Lodging Image

Find hotels in Shelter Island, NY from 3.371.671 ₫

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Shelter Island hotels

1. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (633 reviews)
"Very nice property/staff and a great location"
United States
David
The price is 10.874.674 ₫
13.777.169 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Harbor Front Inn

2. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (62 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 8.322.119 ₫
9.508.136 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Shelter Island House

3. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (43 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 8.249.753 ₫
9.425.507 ₫ total
includes taxes & fees
18 Aug - 19 Aug
West Neck Guesthouse

4. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is 10.065.487 ₫
11.499.818 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Chequit

5. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (95 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is 16.419.230 ₫
20.634.811 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Pridwin Hotel

6. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (652 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is 13.394.335 ₫
15.303.028 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Sag Harbor Inn

7. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (307 reviews)
"Great stay"
United States
Connor
The price is 9.783.654 ₫
11.835.701 ₫ total
includes taxes & fees
13 Aug - 14 Aug
The Shoals Suites and Slips

8. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (203 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is 15.441.642 ₫
18.694.439 ₫ total
includes taxes & fees
2 Aug - 3 Aug
American Beech Hotel

9. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (363 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is 6.399.405 ₫
7.311.320 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Zey Hotel

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (276 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is 8.851.577 ₫
11.256.505 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Cliffside Resort Condominiums

11. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (186 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is 17.357.925 ₫
20.884.708 ₫ total
includes taxes & fees
16 Aug - 17 Aug
The Menhaden

12. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,012 reviews)
"Very friendly staff, easy parking, great breakfast, and clean towels and beds made daily. Great place to stay."
United States
John
The price is 3.109.117 ₫
3.575.484 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Quality Inn Old Saybrook - Westbrook

13. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (671 reviews)
"Beautiful location, adequate facility and room to enjoy location"
United States
Dan
The price is 9.510.359 ₫
13.122.231 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Sound View Greenport

14. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (300 reviews)
"They also sell rooms they don’t have"
United States
Tania
The price is 27.630.750 ₫
34.724.878 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Faraway Sag Harbor

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,000 reviews)
"parking was fine and room was basic but clean. would book here again."
United States
Nancy
The price is 2.931.876 ₫
3.371.671 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Pier Blue Inn Old Saybrook - Essex

16. Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (936 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is 2.249.932 ₫
2.665.051 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Super 8 by Wyndham Old Saybrook

17. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (40 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is 13.902.214 ₫
15.883.280 ₫ total
includes taxes & fees
24 Aug - 25 Aug
North Fork Resort

18. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (326 reviews)
The price is 2.420.980 ₫
2.784.127 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Clinton Motel

19. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (272 reviews)
"Loved the beautiful porch and closeness to beach. The bed and linens were so comfortable."
United States
Judith
The price is 6.155.579 ₫
6.832.692 ₫ total
includes taxes & fees
30 Jul - 31 Jul
The Captain Stannard

20. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (277 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is 11.848.117 ₫
14.853.222 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Sagaponack
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.
Save an average of 15% on thousands of hotels when you're signed in

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

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.

A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

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.