Search Hotels in Shorewood, Shelter Island

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Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Our top choices for Shorewood hotels

Garden Suite King | Premium bedding, down duvets, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
7.2 km from Shorewood
9.6 out of 10, Exceptional, (227)
"Food!"
United States
Ryan
The price is 4.883.766 ₫
5.579.704 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Shoals Suites and Slips
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
8 km from Shorewood
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 4.458.287 ₫
6.383.505 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Sound View Greenport
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
4.4 km from Shorewood
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is 2.741.639 ₫
3.132.625 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
20.6 km from Shorewood
9.6 out of 10, Exceptional, (393)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is 3.013.326 ₫
3.469.082 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Bentley Hotel Southampton
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
6.7 km from Shorewood
8.8 out of 10, Excellent, (546)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 3.452.258 ₫
5.232.746 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Harbor Front Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
20.8 km from Shorewood
8.6 out of 10, Excellent, (441)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.345.914 ₫
3.032.048 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hamlet Inn
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
12.7 km from Shorewood
8.8 out of 10, Excellent, (212)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is 4.004.641 ₫
5.628.134 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Sagaponack
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
16.5 km from Shorewood
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
5.6 km from Shorewood
9.4 out of 10, Exceptional, (573)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is 5.660.735 ₫
6.467.389 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Sag Harbor Inn
Property grounds
Pier Blue Inn Old Saybrook - Essex

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, (1001)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
19 km from Shorewood
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is 5.265.800 ₫
6.445.076 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Southampton Inn
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
6.9 km from Shorewood
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is 5.239.471 ₫
7.039.585 ₫ total
includes taxes & fees
14 Dec - 15 Dec
American Beech Hotel
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
28.3 km from Shorewood
9.8 out of 10, Exceptional, (258)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
24.6 km from Shorewood
8.4 out of 10, Very good, (708)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
26.1 km from Shorewood
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
20 km from Shorewood
7.2 out of 10, Good, (974)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
18.2 km from Shorewood
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is 3.126.569 ₫
3.728.713 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Southampton Long Island Hotel
Property grounds
The Hampton Maid

The Hampton Maid

The Hampton Maid
2.5 star property
23 km from Shorewood
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The price is 7.464.271 ₫
8.527.930 ₫ total
includes taxes & fees
13 Dec - 14 Dec
The Hampton Maid
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
26.3 km from Shorewood
9.6 out of 10, Exceptional, (1000)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is 8.135.661 ₫
10.014.235 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Saybrook Point Resort & Marina
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

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, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is 2.663.178 ₫
3.062.654 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Old Saybrook - Westbrook
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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Where to stay in Shorewood

Find the best Shorewood areas for the activities you enjoy most.

Silver Beach

While Silver Beach may 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.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Montclair Colony

If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Crescent Beach.

Top Shorewood Hotel Reviews

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"Loved the 2 bar options on the property."
Jennifer 1-night trip
Posted 2 months ago
Hampton Bays Hotel on Main

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Frequently asked questions

What's it like in Shorewood?
You'll be sure to have fun exploring Shelter Island's Shorewood neighbourhood. Consider a visit to Wades Beach as part of your Shorewood travel plans.
How many hotels can I expect to find in Shorewood?
When you want to find places to stay in Shelter Island, start by booking one of Expedia's 7 hotels and other accommodation options in Shorewood.
If I need to cancel my hotel reservation in Shorewood, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to review the best deals available in Shorewood.
What is there to do in this Shelter Island neighbourhood?
Wades Beach is an attraction you might want to check out while you're in Shorewood. While you're out sightseeing, Shell Beach and Mashomack Preserve are a couple of additional sights to visit in Shelter Island.