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Hotels in The Heights, Shelter Island Heights from CA $110

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Aug 29 - Aug 30
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The Heights hotels and places to stay

Our top choices for The Heights hotels

Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1007)
"The venue is great. "
The price is CA $491
CA $593 total
includes taxes & fees
Sep 8 - Sep 9
Saybrook Point Resort & Marina
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (195)
"Close to town and pool was great!"
The price is CA $175
CA $201 total
includes taxes & fees
Sep 2 - Sep 3
Greenporter Hotel
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
The price is CA $171
CA $196 total
includes taxes & fees
Sep 1 - Sep 2
Shorewood Inn
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is CA $339
CA $387 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek
The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (35)
"Everyone was amazing "
The price is CA $657
CA $751 total
includes taxes & fees
Sep 7 - Sep 8
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, (475)
"Great one night stay in Amagansett! Room had a nice balcony with ocean views"
The price is CA $267
CA $335 total
includes taxes & fees
Sep 29 - Sep 30
Sea Crest Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (239)
"Had a great time. Will be back"
The price is CA $456
CA $581 total
includes taxes & fees
Sep 11 - Sep 12
Cliffside Resort Condominiums
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (269)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is CA $109
CA $125 total
includes taxes & fees
Sep 3 - Sep 4
Clinton Motel
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The price is CA $296
CA $328 total
includes taxes & fees
Sep 21 - Sep 22
The Captain Stannard
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1012)
"Good budget friendly hotel"
The price is CA $110
CA $127 total
includes taxes & fees
Sep 3 - Sep 4
Pier Blue Inn Old Saybrook - Essex
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The price is CA $408
CA $513 total
includes taxes & fees
Sep 21 - Sep 22
The Pridwin Hotel
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (623)
"Service at front desk was very good!"
The price is CA $106
CA $122 total
includes taxes & fees
Sep 29 - Sep 30
Liberty Inn
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (547)
"Great place to stay!"
The price is CA $427
CA $488 total
includes taxes & fees
Sep 21 - Sep 22
Sag Harbor Inn
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (306)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is CA $328
CA $375 total
includes taxes & fees
Sep 11 - Sep 12
Hampton's Vacation Inn
Southampton Inn
Aerial view

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (536)
"Close to everything!! "
The price is CA $414
CA $495 total
includes taxes & fees
Sep 14 - Sep 15
Southampton Inn
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is CA $224
CA $258 total
includes taxes & fees
Sep 9 - Sep 10
The Niantic Inn
The Harbor Front Inn
Exterior

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (508)
"Great location ,beautiful hotel,nice staff"
The price is CA $273
CA $379 total
includes taxes & fees
Sep 21 - Sep 22
The Harbor Front Inn
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (564)
"Great location "
The price is CA $363
CA $482 total
includes taxes & fees
Sep 14 - Sep 15
Sound View Greenport
The Shoals Suites and Slips
Garden Suite King

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (193)
"The hotel was lovely"
The price is CA $512
CA $620 total
includes taxes & fees
Sep 3 - Sep 4
The Shoals Suites and Slips
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (160)
"Charming, beautiful inn; excellent food and service."
The price is CA $300
CA $334 total
includes taxes & fees
Sep 28 - Sep 29
Westbrook Inn B&B
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.

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best hotels in The Heights that travellers recommend?
The Chequit stands out as a top choice in Shelter Island Heights, boasting an impressive traveller review score of 8.8. This charming hotel combines a rustic vibe with modern comforts, making it an inviting retreat for all types of travellers. 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 travellers, 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 travellers 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?
Before booking your The Heights hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
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 from CA $110 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.