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Shelter Island Heights Historic Hotel

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Check availability on Shelter Island Heights Historic Hotel

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top Shelter Island Heights Historic Hotel

View from room
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (197)
"It was conveniently located and we got some very good tips for dining."
United States
Hannelore
The price is HK$1,171
HK$2,128 total
includes taxes & fees
30 Nov - 1 Dec
Hero Beach Club
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

4.0 star property
East Hampton
9.8 out of 10, Exceptional, (160)
"Wonderful Inn & staff…The restaurant is also excellent! "
United States
Anthony
The price is HK$2,274
HK$3,109 total
includes taxes & fees
9 Nov - 10 Nov
The 1770 House Restaurant & Inn
1 bedroom, iron/ironing board, Internet
American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1

Greenport
10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and convenient"
United States
Susan B.
The price is HK$1,547
HK$2,381 total
includes taxes & fees
11 Nov - 12 Nov
American Beech in Greenport NY - King Suite 1
Fridge, microwave, oven, stovetop
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Old Saybrook Center
9.6 out of 10, Exceptional, (38)
"Nicely decorated and clean. "
United States
Lauren
The price is HK$1,912
HK$3,960 total
includes taxes & fees
9 Nov - 10 Nov
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Property grounds
American Beech - King Suite 2

American Beech - King Suite 2

Greenport
10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
United Kingdom
Patrick M.
The price is HK$1,547
HK$2,381 total
includes taxes & fees
11 Nov - 12 Nov
American Beech - King Suite 2
Property grounds
American Beech in Greenport - King Suite 3

American Beech in Greenport - King Suite 3

Greenport
The price is HK$1,633
HK$2,452 total
includes taxes & fees
1 Dec - 2 Dec
American Beech in Greenport - King Suite 3
Porch
Harpoon House

Harpoon House

3.0 star property
Southampton
8.4 out of 10, Very good, (147)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
The price is HK$1,956
HK$2,235 total
includes taxes & fees
15 Nov - 16 Nov
Harpoon House
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,392
HK$2,176 total
includes taxes & fees
11 Nov - 12 Nov
American Beech in Greenport - Petite King Room 7
Terrace/patio
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
10.0 out of 10, Exceptional, (23)
"Step away from your busy schedule, step back in time, and step down to the beach. Bayside Cottage is an idyllic, charming, and rare place -- one increasingly harder to find as grandiose properties populate many parts of the Island. Thankfully the North Fork has retained much of its character since we began visiting some 20 years ago, and Orient is beautifully preserved with a lot of tender loving care, especially towards nature. It was turtle season in June! At Bayside, circa 1887, one doesn't...
United States
Jennifer G.
The price is HK$2,332
HK$5,516 total
includes taxes & fees
30 Nov - 1 Dec
Orient Village — Historic Bayfront Cottage — 2025 Season
Property grounds
American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12

Greenport
The price is HK$1,780
HK$2,683 total
includes taxes & fees
10 Nov - 11 Nov
American Beech in Greenport - Deluxe King Suite 12
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.
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Top Shelter Island Heights Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"This hotel has everything!!! We went for a girls’ night away, and we never had to leave. The heated pools and steam/sauna rooms were wonderful. The on-site restaurants and room service options were delicious. Our room was very clean and cozy, especially with the service of a staff member starting a fire for us in the fireplace. Every single staff member was incredibly helpful, friendly and hospitable, making the entire stay 5 stars! "
Amy 1-night trip
Posted 5 days ago
Saybrook Point Resort & Marina

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Frequently asked questions

What should a history enthusiast expect from a trip to Shelter Island Heights?
Sights with historical relevance in Shelter Island Heights are likely at the top of your travel itinerary. Why not appreciate the beaches during your visit?
How many historical hotels are located in Shelter Island Heights?
In Shelter Island Heights, there are 54 hotels bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Shelter Island Heights?
Shelter Island Heights is notable for landmarks like Sylvester Manor. Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. Additionally, you might want to add Shelter Island Country Club to your itinerary.
What is a historic hotel like in Shelter Island Heights?
By choosing a historic hotel, you can enjoy a holiday in a place that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Shelter Island Heights, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Shelter Island Heights have modern facilities?
Hotels include modern conveniences and safety features you might expect, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the amenities found in a hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Shelter Island Heights, you won't be staying at a place that's uncomfortable for guests or simply rundown.