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The Chequit

3.0 star property
3-star hotel in The Heights

Choose dates to view prices

Photo gallery for The Chequit

Relax and dine al fresco in this serene outdoor seating area, surrounded by lush trees and a golf course view.
Experience the charm of CHEQUIT, a traditional building with a central entrance and balcony offering a serene atmosphere amidst lush surroundings.
Relax in this charming room with a sloped ceiling, large window, and comfortable seating area.
Experience the serene atmosphere of this elegant property, surrounded by lush greenery and classic architecture.
Staircase leads to a cozy seating area with a bench and a small table.

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant

Explore the area

Map
23 Grand Ave, Shelter Island Heights, NY, 11965
  • Greenport Carousel
    ‪21 min drive‬
  • Kontokosta Winery
    ‪23 min drive‬
  • 67 Steps Beach
    ‪24 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

Main House Large

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

View all photos for Summer House Standard

1 bedroom, Frette Italian sheets, premium bedding, blackout drapes

Summer House Standard

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

Summer Cottage Standard

  • 194 sq ft
  • Bay view
  • Sleeps 2
  • 1 Queen Bed

Main House Washington Suite

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

View all photos for Main House House Standard

Main House House Standard | 1 bedroom, Frette Italian sheets, premium bedding, blackout drapes

Main House House Standard

10.0 out of 10
Exceptional
(2 reviews)
  • 194 sq ft
  • Bay view
  • Sleeps 3
  • 1 King Bed

Summer Cottage Suite

  • 194 sq ft
  • Bay view
  • Sleeps 3
  • 1 Queen Bed

View all photos for Summer House Large

1 bedroom, Frette Italian sheets, premium bedding, blackout drapes

Summer House Large

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

View all photos for Main House Loft Suite

Main House Loft Suite | 1 bedroom, Frette Italian sheets, premium bedding, blackout drapes

Main House Loft Suite

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

Summer House Suite

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

View all photos for Main House Master Suite

Main House Master Suite | 1 bedroom, Frette Italian sheets, premium bedding, blackout drapes

Main House Master Suite

  • 194 sq ft
  • Bay view
  • Sleeps 4
  • 1 King Bed

About the neighborhood

Shelter Island Heights

The Heights stay.With a stay at this The Heights hotel, you'll be within half a mile (1 km) of Shelter Island Country Club and 2 miles (3 km) of Sunset Beach. Crescent Beach and Sylvester Manor are also within 2 miles (3 km).

What's nearby

  • Sunset Beach - 3 min drive - 1.1 miles
  • Railroad Museum of Long Island - 21 min drive - 1.7 miles
  • Greenport Carousel - 21 min drive - 1.9 miles
  • Kontokosta Winery - 23 min drive - 2.8 miles
  • 67 Steps Beach - 24 min drive - 3.2 miles

Getting around

  • Greenport Station - 21 min drive
  • East Hampton, NY (HTO) - 43 min drive

Restaurants

  • ‪Sterlington Deli - ‬20 min drive
  • ‪Stars Cafe - ‬1 min walk
  • ‪Lucharitos - ‬21 min drive
  • ‪Sunset Beach Restaurant - ‬3 min drive
  • ‪Aldo's - ‬21 min drive

About this property

The Chequit

3-star hotel in The Heights
Along with a restaurant, there's a coffee shop/cafe on site. Public spaces have free WiFi. Self parking is free.

This 3-star Shelter Island Heights hotel is smoke free.

  • 35 guestrooms or units
  • Front desk (limited hours)
  • No smoking on site
  • Coffee shop
  • Dining venue
The Chequit offers 35 accommodations with blackout drapes/curtains. Beds feature Frette Italian sheets and premium bedding. This Shelter Island Heights hotel provides complimentary wireless Internet access. Bathrooms include showers. Housekeeping is offered on request and irons/ironing boards can be requested.

Languages

English

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Aug 5 - Aug 6
Total includes taxes and fees
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Food and drink

  • A coffee shop/cafe
  • A restaurant

Accessibility

  • No elevator

Room amenities

Bedroom

  • Blackout drapes
  • Frette Italian sheets

Bathroom

  • Private bathroom
  • Shower

More

  • Connecting rooms available
  • Iron/ironing board on request

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 9:00 AM - 8:00 PM
Guests will receive an email within 72 hours before arrival with check-in instructions and key retrieval information; front desk staffed during limited hours

Access methods

Front desk (limited hours), key retrieval

Pets

  • Pets are welcome and stay free

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 100.0 per day.

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Rollaway bed fee: USD 100.0 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Noise-free guestrooms cannot be guaranteed
Safety features at this property include a smoke detector
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Noise-free guestrooms cannot be guaranteed. For guests' safety, the property includes a smoke detector in each accommodation.

We should mention

  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.

Property is also known as

The Chequit Hotel
The Chequit Shelter Island Heights
The Chequit Hotel Shelter Island Heights

Frequently asked questions

How close is The Chequit to the airport?

