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Hotels in The Heights

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Check prices for these dates

Tonight
14 Jun - 15 Jun
Tomorrow
15 Jun - 16 Jun
Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun

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Top 10 Hotels in The Heights

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (69)
"Beautiful setting and big rooms close to ferry and town center. "
The price is S$403
includes taxes & fees
30 Jun - 1 Jul
House on Chase Creek
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Prefect place for a staycation "
The Chequit
West Neck Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is S$320
includes taxes & fees
19 Jun - 20 Jun
West Neck Guesthouse
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (59)
"WELL APPOINTED"
The Pridwin Hotel
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (95)
"The rooms were remodeled and well decorated. The restaurant was amazing."
Silver Sands Motel & Beach Bungalows
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (469)
"Location is great and very convenient to the ferry to shelter island. Staff are all nice and friendly. "
The price is S$394
includes taxes & fees
15 Jun - 16 Jun
The Harbor Front Inn
The Menhaden
Property entrance

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (153)
"This hotel is clean, trendy and very welcoming "
The price is S$678
includes taxes & fees
22 Jun - 23 Jun
The Menhaden
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (113)
"Staff is very friendly and accomodating. Location is perfect."
Greenporter Hotel
American Beech Hotel
Gift shop

American Beech Hotel

3.5 star property
8.8 out of 10, Excellent, (182)
"Beautiful hotel , attentive staff and close to everything. Great food and cocktails "
The price is S$507
includes taxes & fees
22 Jun - 23 Jun
American Beech Hotel
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (220)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is S$454
includes taxes & fees
18 Jun - 19 Jun
Cliffside Resort Condominiums
Hotel Moraine
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

Hotel Moraine

2.0 star property
9.8 out of 10, Exceptional, (22)
"A weekend celebration. We love the hospitality, location and amenities of this luxurious place. "
The price is S$1,019
includes taxes & fees
23 Jun - 24 Jun
Hotel Moraine
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (527)
"For the short break we wanted it was perfect "
The price is S$641
includes taxes & fees
2 Jul - 3 Jul
Sound View Greenport
The Shoals Suites and Slips
1 bedroom, premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (170)
"Great stay! Room was very spacious and clean! Loved the outdoor space with the picnic tables and food truck. Such a great weekend, staff was very kind. "
The price is S$854
includes taxes & fees
15 Jun - 16 Jun
The Shoals Suites and Slips
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (525)
"Lovely place and nice views"
The price is S$542
includes taxes & fees
15 Jun - 16 Jun
Sag Harbor Inn
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (251)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is S$550
includes taxes & fees
16 Jun - 17 Jun
Baron's Cove
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
The price is S$948
includes taxes & fees
15 Jun - 16 Jun
EHP Resort & Marina
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (83)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is S$1,125
includes taxes & fees
15 Jun - 16 Jun
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (131)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is S$1,247
includes taxes & fees
15 Jun - 16 Jun
Topping Rose House
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"The hosts were really nice and the breakfast is excellent!"
The price is S$1,113
includes taxes & fees
16 Jun - 17 Jun
East Hampton Art House Bed & Breakfast
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (154)
"Great experience at a great resort. We loved our cottage and will be back!"
The price is S$557
includes taxes & fees
16 Jun - 17 Jun
The Sagaponack
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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Where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.
Hay Beach map

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

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, The Chequit is the highest ranked property in The Heights. This hotel offers a restaurant and free parking.

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.