Default HTG hotel image

Find hotels in Montclair Colony, Shelter Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Montclair Colony hotels

A lakeside patio with outdoor seating and a view of the water.

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
5.5 km from Montclair Colony
10.0 out of 10, Exceptional, (174 reviews)
"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."
United States
Keith
The price is ₩375,816
₩429,370 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
An outdoor patio area with string lights, tables, chairs, and a fire pit.

2. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.2 out of 10, Wonderful, (68 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ₩240,388
₩274,643 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (421 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ₩244,215
₩279,016 total
includes taxes & fees
Oct 26 - Oct 27
Zey Hotel
A waterfront property with a large house, multiple boats docked, and lush greenery.

4. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (676 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ₩293,460
₩335,277 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Front of property - evening/night

5. Shelter Island House

Shelter Island House
3.5 star property
2.7 km from Montclair Colony
8.4 out of 10, Very good, (66 reviews)
The price is ₩269,675
₩308,093 total
includes taxes & fees
Oct 21 - Oct 22
Shelter Island House
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

6. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
5.5 km from Montclair Colony
9.4 out of 10, Exceptional, (344 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is ₩325,067
₩404,944 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

7. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (664 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is ₩239,860
₩312,311 total
includes taxes & fees
Nov 4 - Nov 5
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.

8. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (749 reviews)
"Great one night stay."
United States
Irene
The price is ₩257,340
₩332,345 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
A serene landscape with a calm body of water reflecting trees with autumn foliage.

9. House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is ₩248,119
₩283,473 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

10. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (191 reviews)
The price is ₩463,744
₩583,522 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

11. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (293 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ₩347,965
₩438,419 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate
Terrace/patio

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is ₩226,859
₩408,097 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A pool area with umbrellas, potted plants, and a pathway leading to a building.

13. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (311 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is ₩507,352
₩637,620 total
includes taxes & fees
Nov 8 - Nov 9
Faraway Sag Harbor
A modern house with a deck, outdoor seating, and a fire pit.

14. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (63 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ₩356,976
₩407,846 total
includes taxes & fees
Oct 12 - Oct 13
North Fork Resort
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

15. American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ₩336,072
₩437,550 total
includes taxes & fees
Oct 29 - Oct 30
American Beech Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

16. Topping Rose House

Topping Rose House
4.5 star property
13.1 km from Montclair Colony
9.0 out of 10, Wonderful, (163 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ₩838,170
₩962,299 total
includes taxes & fees
Oct 21 - Oct 22
Topping Rose House
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

17. A Room At The Beach

A Room At The Beach
3.0 star property
13.1 km from Montclair Colony
9.2 out of 10, Wonderful, (102 reviews)
The price is ₩396,774
₩453,309 total
includes taxes & fees
Oct 13 - Oct 14
A Room At The Beach
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

18. The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ₩269,406
₩361,469 total
includes taxes & fees
Nov 8 - Nov 9
The Sagaponack
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

19. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
26.8 km from Montclair Colony
8.8 out of 10, Excellent, (1,007 reviews)
The price is ₩252,468
₩313,491 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
A dining area with a fireplace, bookshelves, and a view of the bar area.

20. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
13.2 km from Montclair Colony
9.4 out of 10, Exceptional, (227 reviews)
"Great place!!!"
United States
Leslie
The price is ₩400,660
₩457,757 total
includes taxes & fees
Oct 22 - Oct 23
Bridgehampton Inn
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.
View all properties

Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most.
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Mashomack Preserve, some noteworthy sights in the nearby area.

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Shell Beach.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Wades Beach and Shell Beach.

Top Montclair Colony Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"The hotel is not new but was clean and everything worked well. The staff was very friendly and helpful. Breakfast was excellent and the hotel price was very reasonable."
Edward 1-night trip
Posted 15 hours ago
Quality Inn Old Saybrook - Westbrook

Frequently asked questions

What is Montclair Colony like?
You'll be sure to have fun visiting Shelter Island's Montclair Colony neighborhood.
If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the best deals available in Montclair Colony.
Where can I learn more about changing or cancelling my trip to Montclair Colony?
To find more details about changing or cancelling your trip to Montclair Colony, click here.
What is there to do around this Shelter Island neighborhood?
A few places to visit in the area around Montclair Colony include Shell Beach, Wades Beach, and Shelter Island Historical Society. When you're sightseeing in Shelter Island, Havens House and Sylvester Manor are also worth a stop.