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Find hotels in The Heights, Shelter Island Heights from CA $127

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Check prices for these dates

Tonight
Apr 15 - Apr 16
Tomorrow
Apr 16 - Apr 17
This weekend
Apr 18 - Apr 20
Next weekend
Apr 25 - Apr 27

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Discover 3,963 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"It was a quiet time of the year(off season) , remodel of the pool area was nice."
The price is CA $386
CA $472 total
includes taxes & fees
Apr 29 - Apr 30
Saybrook Point Resort & Marina
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Excellent "
The price is CA $439
CA $501 total
includes taxes & fees
Apr 16 - Apr 17
The Chequit
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (943)
"the property was close to the ocean. very pet friendly and accommodated our needs well"
The price is CA $99
CA $114 total
includes taxes & fees
Apr 19 - Apr 20
Pier Blue Inn Old Saybrook - Essex
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (284)
"We were greeted by very friendly valet and given some check in information. Stacey at the desk was very helpful through out our stay. Had drinks in bar everynite and staff was very accomadating to all guests. Other than the rainy, cold April weathe, which no one could control we had a very nice time. Comfortable with plenty of sight seeing and fine dining."
The price is CA $346
CA $398 total
includes taxes & fees
Apr 28 - Apr 29
Madison Beach Hotel
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Staff is always very receptive and cordial!"
The price is CA $274
CA $340 total
includes taxes & fees
Apr 16 - Apr 17
Water's Edge Resort & Spa
The Harbor Front Inn
Harbor View King | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (448)
"This was our 3rd stay at Harborfront. We enjoy staying here because the room is very clean and staff very nice. They offer a continental bfast, as well. Hotel is close to restaurants and wineries. April is considered off season so many of the restaurants/stores are closed and will open soon. We were suprised that we were charged a parking fee of 20.00 a night. I think if you stay at this hotel you should have free parking. Other than that, this hotel is a good place to stay. "
The price is CA $235
CA $301 total
includes taxes & fees
Apr 21 - Apr 22
The Harbor Front Inn
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 CA $170
CA $195 total
includes taxes & fees
Apr 22 - Apr 23
House on Chase Creek
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, (1001)
"So far so good "
The price is CA $129
CA $148 total
includes taxes & fees
Apr 30 - May 1
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (842)
"Everything was fine- I feel like the hotel was empty- except for the room directly above me. If there are so many vacant rooms, why not spread them apart so that I’m not kept up all night from the noise?"
The price is CA $166
CA $224 total
includes taxes & fees
Apr 17 - Apr 18
The Atlantic Hotel
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (226)
"Excellent stay while visiting our son!"
Baron's Cove
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

2.0 star property
5.8 out of 10, (9)
"Super clean and comfortable. Close to the local beach and food shopping. They have a fridge and a good coffee maker and a tv with seemingly ALL streaming services! A microwave would have been great to make popcorn but not a deal breaker. We slept great. "
Hampton Bays Hotel on Main
Aqua by American Beech - Adults Only
Terrace/patio

Aqua by American Beech - Adults Only

2.5 star property
9.4 out of 10, Exceptional, (287)
"Lovely place to stay. Cant wait to come back in the warm weather "
The price is CA $348
CA $446 total
includes taxes & fees
Apr 28 - Apr 29
Aqua by American Beech - Adults Only
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is CA $198
CA $256 total
includes taxes & fees
Apr 17 - Apr 18
Windward Shores Ocean Resort
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (89)
"Loved this hotel! Friendly staff and extremely clean. I plan on coming back. The only place I will stay."
The price is CA $165
CA $190 total
includes taxes & fees
Apr 16 - Apr 17
The Niantic Inn
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (587)
"Awesome place. The new rooms they built were beautifully designed and super comfortable. The restaurant is fantastic with very warm service. They were able to accommodate a large famijy gathering for breakfast in the garden with an hours notice. Super helpful "
The price is CA $293
CA $335 total
includes taxes & fees
Apr 22 - Apr 23
The Hampton Maid
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (248)
"Perfect location and super clean"
The price is CA $227
CA $290 total
includes taxes & fees
Apr 29 - Apr 30
East Hampton House Resort
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (516)
"Beautiful setting "
The price is CA $313
CA $400 total
includes taxes & fees
Apr 21 - Apr 22
Sound View Greenport
Econo Lodge Inn & Suites Old Saybrook Westbrook
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (420)
"We requested a room on the first floor. They provided us with a handicapped accessible room. The ramp from our room went right to the handicapped parking area. It was so nice to be able to unload everything from our vehicle into our room. We were within walking distance of a Big Y grocery store, a Kohls department store and a Five Guys restaurant."
The price is CA $99
CA $114 total
includes taxes & fees
Apr 23 - Apr 24
Econo Lodge Inn & Suites Old Saybrook Westbrook
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (508)
"Great cozy stay. Very nice staff, amazing location."
The price is CA $298
CA $341 total
includes taxes & fees
Apr 22 - Apr 23
Sag Harbor Inn
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (382)
"Loved it ! Will be back!!"
The price is CA $161
CA $209 total
includes taxes & fees
Apr 17 - Apr 18
Hamlet 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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Find out more about The Heights

Find out more about The Heights

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, House on Chase Creek is the highest ranked property in The Heights. This guesthouse offers free parking and free WiFi. Another top choice in the area is The Chequit.

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 14 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.