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Find hotels in The Heights, Shelter Island Heights from ₩120,821

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Nov 14 - Nov 15
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Nov 15 - Nov 16
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Nov 14 - Nov 16
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Nov 21 - Nov 23

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Discover 3,974 The Heights hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

View from property
House on Chase Creek

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
United States
Vincent
The price is ₩271,519
₩310,207 total
includes taxes & fees
Nov 17 - Nov 18
House on Chase Creek
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
22.6 km from The Heights
9.4 out of 10, Exceptional, (1000)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is ₩356,100
₩446,294 total
includes taxes & fees
Nov 30 - Dec 1
Saybrook Point Resort & Marina
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
23.3 km from The Heights
8.0 out of 10, Very Good, (1002)
"Great place to stay!"
United States
Nancy
Pier Blue Inn Old Saybrook - Essex
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
26.5 km from The Heights
7.2 out of 10, Good, (67)
"As long as you aren’t utilizing the hotel to sleep it is great. The rooms are above a bar that plays music till late in the night. Rooms themselves are great, just a tough location with no parking "
United States
Brendan
Hampton Bays Hotel on Main
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
23.3 km from The Heights
8.8 out of 10, Excellent, (1002)
"We love the stay everything was perfect"
United States
angelica
The price is ₩302,716
₩373,460 total
includes taxes & fees
Nov 23 - Nov 24
Water's Edge Resort & Spa
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
29.8 km from The Heights
9.4 out of 10, Exceptional, (336)
"Staff and hotel are lovely "
United States
Steven
The price is ₩360,600
₩414,690 total
includes taxes & fees
Nov 23 - Nov 24
Madison Beach Hotel
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
26.5 km from The Heights
7.8 out of 10, Good, (1003)
"It was a nice clean hotel. "
Canada
Rhona
The price is ₩131,089
₩150,753 total
includes taxes & fees
Dec 15 - Dec 16
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ₩198,790
₩299,102 total
includes taxes & fees
Dec 14 - Dec 15
The Harbor Front Inn
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
22.1 km from The Heights
7.2 out of 10, Good, (965)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (287)
"Spotless room, wonderfully comfortable bed, beautiful decorating job and the sweetest, nicest front desk person - Jessica, who made us feel welcome!"
United States
Marina
Zey Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
24.7 km from The Heights
9.0 out of 10, Wonderful, (683)
"Love this place "
United States
Diane
The price is ₩416,399
₩475,735 total
includes taxes & fees
Nov 15 - Nov 16
The Hampton Maid
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ₩150,697
₩194,760 total
includes taxes & fees
Nov 16 - Nov 17
Hamlet Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
23.3 km from The Heights
7.2 out of 10, Good, (459)
"🙂"
United States
Jared
The price is ₩105,062
₩120,821 total
includes taxes & fees
Nov 23 - Nov 24
Econo Lodge Inn & Suites Old Saybrook Westbrook
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (567)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is ₩276,277
₩315,646 total
includes taxes & fees
Nov 17 - Nov 18
Sag Harbor Inn
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
25.8 km from The Heights
7.4 out of 10, Good, (640)
"The room was very clean. We stayed two nights and the maid service was excellent. "
United States
Kelcey
The price is ₩117,649
₩135,297 total
includes taxes & fees
Nov 23 - Nov 24
Liberty Inn
Standard Studio, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
30.1 km from The Heights
9.0 out of 10, Wonderful, (120)
"Great place"
United States
Kancheng
The price is ₩182,422
₩209,785 total
includes taxes & fees
Nov 25 - Nov 26
The Niantic Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
3.8 km from The Heights
8.6 out of 10, Excellent, (588)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ₩286,307
₩399,091 total
includes taxes & fees
Dec 14 - Dec 15
Sound View Greenport
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
26 km from The Heights
9.4 out of 10, Exceptional, (312)
"It was beautiful and I would go again now if I could. "
United States
Wilson
Aqua by American Beech - Adults Only
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (378)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
The price is ₩170,526
₩196,295 total
includes taxes & fees
Nov 17 - Nov 18
The Bentley Hotel Southampton
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4.0 star property
2.3 km from The Heights
9.8 out of 10, Exceptional, (137)
"amazing stay, very quaint and relaxing "
United States
rebecca
Silver Sands Motel & Beach Bungalows
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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Hotels in The Heights with free breakfast

Terrace/patio
Shorewood Inn
Shorewood Inn
2.5 star property
  • Breakfast included
8.4 out of 10, Very Good, (704)
Shorewood Inn
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Hotels in The Heights with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
  • Pool
8.6 out of 10, Excellent, (437)
The price is ₩150,697
₩194,760 total
includes taxes & fees
Nov 16 - Nov 17
Hamlet Inn
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Top guest rated hotels in The Heights

View from property
House on Chase Creek
House on Chase Creek
2.5 star property
    9.4 out of 10, Exceptional, (79)
    The price is ₩271,519
    ₩310,207 total
    includes taxes & fees
    Nov 17 - Nov 18
    House on Chase Creek
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    Where to stay in The Heights

    Find the best The Heights areas and neighborhoods for the activities you enjoy most.

    Hay Beach

    Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

    Top The Heights Hotel Reviews

    The Bentley Hotel Southampton

    The Bentley Hotel Southampton

    10/10 Excellent
    "Clean, spacious"
    William 1-night trip
    Posted 22 hours ago
    The Bentley Hotel Southampton

    Explore a world of travel with Expedia

    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. Another top choice in the area is House on Chase Creek.
    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 13 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.