428
Jul 15 - Jul 16
Total with taxes and fees
Oheka Castle Hotel & Estate
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
8.6 out of 10, Excellent, (140 reviews)
"Great stay, will stay at Plainview again. Only thing is there was a miscommunication with the check out time, the reservation email said noon, but staff at the hotel told me 11:00am, other than that would stay again."
United States
Maahum
$143 nightly
The price is $160
Jul 13 - Jul 14
Total with taxes and fees
Best Western Premier Plainview-Long Island Hotel
Exterior

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,009 reviews)
"Comfy bed, great room and breakfast."
United States
Matthew
$199 nightly
The price is $227
Jul 26 - Jul 27
Total with taxes and fees
Hilton Garden Inn Stony Brook
Executive Single Room | Desk, soundproofing, iron/ironing board, free WiFi

Commack Inn

Commack Inn
2.5 star property
Commack
5.8 out of 10, (140 reviews)
"Good place to stay. Rooms are in great condition."
United States
STEVEN
$118 nightly
The price is $135
Jul 12 - Jul 13
Total with taxes and fees
Commack Inn
Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

Whitman Motor Lodge

Whitman Motor Lodge
2.0 star property
Huntington Station
9.2 out of 10, Wonderful, (1,009 reviews)
"The property was clean and comfortable and close to everything."
United States
anne
$161 nightly
The price is $184
Jul 13 - Jul 14
Total with taxes and fees
Whitman Motor Lodge
Hallway

East Norwich Inn

East Norwich Inn
2.5 star property
East Norwich
8.0 out of 10, Very Good, (1,852 reviews)
"Very nice a quite place to think and relax"
United States
Joey
$115 nightly
The price is $128
Aug 2 - Aug 3
Total with taxes and fees
East Norwich Inn
View from property

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
7.8 out of 10, Good, (1,010 reviews)
"Clean room, friendly staff, breakfast, walking distance to stores,"
United States
Merri
$152 nightly
The price is $175
Jul 19 - Jul 20
Total with taxes and fees
Trumbull Marriott Shelton
Terrace/patio

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (788 reviews)
"Great location with all the nearby sights and restaurants."
United States
Glenn
$212 nightly
The price is $243
Jul 13 - Jul 14
Total with taxes and fees
Chalet Inn & Suites Centerport
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

8.8/10 (15 reviews)
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 stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.
Photo by Richard Miska
Open Photo by Richard Miska

Top Sheffield Island Hotel Reviews

The Watershed

The Watershed

10/10 Excellent
"Beautiful new property, with nice view and friendly staff! Breakfast was not worth the time, it was very basic and nothing exciting...more like a holiday inn express breakfast! Room and bathrooms were wonderful!"
maury 2-night trip
Posted 2 hours ago
The Watershed

More cheap stays in Sheffield Island

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
$79 nightly
The price is $90 total per night from Jul 26 to Jul 27
$90 total
Jul 26 - Jul 27
Total with taxes and fees
6.8/10 (1,016 reviews)

Hotels in Sheffield Island with star-rating

Frequently asked questions

When is the best time to go to Sheffield Island?
Sheffield Island is a seasonal destination, so the best time to visit is during the warmer months, specifically from May to October.

During this period, the ferry service to the island operates regularly, and the lighthouse and nature trails are fully accessible. The weather is generally pleasant for outdoor activities like exploring the lighthouse, picnicking, and birdwatching. For those interested in seeing the island at its most lush, late spring and early summer offer blooming flora and active wildlife.

Families will find the summer months particularly enjoyable, as the calm waters around the island are suitable for younger visitors, and the lighthouse tours provide an educational and engaging experience for all ages. The island's picnic areas are also a great option for a relaxed family outing.

Couples looking for a tranquil escape will appreciate the quieter shoulder seasons of May, early June, and September.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sheffield Island.
How can I save on a Sheffield Island hotel booking with Expedia?
With Expedia, you earn OneKeyCashā„¢* on eligible Sheffield Island hotel bookings for every dollar you spend ā€“ just join our One Keyā„¢ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Sheffield Island hotel?
Prices for hotels in Sheffield Island often vary, but you can find a great deal from $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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