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The Heights Hotels, Shelter Island Heights

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Find properties with these dates

Tonight
May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

3980 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is AU$466
includes taxes & fees
20 May - 21 May
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (19)
"Very elegant "
The price is AU$572
includes taxes & fees
14 May - 15 May
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is AU$723
includes taxes & fees
14 May - 15 May
East Hampton Art House Bed & Breakfast
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Hampton's Vacation Inn
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is AU$223
includes taxes & fees
28 May - 29 May
Hampton's Vacation Inn
Hotel Moraine
Seasonal outdoor pool
Hotel Moraine
2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful hotel, great location. Wish someone was at the front desk all night though."
The price is AU$572
includes taxes & fees
14 May - 15 May
Hotel Moraine
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (226)
"Great stay and clean beautiful rooms"
The price is AU$375
includes taxes & fees
2 May - 3 May
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free pool cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is AU$247
includes taxes & fees
2 May - 3 May
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is AU$553
includes taxes & fees
2 May - 3 May
Journey East Hampton
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (179)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is AU$494
includes taxes & fees
9 May - 10 May
Cliffside Resort Condominiums
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
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is AU$718
includes taxes & fees
2 May - 3 May
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is AU$1,086
includes taxes & fees
14 May - 15 May
The Roundtree, Amagansett
Silver Sands
Private beach, sun-loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.8 out of 10, Exceptional, (38)
"Everything was wonderful-staff, cleanliness, great weather and good food at Nookies 😃"
The price is AU$432
includes taxes & fees
2 May - 3 May
Silver Sands
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (49)
"This place feels like home away from home. Very nice staff. "
The price is AU$661
includes taxes & fees
2 May - 3 May
Mill House Inn
The Maidstone
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, (520)
"The property is well kept and beautiful. I will definitely come back. "
The price is AU$357
includes taxes & fees
2 May - 3 May
Hampton Maid Motel
American Beech Hotel
Reception
American Beech Hotel
3.5 star property
9.0 out of 10, Wonderful, (152)
"A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway! "
The price is AU$573
includes taxes & fees
3 May - 4 May
American Beech Hotel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is AU$388
includes taxes & fees
2 May - 3 May
Colonial Shores Resort
EHP Resort & Marina
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is AU$832
includes taxes & fees
2 May - 3 May
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (62)
"The owner is very friendly and helpful. He even upgraded the room without additional fee. The rooms are so clean and organized with nice thick towels and amenities. Free coffee and tea were available with a water server, microwave, and a little sink to wash dishes. The area is so quiet and peaceful although some good restaurants and ferry port are in walking distance. Highly recommended. "
The price is AU$309
includes taxes & fees
6 May - 7 May
House on Chase Creek
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
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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.

Frequently asked questions

What is The Heights like?

Guests are sure to enjoy their time checking out all that Shelter Island Heights's The Heights neighbourhood has to offer. Make sure that you visit Sunset Beach and Shelter Island Country Club as part of your The Heights travel plans.

Where is the best place to stay in The Heights?

Based on Expedia customer reviews, House on Chase Creek is the highest ranked property in The Heights. This guest house offers free parking and free WiFi. Another top choice in the area is The Chequit.

How many hotels can I expect to find in the The Heights area?

If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 13 hotels and other accommodation options in The Heights.

If I need to cancel my hotel reservation in The Heights, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.

What are the top things to see and do in The Heights?

A few attractions you might want to check out while you're in The Heights are Sunset Beach and Shelter Island Country Club. While you're out sightseeing, Sylvester Manor and Crescent Beach are a couple of additional sights to visit in Shelter Island Heights.

Recent Reviews in The Heights

Sag Harbor Inn

Sag Harbor Inn

5/5 Excellent
"Very nice "
A verified traveller stayed at Sag Harbor Inn
Posted 2 days ago
Sag Harbor Inn