Search Hotels in Shorewood, Shelter Island

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10 Dec - 11 Dec
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11 Dec - 12 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

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Our top choices for Shorewood hotels

Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
28.3 km from Shorewood
8.2 out of 10, Very good, (697)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is 10.548.000 ₫
14.396.174 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Gurney's Montauk Resort & Seawater Spa
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, (1002)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is 8.145.858 ₫
10.026.787 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Saybrook Point Resort & Marina
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, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior
Water's Edge Resort & Spa

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, (1002)
"Yes! Ease of registration! The staff helped us with dinning suggestions, hotel programs and amenities!"
United States
Bruce
The price is 5.433.208 ₫
6.702.933 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Water's Edge Resort & Spa
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
25 km from Shorewood
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
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, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 2.965.725 ₫
4.678.497 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Harbor Front Inn
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, (1003)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is 2.666.516 ₫
3.066.494 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (460)
"🙂"
United States
Jared
The price is 1.767.581 ₫
2.032.718 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
28.3 km from Shorewood
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is 5.851.046 ₫
6.494.661 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Westbrook Inn B&B
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
6.7 km from Shorewood
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is 5.624.194 ₫
7.480.378 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Menhaden
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
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
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
6.9 km from Shorewood
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Property grounds
Liberty Inn

Liberty Inn

Liberty Inn
2.0 star property
29.7 km from Shorewood
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is 2.111.596 ₫
2.428.335 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Liberty Inn
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
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
29.8 km from Shorewood
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is 2.056.236 ₫
2.364.671 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Clinton Motel
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, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.348.854 ₫
3.035.848 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Hamlet Inn
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 4.616.513 ₫
6.564.522 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sound View Greenport
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, (572)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is 5.667.830 ₫
6.475.496 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Sag Harbor Inn
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
6.7 km from Shorewood
9.8 out of 10, Exceptional, (141)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
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 Sunset Beach and Crescent Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society 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 Shelter Island Historical Society.

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.