Hotels in Shorewood, Shelter Island from CA $173

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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

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Shorewood hotels and places to stay

Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is CA $545
CA $660 total
includes taxes & fees
May 19 - May 20
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Everything was exquisite! "
The price is CA $408
CA $512 total
includes taxes & fees
May 16 - May 17
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is CA $1,040
CA $1,187 total
includes taxes & fees
May 16 - May 17
East Hampton Art House Bed & Breakfast
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Hampton's Vacation Inn
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is CA $173
CA $197 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is CA $438
CA $529 total
includes taxes & fees
May 22 - May 23
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is CA $200
CA $237 total
includes taxes & fees
May 20 - May 21
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is CA $399
CA $501 total
includes taxes & fees
May 29 - May 30
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is CA $683
CA $818 total
includes taxes & fees
May 22 - May 23
Canoe Place Inn and Cottages
The Shoals Suites and Slips
Garden Suite King
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (75)
"Would go back in a heartbeat. The staff were so friendly and the rooms are gorgeous. Honestly it’s a best kept secret and I’m so glad we found it! "
The price is CA $403
CA $494 total
includes taxes & fees
May 16 - May 17
The Shoals Suites and Slips
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is CA $812
CA $973 total
includes taxes & fees
May 19 - May 20
The Roundtree, Amagansett
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (50)
"Excellent facility and excellent service. Highly recommend. "
The price is CA $614
CA $771 total
includes taxes & fees
May 19 - May 20
Mill House Inn
The Maidstone
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is CA $1,085
CA $1,239 total
includes taxes & fees
May 23 - May 24
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (522)
"The property is well kept and beautiful. I will definitely come back. "
The price is CA $276
CA $316 total
includes taxes & fees
May 16 - May 17
Hampton Maid Motel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is CA $341
CA $390 total
includes taxes & fees
May 16 - May 17
Colonial Shores Resort
The Hedges Inn
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
EHP Resort & Marina
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is CA $586
CA $735 total
includes taxes & fees
May 28 - May 29
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (64)
"543y"
The price is CA $377
CA $430 total
includes taxes & fees
May 16 - May 17
House on Chase Creek
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
The Drake Inn
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
Southampton Village Motel
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
The price is CA $545
CA $622 total
includes taxes & fees
May 16 - May 17
Southampton Village Motel
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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.

What's the best accommodation in Shorewood?

For your stay in Shorewood, Most private house with pool with ocean view is one of the top choices based on our traveler data.

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 6 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.