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Hotels in The Heights, Shelter Island Heights from CA $149

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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

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The Heights hotels and places to stay

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (66)
"The view of the creek is beautiful. Time stops."
The price is CA $149
CA $170 total
includes taxes & fees
Jan 27 - Jan 28
House on Chase Creek
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is CA $452
CA $516 total
includes taxes & fees
Jan 23 - Jan 24
The Chequit
Sea Crest Resort
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (443)
"Our unit was updated and it was quiet and relaxing. "
The price is CA $286
CA $357 total
includes taxes & fees
Feb 6 - Feb 7
Sea Crest Resort
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (267)
"Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again. "
The price is CA $181
CA $238 total
includes taxes & fees
Jan 23 - Jan 24
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is CA $851
CA $1,020 total
includes taxes & fees
Jan 23 - Jan 24
The Roundtree, Amagansett
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is CA $3,003
CA $4,500 total
includes taxes & fees
Jan 23 - Jan 24
Villa Spectrum
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is CA $342
CA $446 total
includes taxes & fees
Feb 2 - Feb 3
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (243)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is CA $241
CA $307 total
includes taxes & fees
Feb 18 - Feb 19
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (63)
"Greeting was so welcoming n informative "
The price is CA $358
CA $449 total
includes taxes & fees
Jan 30 - Jan 31
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is CA $604
CA $689 total
includes taxes & fees
Jan 23 - Jan 24
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is CA $512
CA $599 total
includes taxes & fees
Feb 11 - Feb 12
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (145)
"Property was adorable and the staff very pleasant and helpful!! "
The price is CA $381
CA $520 total
includes taxes & fees
Jan 26 - Jan 27
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is CA $573
CA $654 total
includes taxes & fees
Feb 6 - Feb 7
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (130)
"We had a wonderful stay! We will definitely be back!"
The price is CA $228
CA $311 total
includes taxes & fees
Jan 26 - Jan 27
The Sagaponack
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
The price is CA $5,960
CA $8,589 total
includes taxes & fees
Jan 24 - Jan 25
Villa Bridgehampton Village
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (121)
"Great location and very comfortable "
The price is CA $637
CA $733 total
includes taxes & fees
Feb 18 - Feb 19
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (83)
"Stay one night at November and the room is spacious and was very clean. "
The price is CA $197
CA $227 total
includes taxes & fees
Feb 21 - Feb 22
The Niantic Inn
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is CA $386
CA $440 total
includes taxes & fees
Jan 27 - Jan 28
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (208)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is CA $270
CA $339 total
includes taxes & fees
Feb 18 - Feb 19
Baron's Cove
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The price is CA $465
CA $530 total
includes taxes & fees
Jan 24 - Jan 25
The Rams Head Inn
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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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 neighborhood has to offer. Be sure to check out 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 will I find in the The Heights area?

If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 15 hotels and other accommodations in The Heights.

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

Yes, most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best options available in The Heights.

Where can I learn more about changing or cancelling my trip to The Heights?

To find more details about picking new dates or cancelling your trip to The Heights, click here.

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.