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The Chequit

3.0 star property
Travelers find a cozy retreat in The Heights where mornings start with fresh coffee, and the day unfolds in a charming atmosphere of relaxation

Choose dates to view prices

The Chequit, in the heart of The Heights, offers a genuine retreat. Guests can dine at the on-site restaurant or grab a coffee. The property provides in-room WiFi, free self parking, and maintains smoke-free premises throughout.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Restaurant

Room options

View all photos for Summer House Standard

Frette Italian sheets, premium bedding, blackout curtains

Summer House Standard

Highlights

Connecting rooms available
Frette Italian bed sheets
Blackout curtains
Premium bedding
Private bathroom
  • Bay view
  • 194 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Summer House Large

Frette Italian sheets, premium bedding, blackout curtains

Summer House Large

Highlights

Connecting rooms available
Frette Italian bed sheets
Blackout curtains
Premium bedding
Private bathroom
  • Bay view
  • 194 sq ft
  • Sleeps 4
  • 1 King Bed

Summer Cottage Standard

Highlights

Connecting rooms available
Frette Italian bed sheets
Blackout curtains
Premium bedding
Private bathroom
  • Bay view
  • 194 sq ft
  • Sleeps 2
  • 1 Queen Bed

Summer Cottage Suite

Highlights

Connecting rooms available
Frette Italian bed sheets
Blackout curtains
Premium bedding
Private bathroom
  • Bay view
  • 194 sq ft
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard King

Frette Italian sheets, premium bedding, blackout curtains

Standard King

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

Deluxe King

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

Washington Suite

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

View all photos for Superior King

Frette Italian sheets, premium bedding, blackout curtains

Superior King

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

View all photos for The Chequit Suite

Frette Italian sheets, premium bedding, blackout curtains

The Chequit Suite

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

Summer House Suite

Highlights

Connecting rooms available
Frette Italian bed sheets
Premium bedding
Blackout curtains
Separate bedroom
Private bathroom
Living room
  • Bay view
  • 194 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
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About the area

Located near the beach, The Chequit is in The Heights, a neighbourhood 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 guide
Map
23 Grand Ave, Shelter Island Heights, NY, 11965

What's nearby

  • Shelter Island Country Club
    9 min walk - 0.8 km
  • Sunset Beach
    2 min drive - 1.8 km
  • East End Seaport Maritime Museum
    20 min drive - 2.3 km
  • Railroad Museum of Long Island
    20 min drive - 2.7 km
  • Greenport Carousel
    21 min drive - 3.0 km

Getting around

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

Restaurants

  • Claudios Clam Bar
    22 min drive
  • Aldo's
    21 min drive
  • Noah's
    21 min drive
  • Sunset Beach Restaurant
    3 min drive
  • Goldberg’s Famous Bagels
    21 min drive

About this property

The Chequit

Hotel located in The Heights
The Chequit provides amenities, such as 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 property
Room features
All guest rooms at The Chequit feature comforts, such as premium bedding, as well as
Extra conveniences in all rooms include:
  • Bathrooms with showers

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Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking

Food and drink

  • A coffee shop/cafe
  • A restaurant

Conveniences

  • Limited-hour front desk

Guest services

  • Housekeeping on request

Accessibility

  • No lift

More

  • Smoke-free property

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
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours), key retrieval

Pets

Pets stay for 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
Property Registration Number 86-3101878

We should mention

This property does not have any lifts
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?

Checkout is at 11:00 AM.

Where is The Chequit located?

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

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Reviews

The Chequit Reviews

9.0

Wonderful

9.6

Cleanliness

8.8

Amenities

8.8

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 26 out of 37 reviews
Rating 8 - Good. 6 out of 37 reviews
Rating 6 - Okay. 2 out of 37 reviews
Rating 4 - Poor. 1 out of 37 reviews
Rating 2 - Terrible. 2 out of 37 reviews

Reviews

8/10 Good

Neal

Liked: Cleanliness, staff & service, property conditions & facilities
A cozy room with great pillows and quiet. Perfect little place.
Stayed 2 nights in Sep 2025

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

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

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

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Always a sold stay on Shelter Island
Stayed 1 night in Aug 2025

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

Vanessa

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

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

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

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

Charles

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

10/10 Excellent

Lucas

Excellent
Stayed 1 night in Nov 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

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

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 traveller

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

10/10 Excellent

christina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay!
Stayed 2 nights in Sep 2021

10/10 Excellent

Worakorn

Stayed 1 night in Jul 2025

10/10 Excellent

Constance

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025

10/10 Excellent

Peter

Stayed 2 nights in May 2025

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