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Find hotels in The Heights, Shelter Island Heights

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Discover 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
$185 nightly
The price is $211
Nov 17 - Nov 18
Total with taxes and fees
House on Chase Creek
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
14 mi from The Heights
9.4 out of 10, Exceptional, (1001)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
$264 nightly
The price is $303
Nov 30 - Dec 1
Total with taxes and fees
Saybrook Point Resort & Marina
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
14.5 mi from The Heights
8.0 out of 10, Very Good, (1002)
"Great place to stay!"
United States
Nancy
$71 nightly
The price is $82
Nov 30 - Dec 1
Total with taxes and fees
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
16.5 mi 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
$121 nightly
The price is $138
Nov 18 - Nov 19
Total with taxes and fees
Hampton Bays Hotel on Main
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
14.5 mi from The Heights
8.8 out of 10, Excellent, (1001)
"We love the stay everything was perfect"
United States
angelica
$230 nightly
The price is $265
Nov 19 - Nov 20
Total with taxes and fees
Water's Edge Resort & Spa
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
18.5 mi from The Heights
9.4 out of 10, Exceptional, (336)
"Staff and hotel are lovely "
United States
Steven
$245 nightly
The price is $282
Dec 1 - Dec 2
Total with taxes and fees
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
16.5 mi from The Heights
7.8 out of 10, Good, (1004)
"It was a nice clean hotel. "
Canada
Rhona
$101 nightly
The price is $116
Nov 23 - Nov 24
Total with taxes and fees
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
1.5 mi from The Heights
8.8 out of 10, Excellent, (533)
"Awesome stay!!! Great Location "
United States
Bryan
$178 nightly
The price is $203
Dec 16 - Dec 17
Total with taxes and fees
The Harbor Front Inn
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
13.8 mi from The Heights
7.2 out of 10, Good, (966)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
$138 nightly
The price is $158
Nov 30 - Dec 1
Total with taxes and fees
The Atlantic Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
1.7 mi 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
$182 nightly
The price is $208
Dec 1 - Dec 2
Total with taxes and fees
Zey Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
15.4 mi from The Heights
9.0 out of 10, Wonderful, (683)
"Love this place "
United States
Diane
$188 nightly
The price is $215
Dec 1 - Dec 2
Total with taxes and fees
The Hampton Maid
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
14.3 mi from The Heights
8.6 out of 10, Excellent, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$131 nightly
The price is $147
Nov 16 - Nov 17
Total with taxes and fees
Hamlet Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
14.5 mi from The Heights
7.2 out of 10, Good, (459)
"🙂"
United States
Jared
$72 nightly
The price is $82
Nov 23 - Nov 24
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
6.2 mi 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
$209 nightly
The price is $239
Nov 16 - Nov 17
Total with taxes and fees
Sag Harbor Inn
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
16 mi 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
$77 nightly
The price is $89
Nov 23 - Nov 24
Total with taxes and fees
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
18.7 mi from The Heights
9.0 out of 10, Wonderful, (121)
"Great location. Nice and clean room and property"
United States
Eric
$138 nightly
The price is $159
Nov 16 - Nov 17
Total with taxes and fees
The Niantic Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
2.4 mi from The Heights
8.6 out of 10, Excellent, (590)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$237 nightly
The price is $271
Dec 16 - Dec 17
Total with taxes and fees
Sound View Greenport
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
16.2 mi 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
$201 nightly
The price is $229
Nov 30 - Dec 1
Total with taxes and fees
Aqua by American Beech - Adults Only
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
14.1 mi from The Heights
9.6 out of 10, Exceptional, (378)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
$117 nightly
The price is $134
Nov 18 - Nov 19
Total with taxes and fees
The Bentley Hotel Southampton
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4.0 star property
1.4 mi from The Heights
9.8 out of 10, Exceptional, (138)
"amazing stay, very quaint and relaxing "
United States
rebecca
$196 nightly
The price is $224
Dec 15 - Dec 16
Total with taxes and fees
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)
$93 nightly
The price is $106
Nov 30 - Dec 1
Total with taxes and fees
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)
$131 nightly
The price is $147
Nov 16 - Nov 17
Total with taxes and fees
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)
    $185 nightly
    The price is $211
    Nov 17 - Nov 18
    Total with taxes and fees
    House on Chase Creek
    See more properties

    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

    Saybrook Point Resort & Marina

    Saybrook Point Resort & Marina

    10/10 Excellent
    "amenities clean room with turndown service "
    michael 2-night trip
    Posted 14 hours ago
    Saybrook Point Resort & Marina

    Frequently asked questions

    What are the best hotels in The Heights that travelers recommend?
    The Chequit stands out as a top choice in Shelter Island Heights, boasting an impressive traveler review score of 8.8. This charming hotel combines a rustic vibe with modern comforts, making it an inviting retreat for all types of travelers. Guests love its premium bedding and Frette Italian sheets, ensuring a restful night's sleep after a day of adventure. With free Wi-Fi and free self-parking, convenience is at the forefront of your stay, allowing you to focus on enjoying everything the area has to offer.
    What are the best family hotels in The Heights?
    The Chequit, located in the charming Shelter Island Heights, is an inviting family-friendly hotel that promises a delightful stay for guests of all ages. Rated 8.8 by travelers, this property offers connecting rooms, making it easier for families to stay close together while enjoying their own space.
    What are the best budget hotels in The Heights?
    The Chequit, located in the charming Shelter Island Heights, is a delightful option for budget-conscious travelers seeking a cozy retreat. With an excellent review score of 8.8, this hotel boasts free WiFi in rooms, ensuring you stay connected during your getaway, and premium bedding with Frette Italian sheets for a luxurious night's sleep.
    Can I cancel my hotel reservation on Expedia?
    Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right The Heights hotel for you.
    How can I save on a The Heights hotel booking with Expedia?
    With Expedia, you earn OneKeyCash™* on eligible The Heights hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

    *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
    How much is the nightly rate at a The Heights hotel?
    Hotel prices in The Heights often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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