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Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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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 ￥12,212
￥14,044 total
includes taxes & fees
Dec 29 - Dec 30
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 ￥10,177
￥11,704 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Lamplighter Motel - Clinton, Connecticut
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 ￥59,888
￥69,987 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Huntting Inn
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 ￥15,172
￥17,448 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quality Inn Old Saybrook - Westbrook
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
Front of property - evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
15 km from Shorewood
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is ￥58,714
￥103,307 total
includes taxes & fees
Dec 29 - Dec 30
Mill House Inn
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
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, (259)
"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
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, (1001)
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
United States
Donna
The price is ￥35,855
￥43,935 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Water's Edge Resort & Spa
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
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 Hampton Maid
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 ￥35,334
￥40,370 total
includes taxes & fees
Dec 30 - Dec 31
The Maidstone
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)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is ￥42,574
￥52,874 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Saybrook Point Resort & Marina
Front of property
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
23.1 km from Shorewood
10.0 out of 10, Exceptional, (1)
The price is ￥312,357
￥378,280 total
includes taxes & fees
Dec 29 - Dec 30
Canoe Place Waterfront Residences
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 ￥10,495
￥12,069 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
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 ￥46,188
￥63,144 total
includes taxes & fees
Dec 29 - Dec 30
The 1770 House Restaurant & 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
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, (554)
"Room and staff were amazing. "
United States
Manuel
The price is ￥21,161
￥28,434 total
includes taxes & fees
Jan 27 - Jan 28, 2026
The Harbor Front 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 ￥39,456
￥51,343 total
includes taxes & fees
Dec 29 - Dec 30
American Beech Hotel
Porch
Harpoon House

Harpoon House

Harpoon House
3.0 star property
18.5 km from Shorewood
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
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.

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.

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.

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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Good room. Great view! Nice heating system. Friendly staff. "
Jessie 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater 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.
Where can I learn more about changing or cancelling my trip to Shorewood?
For more information about picking new dates or cancelling your trip to Shorewood, head over to our customer service page.
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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