Photo by Erisa Dilo

The Heights Hotels, Shelter Island Heights

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Check prices for these dates

Tonight
12 Mar - 13 Mar
Tomorrow
13 Mar - 14 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

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3961 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (68)
"Beautiful setting and big rooms close to ferry and town center. "
The price is NZ$208
includes taxes & fees
13 Mar - 14 Mar
House on Chase Creek
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Excellent "
The price is NZ$632
includes taxes & fees
13 Mar - 14 Mar
The Chequit
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is NZ$395
includes taxes & fees
24 Mar - 25 Mar
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is NZ$302
includes taxes & fees
13 Mar - 14 Mar
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is NZ$946
includes taxes & fees
1 Apr - 2 Apr
Ocean Colony Beach and Tennis Club
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 NZ$1,457
includes taxes & fees
10 Apr - 11 Apr
The Roundtree, Amagansett
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (125)
"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "
The price is NZ$465
includes taxes & fees
16 Mar - 17 Mar
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, (245)
"Perfect location and super clean"
The price is NZ$317
includes taxes & fees
26 Mar - 27 Mar
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, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is NZ$550
includes taxes & fees
23 Mar - 24 Mar
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, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is NZ$845
includes taxes & fees
24 Mar - 25 Mar
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 NZ$933
includes taxes & fees
10 Apr - 11 Apr
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is NZ$567
includes taxes & fees
13 Mar - 14 Mar
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 NZ$587
includes taxes & fees
1 Apr - 2 Apr
The Maidstone
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"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 NZ$620
includes taxes & fees
7 Apr - 8 Apr
EHP Resort & Marina
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (139)
"I stayed for a weekend trip as a short romantic getaway. I booked a bungalow that was not part of the main building. While I don't expect everything to be perfect, there were definitely a lot of flaws that could be improved. I liked the room, however, the pillows on the bed were extremely uncomfortable. My partner and I both agreed this was the worst night's sleep we've ever had. The room smelled kind of musty. The bedroom door and shower door struggled to close because they kept getting caught...
The price is NZ$382
includes taxes & fees
23 Mar - 24 Mar
The Sagaponack
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 NZ$880
includes taxes & fees
8 Apr - 9 Apr
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (127)
"Very modern and beautiful rooms. Great design. Nice and peaceful. Perfect weekend vacation. "
The price is NZ$796
includes taxes & fees
13 Mar - 14 Mar
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (87)
"location, walkable. could have better coffee"
The price is NZ$316
includes taxes & fees
17 Mar - 18 Mar
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 NZ$598
includes taxes & fees
23 Mar - 24 Mar
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (214)
"Thoroughly enjoyed my stay at Baron's Cove. I stayed late February so the pool was closed, but this was expected. It's a motel style hotel where your door opens to the outside, but given the location of the hotel i felt perfectly safe. The Staff were fantastic, and always helpful. The breakfast was first class too. Sag Harbor is such an iconic place within the Hamptons and this hotel is just as iconic in my eyes. The decor, is photo-worthy. I certainly hope to come back again soon!"
The price is NZ$414
includes taxes & fees
25 Mar - 26 Mar
Baron's Cove
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 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 15 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.