Find hotels in Sheffield Island, CT from $94

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Our top choices for Sheffield Island hotels

Residence Inn by Marriott Melville

Residence Inn by Marriott Melville
3.0 star property
Melville
9.8 out of 10, Exceptional, (52 reviews)
"would stay again great place "
United States
Ivenson
$179 nightly
The price is $205
May 25 - May 26
Total with taxes and fees
Residence Inn by Marriott Melville

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.2 out of 10, Wonderful, (194 reviews)
"Lovely stay on the beach!"
United States
Christina
$200 nightly
The price is $230
May 20 - May 21
Total with taxes and fees
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, (1,000 reviews)
"Easy to get too, staff was great "
United States
Ralph
$139 nightly
The price is $158
May 25 - May 26
Total with taxes and fees
Hilton Garden Inn Stony Brook

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very Good, (1,001 reviews)
"Yes, very good. I like the hotel. "
United States
Librado
$110 nightly
The price is $127
Jun 7 - Jun 8
Total with taxes and fees
Quality Suites Stratford

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,437 reviews)
"Always a great comfortable stay."
United States
Susan
$159 nightly
The price is $183
May 25 - May 26
Total with taxes and fees
The Circle Hotel Fairfield

Delamar Westport

Delamar Westport
4.0 star property
Westport
9.6 out of 10, Exceptional, (68 reviews)
"Fantastic stuff, clean rooms, family-friendly and will come back again soon"
United States
JOSEPH
$238 nightly
The price is $273
May 21 - May 22
Total with taxes and fees
Delamar Westport

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, (1,000 reviews)
"Excellent value for the price and great location central to everything "
United States
Freed,
$131 nightly
The price is $151
May 26 - May 27
Total with taxes and fees
Hotel Hi-Ho - Contactless Check-In

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (87 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$233 nightly
The price is $268
May 26 - May 27
Total with taxes and fees
DUNE Fairfield Beach

East Norwich Inn

East Norwich Inn
2.5 star property
East Norwich
8.0 out of 10, Very Good, (1,830 reviews)
"Great stay!"
United States
Elizabeth
$119 nightly
The price is $133
May 17 - May 18
Total with taxes and fees
East Norwich Inn

Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack
2.5 star property
Commack
9.0 out of 10, Wonderful, (1,001 reviews)
"Great staff and breakfast "
United States
William
$154 nightly
The price is $176
May 26 - May 27
Total with taxes and fees
Hampton Inn Long Island / Commack

Whitman Motor Lodge

Whitman Motor Lodge
2.0 star property
Huntington Station
9.0 out of 10, Wonderful, (1,002 reviews)
"Staffing were great and parking is great and the rooms are very clean I mean the place is very quiet and relaxing"
United States
norman
$147 nightly
The price is $168
May 17 - May 18
Total with taxes and fees
Whitman Motor Lodge

The Watershed

The Watershed
3.5 star property
Cranbury
9.0 out of 10, Wonderful, (1,002 reviews)
"The hotel was amazing , clean and up to date rooms were amazing had a king studio overlooking the river amazing! Highly recommend and will definitely will stay again."
United States
michael
$159 nightly
The price is $183
May 17 - May 18
Total with taxes and fees
The Watershed

Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk
3.0 star property
South Norwalk
8.8 out of 10, Excellent, (391 reviews)
"The breakfast was very good - good variety too chose from. Everything kept fresh and clean"
United States
Jamie
$169 nightly
The price is $195
May 31 - Jun 1
Total with taxes and fees
Residence Inn by Marriott Norwalk

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,452 reviews)
"Really nice place to stay "
United States
Kaley
$139 nightly
The price is $160
May 24 - May 25
Total with taxes and fees
Norwalk Inn & Conference Center

Tides Motor Inn at Stehli Beach

Tides Motor Inn at Stehli Beach
2.0 star property
Locust Valley
6.8 out of 10, (621 reviews)
"Quick check in, comfortable bed, hot shower. I'd stay here again."
United States
Marc
$86 nightly
The price is $96
May 17 - May 18
Total with taxes and fees
Tides Motor Inn at Stehli Beach

Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
3.0 star property
Cranbury
8.2 out of 10, Very Good, (1,002 reviews)
"Great stay"
United States
James
$114 nightly
The price is $131
Jun 7 - Jun 8
Total with taxes and fees
Hilton Garden Inn Norwalk

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (662 reviews)
"Clean room , pleasant staff and a beautiful location "
United States
Prof. Sasa
$385 nightly
The price is $440
May 18 - May 19
Total with taxes and fees
Oheka Castle Hotel & Estate

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, (1,009 reviews)
"Free parking clean rooms"
United States
King
$156 nightly
The price is $174
May 21 - May 22
Total with taxes and fees
Holiday Inn Plainview-Long Island by IHG

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,006 reviews)
"Good value For the buck Easy parking"
United States
John.
$82 nightly
The price is $94
May 18 - May 19
Total with taxes and fees
Red Carpet Inn

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.6 out of 10, Exceptional, (480 reviews)
"Great spot! Easy to access and great breakfast."
United States
Julie
$261 nightly
The price is $297
May 28 - May 29
Total with taxes and fees
Delamar Southport
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Stay near popular Sheffield Island attractions

Learn more about Sheffield Island

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

Photo by Richard Miska
Open Photo by Richard Miska

Top Sheffield Island Hotel Reviews

More cheap stays in Sheffield Island

Hotels in Sheffield Island with star-rating

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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 OneKeyCash™* on eligible Sheffield Island hotel bookings for every dollar you spend – just join our One Key™ 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 $94 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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