Shorewood Hotels near Shelter Island

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Our top choices for Shorewood hotels

Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
29.8 km from Shorewood
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is P4,588
P5,277 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Clinton Motel
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
29 km from Shorewood
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is P3,824
P4,397 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Lamplighter Motel - Clinton, Connecticut
Indoor pool, open 9:00 AM to 9:00 PM, sun 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, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is P5,700
P6,555 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Old Saybrook - Westbrook
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
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, (415)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is P7,235
P8,325 total
includes taxes & fees
Jan 22 - Jan 23, 2026
The Bentley Hotel Southampton
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, (1006)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is P18,177
P22,374 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Saybrook Point Resort & Marina
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
15.2 km from Shorewood
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is P22,500
P26,294 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Huntting Inn
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, (1004)
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
United States
Diana
The price is P13,471
P16,506 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Water's Edge Resort & Spa
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
23.3 km from Shorewood
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is P3,943
P4,534 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
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
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, (555)
"Room and staff were amazing. "
United States
Manuel
The price is P8,231
P10,874 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Harbor Front Inn
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
9.7 km from Shorewood
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
15.1 km from Shorewood
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is P17,353
P23,724 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The 1770 House Restaurant & Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
8 km from Shorewood
8.4 out of 10, Very Good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is P9,365
P12,171 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sound View Greenport
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
15.2 km from Shorewood
8.0 out of 10, Very Good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is P16,450
P18,794 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Maidstone
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, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
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 P16,165
P20,821 total
includes taxes & fees
Jan 1 - Jan 2, 2026
American Beech Hotel
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
6.9 km from Shorewood
9.2 out of 10, Wonderful, (292)
"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
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
19 km from Shorewood
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is P11,765
P14,400 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Southampton Inn
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 and neighborhoods for the activities you enjoy most.

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 Sunset Beach and Crescent Beach.

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 Shelter Island Whale's Tail.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, some noteworthy sights in the nearby area.

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, Sunset Beach and Shelter Island Historical Society are some notable places to visit nearby.

Top Shorewood Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
Diana 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa

Frequently asked questions

What's it like in Shorewood?
You'll be sure to have fun visiting Shelter Island's Shorewood neighborhood. Consider a visit to Wades Beach as part of your Shorewood travel plans.
How many hotels will I be able 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 accommodations in Shorewood.
If I need to cancel my hotel reservation in Shorewood, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best options available in Shorewood.
What is there to do in this Shelter Island neighborhood?
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.

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