The Chequit is 12.5 mi (43-min drive) away from the East Hampton, NY (HTO) airport, the closest popular airport to the property.

How much does it cost to stay at The Chequit?

As of Jul 22, 2025, prices found for a 1-night stay for 2 adults at The Chequit on Jul 27, 2025 start from $598.49, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does The Chequit have an airport shuttle?

Airport shuttle services are not available at The Chequit.

How close is The Chequit to the beach?

This hotel is 4.8 mi (28-min drive) from The Hamptons Beaches and 1.1 mi (3-min drive) from Sunset Beach. Don't forget your sunscreen!

Does The Chequit offer free breakfast?

The Chequit does not offer free breakfast.

Is there a casino at The Chequit?

No, there is no casino at this hotel.

What time is check-in at The Chequit?

Check-in start time: 4:00 PM; Check-in end time: anytime.

Is there free parking at The Chequit?

This hotel offers free self parking.

Does The Chequit have a pool?

The Chequit does not have a pool.

Does The Chequit have a restaurant?

Yes, there is a restaurant on site.

Does The Chequit have a spa?

There are no spa services available at this hotel.

How close is The Chequit to downtown Shelter Island Heights?

The Chequit is 0.1 mi away from Shelter Island Heights.

The Chequit Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 21 out of 31 reviews
Rating 8 - Good. 5 out of 31 reviews
Rating 6 - Okay. 2 out of 31 reviews
Rating 4 - Poor. 1 out of 31 reviews
Rating 2 - Terrible. 2 out of 31 reviews

9.6/10

Cleanliness

8.6/10

Staff & service

8.6/10

Amenities

8.8/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

8/10 Good

Maria

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 3 nights in Feb 2025

10/10 Excellent

Lijun

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Lucas

Traveled with partner
Excellent
Stayed 1 night in Nov 2024

10/10 Excellent

Beth

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Chris, the front desk representative, was so helpful. He was kind and willing to help.
Stayed 1 night in Sep 2024

10/10 Excellent

mark

Stayed 4 nights in Aug 2024

8/10 Good

Jose

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 3 nights in Aug 2024

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely beautiful! I really hope to be back there again soon!
Stayed 1 night in Aug 2024

10/10 Excellent

mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wish they had full cable other than that highly recommended
Stayed 4 nights in Aug 2024

10/10 Excellent

Raymond

Stayed 3 nights in Jul 2024

6/10 Okay

Ken

Traveled with family
Liked: Cleanliness, property conditions & facilities
The hotel was very clean , except for two half bottles of soda left in the room refrigerator , the room was so small there wasn't enough room for a chair so other than the bed no place to sit.
Stayed 2 nights in Jul 2024

10/10 Excellent

Maria

Stayed 1 night in Jun 2024

10/10 Excellent

Kirill

Traveled with partner, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very spacious room, great coffee, there is a pub downstairs
Stayed 1 night in Jun 2024

10/10 Excellent

Walter

Liked: Property conditions & facilities
Stayed 2 nights in Sep 2023

10/10 Excellent

Maria

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2023

2/10 Terrible

peter

Stayed 1 night in Sep 2023

10/10 Excellent

robin

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fabulous stay .. staff amazing , customer service amazing will def come Back
Stayed 2 nights in Sep 2023

4/10 Poor

frederick

Disliked: Staff & service
I was either misquoted a price of $318.27 and was charged $407.05 on my credit, both of which were sent to my email on the Expedia website. As a vonsequence, I am requesting a refund of $88.78 to my credit card. Thank you.
Stayed 1 night in Aug 2023

10/10 Excellent

Javier

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Almost perfect

Overall a great experience. My only issue is that we were given room #2 -and while it’s a great room - due to its location on the first floor it can be noisy in the morning. There seems to be a supply closet right be the door and in the morning workers were getting supplies and talking. Also, the way that the room is set up when you open the front door to the room you can see right into the room and directly to the bed. The hotel was amenable in switching rooms for us if we wanted. Anyway, it was a very good experience and we would definitely be back if the opportunity presented itself.
Stayed 2 nights in Aug 2023

8/10 Good

Amy

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2023

10/10 Excellent

John

Stayed 1 night in Nov 2022

8/10 Good

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2022

10/10 Excellent

Clarella

Stayed 3 nights in Sep 2022

10/10 Excellent

Gabriele

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Property was amazing for our stay in Shelter Island
Stayed 1 night in Aug 2022

10/10 Excellent

Vanessa, Glendale

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Prefect place for a staycation
Stayed 1 night in Aug 2022

2/10 Terrible

Verified traveler

Traveled with group
Disliked: Staff & service, property conditions & facilities, room comfort
Unfortunately did not meet my expectations for $362 a night. Very disappointed. Not even a chest of drawers or stand to hold your bag for your clothing. Nightstands were wood attached to the wall. No TV nor refrigerator. 2 bottles of water on the table but nothing to keep them cold. Locking the door does not seem secure because you can see the light from outside around the door. Parking lot did not exist because they are under construction. I would definitely not recommend this hotel.
Stayed 2 nights in Jul 2022