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Find Hotels with Bars in Shelter Island Heights, NY

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Check availability on Shelter Island Heights Hotels with Bars

Top Shelter Island Heights Hotels with Bars

Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1013)
"We have stayed there before so have been pleased with it."
The price is AED 359
AED 413 total
includes taxes & fees
13 Oct - 14 Oct
Quality Inn Old Saybrook - Westbrook
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The Pridwin Hotel
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (61)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
The Shoals Suites and Slips
Garden Suite King | Premium bedding, down comforters, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (209)
"Great quick stay"
The price is AED 872
AED 1,088 total
includes taxes & fees
5 Oct - 6 Oct
The Shoals Suites and Slips
Shelter Island House
Property grounds

Shelter Island House

3.5 star property
8.4 out of 10, Very Good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is AED 739
AED 844 total
includes taxes & fees
5 Oct - 6 Oct
Shelter Island House
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (129)
"We had a great time, it’s a beautiful property and there’s plenty to do downtown. It was our first time here and we’ll definitely be back. "
Silver Sands Motel & Beach Bungalows
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1251)
"Beautiful grounds, excellent staff"
The price is AED 1,091
AED 1,318 total
includes taxes & fees
24 Oct - 25 Oct
Montauk Manor
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is AED 1,025
AED 1,178 total
includes taxes & fees
9 Oct - 10 Oct
Copper Beech Inn
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (662)
"Great place to stay"
The Hampton Maid
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (58)
"Amazing property. Really enjoyed our stay."
Canoe Place Inn and Cottages
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.
View all properties

Top Shelter Island Heights Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities"
Darryl 3-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa

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Frequently asked questions

Searching for hotels with bars in Shelter Island Heights?
Shelter Island Heights features 55 hotels and other lodging options to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you're here, you can check out Sunset Beach and Crescent Beach.
What are the best hotels with bars in Shelter Island Heights?
Here are a few of the top Shelter Island Heights accommodations with bars: The Pridwin Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Shelter Island House: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Rams Head Inn: Inn with 2 restaurants. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Shelter Island Heights?
If you have time to explore, consider visiting Sunset Beach, Crescent Beach, and Railroad Museum of Long Island, and then find a cozy spot for a nightcap. Other places to see include Shelter Island Country Club and Sylvester Manor. Shelter Island Heights is appreciated for its beaches.
When is the best time to visit Shelter Island Heights?
Visiting local bars in Shelter Island Heights is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. 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.
How can I get to Shelter Island Heights and around the area?
You might want to make the most of these transportation options in and around Shelter Island Heights: Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) from the heart of the city. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.