Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Hotels in Shorewood, Shelter Island

  • 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

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shorewood hotels

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
30.3 km from Shorewood
7.8 out of 10, Good, (1,001 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is CA $167
CA $192 total
includes taxes & fees
Jul 21 - Jul 22
Quality Inn Old Saybrook - Westbrook
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
29.8 km from Shorewood
8.6 out of 10, Excellent, (317 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is CA $139
CA $160 total
includes taxes & fees
Jun 28 - Jun 29
Clinton Motel
Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
28.3 km from Shorewood
8.4 out of 10, Very good, (803 reviews)
"Amazing resort. We had a great time at gurneys."
United States
russell
The price is CA $1,793
CA $2,459 total
includes taxes & fees
Jul 21 - Jul 22
Gurney's Montauk Resort & Seawater Spa
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
29 km from Shorewood
6.4 out of 10, (236 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is CA $112
CA $129 total
includes taxes & fees
Jun 22 - Jun 23
Lamplighter Motel - Clinton, Connecticut
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
27.4 km from Shorewood
8.0 out of 10, Very good, (1,001 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is CA $135
CA $156 total
includes taxes & fees
Jun 22 - Jun 23
Pier Blue Inn Old Saybrook - Essex
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
4.8 km from Shorewood
9.6 out of 10, Exceptional, (88 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is CA $861
CA $1,082 total
includes taxes & fees
Jun 23 - Jun 24
The Pridwin Hotel
Desk, laptop workspace, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
27.9 km from Shorewood
7.0 out of 10, Good, (929 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
The price is CA $120
CA $142 total
includes taxes & fees
Jun 25 - Jun 26
Super 8 by Wyndham Old Saybrook
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
28.3 km from Shorewood
9.8 out of 10, Exceptional, (266 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is CA $304
CA $337 total
includes taxes & fees
Jul 2 - Jul 3
The Captain Stannard
Bar (on property)

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
27.6 km from Shorewood
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay j"
United States
Maria Felicitas
The price is CA $494
CA $592 total
includes taxes & fees
Jun 30 - Jul 1
Water's Edge Resort & Spa
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
27.5 km from Shorewood
7.2 out of 10, Good, (480 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is CA $114
CA $131 total
includes taxes & fees
Jun 28 - Jun 29
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
26.3 km from Shorewood
9.6 out of 10, Exceptional, (1,000 reviews)
"Everything from room to dining was excellent!"
United States
Kristine
The price is CA $466
CA $572 total
includes taxes & fees
Jun 29 - Jun 30
Saybrook Point Resort & Marina
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
23 km from Shorewood
9.2 out of 10, Wonderful, (712 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The Hampton Maid
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
28.4 km from Shorewood
9.8 out of 10, Exceptional, (194 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is CA $391
CA $434 total
includes taxes & fees
Jun 25 - Jun 26
Westbrook Inn B&B
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
15.2 km from Shorewood
9.0 out of 10, Wonderful, (110 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is CA $853
CA $988 total
includes taxes & fees
Jul 6 - Jul 7
The Huntting Inn
Building design

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
5.6 km from Shorewood
9.4 out of 10, Exceptional, (631 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is CA $664
CA $758 total
includes taxes & fees
Jul 19 - Jul 20
Sag Harbor Inn
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
7.8 km from Shorewood
9.2 out of 10, Wonderful, (24 reviews)
"Great stay & great staff!"
United States
James
The price is CA $479
CA $547 total
includes taxes & fees
Jun 25 - Jun 26
North Fork Resort
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
29.7 km from Shorewood
7.6 out of 10, Good, (652 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is CA $116
CA $133 total
includes taxes & fees
Jun 29 - Jun 30
Liberty Inn
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
12.4 km from Shorewood
9.0 out of 10, Wonderful, (152 reviews)
"Amazing"
United Kingdom
Ming Da
Topping Rose House
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
5.7 km from Shorewood
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is CA $1,224
CA $1,539 total
includes taxes & fees
Jun 22 - Jun 23
Faraway Sag Harbor
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
7.9 km from Shorewood
9.0 out of 10, Wonderful, (258 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is CA $473
CA $602 total
includes taxes & fees
Jun 29 - Jun 30
Cliffside Resort Condominiums
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

Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most.
Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.
Center console boat on Long Island, NY. Photographed by drone.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.
A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Sunset Beach, some noteworthy sights in the nearby area.
view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Montclair Colony

While Montclair Colony isn't home to many top sights, Wades Beach and Sunset Beach are some notable places to visit nearby.

Top Shorewood Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"
robyn 2-night trip
Posted 13 hours ago
Sound View Greenport

Frequently asked questions

When is the best time to go to Shorewood?
The best time to visit Shorewood is during the summer months, from June to August, when the weather is warm and sunny, making it ideal for outdoor activities.

During this period, the average daily temperatures range from 20°C to 28°C, great for enjoying the beaches and water sports on Lake Ontario. The town truly comes alive with various festivals and events, including the popular Shorewood Summer Festival, offering live music, local crafts, and food stalls.

For those who prefer a quieter experience with pleasant weather, late spring (May) and early autumn (September to early October) are also excellent choices. Temperatures are milder, typically between 15°C and 22°C, and the crowds are smaller. This is a great time for couples to enjoy scenic walks along the waterfront or explore the numerous local vineyards without the peak season bustle.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Shorewood hotel for you.
How can I save on a Shorewood hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Shorewood hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Shorewood hotel?
Hotel prices in Shorewood often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia