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11 Sep - 12 SepTomorrow
12 Sep - 13 SepThis weekend
11 Sep - 13 SepNext weekend
18 Sep - 20 SepOur top choices for Shelter Island beach hotels
฿6,857
฿7,834 total
includes taxes & fees
4 Oct - 5 Oct
฿6,622
฿7,566 total
includes taxes & fees
4 Oct - 5 Oct
3. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
- Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
฿9,151
฿10,455 total
includes taxes & fees
12 Oct - 13 Oct
5. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
- Rejuvenate on a private island with beach yoga and sunset views on the bay.
฿6,686
฿8,467 total
includes taxes & fees
1 Oct - 2 Oct
6. The Harbor Front Inn
The Harbor Front InnGreenport
- Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
฿8,616
฿10,790 total
includes taxes & fees
4 Oct - 5 Oct
7. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.
฿9,571
฿13,888 total
includes taxes & fees
5 Oct - 6 Oct
8. American Beech Hotel
American Beech HotelGreenport
- Relax by the shoreline at Greenport's charming American Beech Hotel, just a 3-minute drive to coastal bliss and hiking trails.
฿10,227
฿13,001 total
includes taxes & fees
21 Sept - 22 Sept
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Top Shelter Island Hotel Reviews
The Atlantic Hotel
10/10 Excellent
"it was a clean bright comfortable room .Super cozy bed and pillows ,wonderful jacuzzi tub! A nice touch with an espresso machine in the room! Parking was easy and close to everything needed."
Ocean Surf Resort
8/10 Good
"The location is ideal…on the beach and close to all that downtown MTK has to offer! The beach chairs and umbrella service was extremely convenient and the outdoor pool is a big plus! The rooms are simple and clean but the AC unit is a bit loud and dated. Overall a great stay!!"
Gurney's Montauk Resort & Seawater Spa
10/10 Excellent
"Very good"
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"
Faraway Sag Harbor
8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."