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Recommended hotels in Shelter Island Heights
1. The Chequit
The ChequitThe Heights
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Nicholas
The price is CA $255
CA $292 total
includes taxes & fees
Dec 6 - Dec 7
2. House on Chase Creek
House on Chase CreekThe 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!!"
Tracey
The price is CA $261
CA $298 total
includes taxes & fees
Nov 30 - Dec 1
3. Seven - A Resort Style Inn
Seven - A Resort Style InnShelter Island Heights
The price is CA $538
CA $614 total
includes taxes & fees
Nov 24 - Nov 25
4. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
10.0 out of 10, Exceptional, (192 reviews)
"We loved our stay at Silver Sands! It was off season, so very quiet."
Michael
The price is CA $292
CA $334 total
includes taxes & fees
Dec 6 - Dec 7
5. The Harbor Front Inn
The Harbor Front InnGreenport
9.0 out of 10, Wonderful, (675 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
Laura
The price is CA $197
CA $266 total
includes taxes & fees
Nov 29 - Nov 30
7. Oyster Estate
Oyster EstateGreenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
Jacqueline
The price is CA $254
CA $320 total
includes taxes & fees
Dec 6 - Dec 7
8. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
9.4 out of 10, Exceptional, (350 reviews)
"Very clean property, beautiful view, and quiet."
Masayo
The price is CA $262
CA $335 total
includes taxes & fees
Nov 19 - Nov 20
9. Sound View Greenport
Sound View GreenportGreenport
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
Christine
The price is CA $239
CA $313 total
includes taxes & fees
Dec 7 - Dec 8
10. The Menhaden
The MenhadenGreenport
9.6 out of 10, Exceptional, (197 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."
Daniel
The price is CA $449
CA $576 total
includes taxes & fees
Dec 3 - Dec 4
11. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
William
The price is CA $273
CA $469 total
includes taxes & fees
Nov 26 - Nov 27
12. American Beech Hotel
American Beech HotelGreenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
Mary
The price is CA $339
CA $444 total
includes taxes & fees
Nov 12 - Nov 13
13. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"Perfect spot to stay on the North Fork!"
Steven R.
The price is CA $121
CA $322 total
includes taxes & fees
Nov 15 - Nov 16
14. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
Altynai
The price is CA $438
CA $500 total
includes taxes & fees
Nov 19 - Nov 20
15. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
Manuela C.
The price is CA $134
CA $342 total
includes taxes & fees
Nov 30 - Dec 1
16. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
Carey D.
The price is CA $134
CA $326 total
includes taxes & fees
Dec 7 - Dec 8
17. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + OfficePipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
Callie E.
The price is CA $184
CA $491 total
includes taxes & fees
Nov 12 - Nov 13
18. Sag Harbor Inn
Sag Harbor InnSag Harbor
9.4 out of 10, Exceptional, (689 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
Annie
The price is CA $311
CA $355 total
includes taxes & fees
Nov 12 - Nov 13
19. Beach Block Hideaway
Beach Block HideawayPipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
Teresa C.
The price is CA $275
CA $605 total
includes taxes & fees
Nov 12 - Nov 13
20. American Beech in Greenport NY - King Suite 1
American Beech in Greenport NY - King Suite 1Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect
Great place"
Dean J.
The price is CA $282
CA $412 total
includes taxes & fees
Nov 18 - Nov 19
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.
Learn more about Shelter Island Heights
Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.
Top reviews in Shelter Island Heights
The Captain Stannard
The Captain StannardWestbrook Center
10/10 Excellent
Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety.
The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards...
Casey
