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The Chequit

3.0 star property
Hotel in Shelter Island Heights with a coffee shop and a restaurant

Choose dates to view prices

Photo gallery for The Chequit

Exterior
1 bedroom, Frette Italian sheets, premium bedding, blackout drapes
View from room
1 bedroom, Frette Italian sheets, premium bedding, blackout drapes
Front of property
In the heart of The Heights, The Chequit offers a charming getaway with a coffee shop/cafe and restaurant. Connect to in-room WiFi, enjoy free self parking, and unwind in the smoke-free premises.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant

Room options

Main House Large

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • 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

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • Bay view
  • Sleeps 4
  • 1 King Bed

Summer Cottage Standard

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • Bay view
  • Sleeps 2
  • 1 Queen Bed

Main House Washington Suite

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • 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)

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • Bay view
  • Sleeps 3
  • 1 King Bed

Summer Cottage Suite

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • 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

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • 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

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Separate bedroom
Frette Italian linens
Private bathroom
  • 18 sq m
  • 1 bedroom
  • Bay view
  • Sleeps 4
  • 1 King Bed

Summer House Suite

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Separate bedroom
Frette Italian linens
Private bathroom
Living room
  • 18 sq m
  • 1 bedroom
  • 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

Highlights

Connecting rooms available
Premium bedding
Blackout drapes/curtains
Frette Italian linens
Separate bedroom
Private bathroom
  • 18 sq m
  • Bay view
  • Sleeps 4
  • 1 King Bed
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About the neighborhood

Located near the beach, The Chequit is in The Heights, a neighborhood in Shelter Island Heights. Sylvester Manor and Camera Obscura are local landmarks, and the area's natural beauty can be seen at The Hamptons Beaches and Orient Beach State Park. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting.
Visit our Shelter Island Heights travel guideOpens in a new window
Map
11965, NY, Shelter Island Heights, 23 Grand Ave

What's nearby

  • Sunset Beach - 3 min drive - 1.8 km
  • Railroad Museum of Long Island - 21 min drive - 2.7 km
  • Greenport Carousel - 21 min drive - 3.0 km
  • Kontokosta Winery - 23 min drive - 4.4 km
  • 67 Steps Beach - 24 min drive - 5.1 km

Getting around

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

Restaurants

  • ‪Stars Cafe - ‬1 min walk
  • ‪Claudios Clam Bar - ‬22 min drive
  • ‪Charlie Boy - ‬22 min drive
  • ‪Noah's - ‬21 min drive
  • ‪Claudio's Restaurant - ‬21 min drive

About this property

The Chequit

Hotel located in The Heights
The Chequit provides amenities like a coffee shop/cafe and a restaurant. Stay connected with free in-room WiFi.
You'll also enjoy the following perks during your stay:
  • Free self parking
  • Smoke-free premises
Room features
All guestrooms at The Chequit feature comforts such as premium bedding, as well as amenities like free WiFi.
Other conveniences in all rooms include:
  • Bathrooms with showers

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

Conveniences

  • Limited-hour front desk

Guest services

  • Housekeeping (on request)

Accessibility

  • No elevator

More

  • Smoking not allowed

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 stay free
Service animals are welcome, and are exempt from fees

Children and extra beds

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

Important information

Optional extras

  • Rollaway bed fee: USD 100.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

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

We should mention

This property does not have elevators
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Property is also known as

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

Frequently asked questions

Is The Chequit pet-friendly?

Yes, pets are allowed at this property.

How much is parking at The Chequit?

Self parking is free at this property.

What time is check-in at The Chequit?

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

What time is check-out at The Chequit?

Check-out is at 11:00 AM.

Where is The Chequit located?

Located in The Heights, this hotel is within 1 mi (2 km) of Shelter Island Country Club, Sunset Beach, and Crescent Beach. Sylvester Manor and East End Seaport Maritime Museum are also within 2 mi (3 km).

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The Chequit Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 25 out of 35 reviews
Rating 8 - Good. 5 out of 35 reviews
Rating 6 - Okay. 2 out of 35 reviews
Rating 4 - Poor. 1 out of 35 reviews
Rating 2 - Terrible. 2 out of 35 reviews

9.6/10

Cleanliness

8.8/10

Staff & service

8.8/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Aracely

Liked: Cleanliness
Everyone was amazing
Stayed 1 night in Aug 2025

10/10 Excellent

maura

Liked: Cleanliness, amenities, property conditions & facilities
we loved it!
Stayed 4 nights in Jul 2025

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
-
Stayed 1 night in Aug 2025

10/10 Excellent

Vanessa

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

10/10 Excellent

robin

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

10/10 Excellent

Kirill

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

Gabriele

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

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

Lucas

Excellent
Stayed 1 night in Nov 2024

10/10 Excellent

Beth

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

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

6/10 Okay

Ken

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

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

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

2/10 Terrible

Verified traveler

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

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

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

Raymond

Stayed 3 nights in Jul 2024

10/10 Excellent

Maria

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

6/10 Okay

george

Liked: Cleanliness, staff & service
Disliked: Amenities, property conditions & facilities
We had a room with an old door adjoining the next room. You could hear right through it like it was made of paper. It was like sharing a room with a stranger. The stranger came back at two in the morning and kept us awake for 3 hours. For the money it hard to believe that they would subject their guests to it.
Stayed 3 nights in Sep 2023

2/10 Terrible

peter

Stayed 1 night in Sep 2023