A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights hotel guide. Wyndham Hotels hotel in Shelter Island Heights, New York

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Check prices for these dates

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept
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Top Shelter Island Heights Hotel Reviews

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"We had a great weekend here. A bit pricy but 100% worth the money"
Morris 2-night trip
Posted 6 hours ago
The Pridwin Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Check in was seamless. Staff were so friendly and welcoming!! We were very impressed with our room…. the size and cleanliness exceptional. We had drinks at the ChooChoo lounge and Daren the bartender was very engaging. Breakfast in the restaurant was wonderful. A perfect stay and can’t wait to return."
Robyn 2-night trip
Posted 7 hours ago
Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

10/10 Excellent
"We have been staying at the sound view for many years and our experience gets better every time!!! I highly recommend this place to stay!!!!"
Hristos 3-night trip
Posted 9 hours ago
Sound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"The place was clean and comfortable. We attended a wedding at the Essex Railroad Museum. It was a 12 min drive Perfect. I would certainly stay again."
Andrew 1-night trip
Posted 11 hours ago
Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 11 hours ago
Gurney's Montauk Resort & Seawater Spa
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"perfect place"
Joseph 2-night trip
Posted 13 hours ago
Ocean Surf Resort
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 13 hours ago
Faraway Sag Harbor
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean. Friendly and helpful staff."
Jaroslaw 1-night trip
Posted 14 hours ago
Kenny's Tipperary Inn
Montauk Blue Hotel

Montauk Blue Hotel

8/10 Good
"In general it was all very pleasant . Everyone was friendly and helpful. Unfortunately I didn’t like the fact that at 5pm they would come on the beach and ask for your chair and umbrella so you had nothing to sit on."
Cristina 3-night trip
Posted 15 hours ago
Montauk Blue Hotel

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