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Find Romantic Hotels in Shelter Island Heights, NY

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Top Shelter Island Heights Romantic Hotels

The Rams Head Inn

4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (226)
"Food!"
United States
Ryan
The price is SAR 634
SAR 724 total
includes taxes & fees
14 Dec - 15 Dec
The Shoals Suites and Slips

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1004)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is SAR 597
SAR 686 total
includes taxes & fees
9 Dec - 10 Dec
Inn at Harbor Hill Marina

American Beech Hotel

3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is SAR 747
SAR 1,004 total
includes taxes & fees
9 Dec - 10 Dec
American Beech Hotel

Mill House Inn

5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is SAR 1,126
SAR 1,415 total
includes taxes & fees
9 Dec - 10 Dec
Mill House Inn

Westbrook Inn B&B

3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is SAR 766
SAR 851 total
includes taxes & fees
14 Dec - 15 Dec
Westbrook Inn B&B

Southampton Inn

3.0 star property
Southampton
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is SAR 751
SAR 919 total
includes taxes & fees
9 Dec - 10 Dec
Southampton Inn

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is SAR 908
SAR 1,044 total
includes taxes & fees
1 Jan - 2 January 2026
Madison Beach Hotel

Aqua by American Beech - Superior King

Aquebogue
10.0 out of 10, Exceptional, (5)
"Had the best stay! Will be back "
United States
Jennifer
The price is SAR 709
SAR 1,094 total
includes taxes & fees
9 Dec - 10 Dec
Aqua by American Beech - Superior King

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
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.

Top Shelter Island Heights Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Shelter Island Heights?
If you and your partner need some romantic time away, we've got just the ticket. Our guests also enjoy Shelter Island Heights for its island views and beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Sunset Beach, Crescent Beach, or Shelter Island Country Club. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Shelter Island Heights?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Shelter Island Heights: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.
What is there to do in Shelter Island Heights?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Shelter Island Heights. Couples looking to see some of the area's natural features will enjoy Shelter Island Heights for its island views and beaches. You might think about visiting Sunset Beach, Crescent Beach, or Shelter Island Country Club.
What's the best way to get to Shelter Island Heights and around town during my romantic getaway?
These transportation options in Shelter Island Heights might help your romantic trip get off to a smooth start: To get to Shelter Island Heights, book a flight to East Hampton, NY (HTO), which is the closest major airport, located 10.2 mi (16.4 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.