An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

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Our top choices for Shorewood hotels

A waterfront property with a large house, multiple boats docked, and lush greenery.

1. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
5.6 km from Shorewood
9.4 out of 10, Exceptional, (664 reviews)
"Location and scenery"
United States
Loretta
The price is Rp5.705.964
Rp6.519.064 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
6.7 km from Shorewood
9.0 out of 10, Wonderful, (652 reviews)
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
United States
Michael
The price is Rp4.580.621
Rp5.736.331 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

3. 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, (1,005 reviews)
"Enjoyed the stay, staff were friendly and pleasant the whole time, Breakfast was excellent!"
United States
Michael
The price is Rp1.781.353
Rp2.048.556 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Old Saybrook - Westbrook

4. Shelter Island House

Shelter Island House
3.5 star property
4 km from Shorewood
8.4 out of 10, Very good, (66 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is Rp3.531.334
Rp4.034.406 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.

5. House on Chase Creek

House on Chase Creek
2.5 star property
4.4 km from Shorewood
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is Rp3.777.518
Rp4.315.860 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
6.7 km from Shorewood
10.0 out of 10, Exceptional, (165 reviews)
"I love this place"
United States
Sirikhwan
The price is Rp5.723.575
Rp6.539.317 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A sign for Pier Blue Guesthouse with a logo and name.

7. 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, (1,003 reviews)
"Pleasant one night stay in our trek"
United States
Carolyn
The price is Rp1.431.660
Rp1.646.435 total
includes taxes & fees
22 Sept - 23 Sept
Pier Blue Inn Old Saybrook - Essex
A parking lot with a building in the background.

8. Clinton Motel

Clinton Motel
2.5 star property
29.8 km from Shorewood
8.6 out of 10, Excellent, (335 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is Rp1.368.666
Rp1.573.966 total
includes taxes & fees
14 Sept - 15 Sept
Clinton Motel
A poolside area with lounge chairs and yellow umbrellas.

9. Oyster Estate

Oyster Estate
4.0 star property
6.8 km from Shorewood
9.2 out of 10, Wonderful, (286 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is Rp6.058.183
Rp7.632.957 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A deck with outdoor seating, overlooking a body of water with a sunset view.

10. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
4.8 km from Shorewood
9.4 out of 10, Exceptional, (117 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is Rp8.895.586
Rp11.179.529 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

11. 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, (1,000 reviews)
"Everything was excellent!!!"
United States
DONNA
The price is Rp3.156.772
Rp3.934.121 total
includes taxes & fees
7 Oct - 8 Oct
Water's Edge Resort & Spa

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
7.9 km from Shorewood
9.0 out of 10, Wonderful, (291 reviews)
"Great place!"
United States
Christine
The price is Rp5.088.170
Rp7.383.236 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

13. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
7.2 km from Shorewood
9.4 out of 10, Exceptional, (335 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is Rp3.554.340
Rp4.501.109 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

14. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
29 km from Shorewood
6.4 out of 10, (253 reviews)
"The Lamplighter is the place I always stay at when I am in this section of Connecticut. It has Clean Rooms, Comfortable Beds, Good Working Air-conditioning, plenty of Hot Water for the Shower, a Low Price, Friendly Staff, Microwaves and Refrigerators, close to the Highway, walking distance to a Great Restaurant ( the Log Cabin). I'm already looking forward to my Return."
United States
Steven
The price is Rp1.210.743
Rp1.392.354 total
includes taxes & fees
22 Sept - 23 Sept
Lamplighter Motel - Clinton, Connecticut
A living room with a stone fireplace, grey sofas, and a coffee table.

15. The Captain Stannard

The Captain Stannard
3.0 star property
28.3 km from Shorewood
9.8 out of 10, Exceptional, (282 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is Rp4.104.577
Rp4.556.081 total
includes taxes & fees
14 Sept - 15 Sept
The Captain Stannard
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

16. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
3.9 km from Shorewood
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is Rp5.500.985
Rp6.284.984 total
includes taxes & fees
15 Sept - 16 Sept
West Neck Guesthouse
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

17. 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, (496 reviews)
"It was a great place to stay Quiet and clean and staff was responsible"
United States
Laurie
The price is Rp1.259.715
Rp1.448.672 total
includes taxes & fees
5 Oct - 6 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

18. The Sagaponack

The Sagaponack
3.0 star property
12.7 km from Shorewood
8.8 out of 10, Excellent, (285 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is Rp4.470.024
Rp5.987.551 total
includes taxes & fees
12 Oct - 13 Oct
The Sagaponack
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

19. The Menhaden

The Menhaden
3.5 star property
6.7 km from Shorewood
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is Rp6.778.757
Rp8.446.599 total
includes taxes & fees
13 Sept - 14 Sept
The Menhaden
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

20. The Hampton Maid

The Hampton Maid
2.5 star property
23 km from Shorewood
9.2 out of 10, Wonderful, (778 reviews)
"wonderful hotel."
United States
SABINA
The price is Rp3.724.726
Rp4.255.500 total
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid
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.
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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.

A beach with a wooden sign that reads "Please take off your shoes!"

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.

A pebble beach with calm water, a distant bridge, and a forested island.

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.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Harbor Brewing Company, 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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Deverian actualizar las tv’s"
Maria 1-night trip
Posted 12 hours ago
Pier Blue Inn Old Saybrook - Essex

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.

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