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Find hotels in Shelter Island, NY from 2.429.031 ₫

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30 Oct - 1 Nov
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6 Nov - 8 Nov

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Our top choices for Shelter Island hotels

A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (186 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is 7.237.720 ₫
8.269.094 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
An outdoor patio area with string lights, tables, chairs, and a fire pit.

2. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is 4.676.084 ₫
5.342.426 ₫ total
includes taxes & fees
19 Nov - 20 Nov
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.

3. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is 4.775.673 ₫
5.456.141 ₫ total
includes taxes & fees
11 Nov - 12 Nov
House on Chase Creek
Front of property – evening/night

4. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is 6.688.429 ₫
7.641.482 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Shelter Island House
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is 4.710.981 ₫
5.382.295 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (670 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is 3.557.926 ₫
4.803.179 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The Harbor Front Inn
A cozy interior with a bar area, seating, and a fireplace.

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is 5.479.988 ₫
6.904.525 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

8. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (194 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is 8.501.736 ₫
10.747.239 ₫ total
includes taxes & fees
8 Nov - 9 Nov
The Menhaden
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

9. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is 4.259.639 ₫
5.512.861 ₫ total
includes taxes & fees
10 Nov - 11 Nov
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

10. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is 3.941.137 ₫
5.240.996 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Sound View Greenport
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

11. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is 6.482.929 ₫
8.440.474 ₫ total
includes taxes & fees
1 Nov - 2 Nov
American Beech Hotel
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is 8.305.284 ₫
9.488.786 ₫ total
includes taxes & fees
1 Nov - 2 Nov
North Fork Resort
A balcony with a view of the ocean, a lawn, and a house in the background.

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is 4.368.998 ₫
7.859.388 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A waterfront property with a large house, multiple boats docked, and lush greenery.

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is 5.657.646 ₫
6.463.861 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is 8.258.755 ₫
10.379.118 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,013 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is 4.612.010 ₫
5.749.706 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A wooden pathway leading to a beach with a view of the ocean.

17. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very good, (876 reviews)
"Exceptional service. Always a pleasure to visit!"
United States
Amanda
The price is 9.693.375 ₫
13.289.682 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Gurney's Montauk Resort & Seawater Spa
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.

18. Montauk Yacht Club

Montauk Yacht Club
4.5 star property
Montauk
8.6 out of 10, Excellent, (1,004 reviews)
"Excellent hotel, clean and spacious rooms, friendly and attentive staff."
United States
Svetlana
The price is 5.995.701 ₫
9.800.235 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Montauk Yacht Club
A spacious hallway with high ceilings, arched columns, and chandeliers.

19. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is 3.778.090 ₫
4.822.648 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Montauk Manor
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

20. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (104 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is 7.649.447 ₫
8.739.383 ₫ total
includes taxes & fees
9 Nov - 10 Nov
A Room At The Beach
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 Shelter Island

Find the best Shelter Island 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

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.

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

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.

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

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.

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

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.

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

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 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.
See properties

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 coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Excellent stay on the south fork and affordable."
Michele 1-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

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
The price is 2.112.122 ₫ per night from 15 Nov to 16 Nov
2.112.122 ₫
2.429.031 ₫ total
15 Nov - 16 Nov
includes taxes & fees

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.