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Find hotels in Shelter Island, NY from 2.376.818 ₫

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Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

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Our top choices for Shelter Island hotels

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
7.227.252 ₫
9.602.125 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

2. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
8.273.733 ₫
9.452.854 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
6.416.701 ₫
7.331.022 ₫ total
includes taxes & fees
21 Sept - 22 Sept
House on Chase Creek

4. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
8.515.731 ₫
10.729.395 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
10.315.820 ₫
11.785.890 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

6. The Chequit

The Chequit
The Heights
United States
Kathleen
7.652.385 ₫
8.742.850 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Chequit

7. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Maria
7.607.648 ₫
9.345.786 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

8. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
9.261.348 ₫
10.581.090 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

9. American Beech Hotel

American Beech Hotel
Greenport
9.700.870 ₫
12.129.488 ₫ total
includes taxes & fees
8 Sept - 9 Sept
American Beech Hotel

10. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
14.044.006 ₫
17.649.793 ₫ total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

11. The Menhaden

The Menhaden
Greenport
United States
Lisa
12.869.611 ₫
15.750.047 ₫ total
includes taxes & fees
26 Aug - 27 Aug
The Menhaden

12. Zey Hotel

Zey Hotel
Greenport
United States
shaun
5.297.805 ₫
6.052.741 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Zey Hotel

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
7.901.709 ₫
11.359.802 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums

14. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
2.280.691 ₫
2.622.795 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Pier Blue Inn Old Saybrook - Essex

15. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
2.646.286 ₫
3.043.229 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Old Saybrook - Westbrook

16. Sound View Greenport

Sound View Greenport
Greenport
United States
Suzanne
6.560.121 ₫
9.736.760 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

17. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
12.786.678 ₫
17.480.141 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The 1770 House Restaurant & Inn

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
2.066.798 ₫
2.376.818 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Clinton Motel

19. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Thomas
6.087.640 ₫
7.451.418 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Water's Edge Resort & Spa

20. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
4.421.378 ₫
5.705.474 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Bentley Hotel Southampton
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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.Learn more about Shelter Island
Learn more about Shelter Island

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming area features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The area provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

Coecles Harbor

Coecles Harbour offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island area balances authentic maritime character with holiday amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes centre stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

Stay near popular Shelter Island attractions

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
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A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
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Shelter Island Historical Society

8.0/10 (1 review)
This historic museum preserves Shelter Island's maritime heritage through artefacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture.
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Mashomack Preserve

Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes.
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Gardiner's Bay Country Club

This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
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Menhadden Lane Beach

8.8/10 (3 reviews)
This tranquil beach on Shelter Island's east side offers serene views of Gardiner's Bay and the 'Bug' Lighthouse. Bring a blanket, find a quiet spot, and watch sailboats glide across the pristine waters.
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Havens House

Built in 1743, Havens House served as a store, tavern, school, and post office before becoming the Shelter Island Historical Society. Explore its wide plank floors and exhibits showcasing the island's unique heritage.
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Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Beautiful property"
John 3-night trip
Posted 6 hours ago
Montauk Manor
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Beautiful spacious rooms with great rocking chairs on the balcony with a water view. Property was immaculate. Lovely continental breakfast. Great outdoor food truck for a snack and adult beverage!"
Lauren 1-night trip
Posted 19 hours ago
The Shoals Suites and Slips
Sound View Greenport

Sound View Greenport

8/10 Good
"The staff was very helpful and nice"
Katarzyna 3-night trip
Posted 23 hours ago
Sound View Greenport
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Great spot to stay! Location was ideal and staff was amazing"
Jennifer 1-night trip
Posted 1 day ago
Ocean Resort Inn
The Bentley Hotel Southampton

The Bentley Hotel Southampton

8/10 Good
"nice room for the price in season"
Frank 1-night trip
Posted 1 day ago
The Bentley Hotel Southampton
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great place to stay!! Walking distance to town. Love it!!"
William 2-night trip
Posted 2 days ago
Montauk Blue Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."
mathea 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
Offshore Montauk

Offshore Montauk

10/10 Excellent
"Amazing hotel right next to the beach and we got to bring the pup too. Will def be back!"
Eryn 5-night trip
Posted 4 days ago
Offshore Montauk
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 4 days ago
Budget Host East End

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
2.280.691 ₫
2.622.795 ₫ total
26 Aug - 27 Aug
includes taxes & fees
8/10 Very good! (1,000 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
2.646.286 ₫
3.043.229 ₫ total
20 Sept - 21 Sept
includes taxes & fees
7.8/10 Good! (1,013 reviews)
Quality Inn Old Saybrook - Westbrook
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
3.182.084 ₫
3.635.532 ₫ total
26 Aug - 27 Aug
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
4.421.378 ₫
5.705.474 ₫ total
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (567 reviews)
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
5.297.805 ₫
6.052.840 ₫ total
31 Aug - 1 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
5.147.464 ₫
6.533.877 ₫ total
21 Sept - 22 Sept
includes taxes & fees
7.2/10 Good! (1,009 reviews)
The Atlantic Hotel

Hotels in Shelter Island with star rating

Frequently asked questions

What's the seasonal weather in Shelter Island?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

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