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Search Hotels in Montclair Colony, Shelter Island

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Check prices for these dates

This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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Our top choices for Montclair Colony hotels

A deck with outdoor seating, overlooking a body of water with a sunset view.

1. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
3.2 km from Montclair Colony
9.4 out of 10, Exceptional, (120 reviews)
"We had a great weekend here. A bit pricy but 100% worth the money"
United States
Morris
The price is ฿20,069
฿25,222 total
includes taxes & fees
16 Sept - 17 Sept
The Pridwin Hotel
A waterfront property with a large house, multiple boats docked, and lush greenery.

2. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (665 reviews)
"Location and scenery"
United States
Loretta
The price is ฿10,760
฿12,294 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

3. 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)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is ฿6,684
฿7,636 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

4. 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, (165 reviews)
"I love this place"
United States
Sirikhwan
The price is ฿10,794
฿12,332 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A spacious room with wicker furniture, large windows, and a view of the sea.

5. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (726 reviews)
"Great one night stay."
United States
Irene
The price is ฿8,823
฿11,028 total
includes taxes & fees
1 Oct - 2 Oct
Sound View Greenport
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

6. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ฿11,369
฿14,317 total
includes taxes & fees
16 Sept - 17 Sept
The Menhaden
A two-story house with a balcony, outdoor seating area, and a variety of plants.

7. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (402 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ฿5,604
฿6,403 total
includes taxes & fees
23 Sept - 24 Sept
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

8. 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, (339 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is ฿6,703
฿8,488 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

9. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (654 reviews)
"Great location"
United States
Jordan
The price is ฿8,339
฿10,476 total
includes taxes & fees
15 Oct - 16 Oct
The Harbor Front Inn

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
The price is ฿9,549
฿13,856 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

11. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
2.8 km from Montclair Colony
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is ฿10,412
฿11,896 total
includes taxes & fees
16 Sept - 17 Sept
West Neck Guesthouse
An outdoor patio area with string lights, tables, chairs, and a fire pit.

12. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.2 out of 10, Wonderful, (58 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is ฿6,875
฿7,854 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit
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, (307 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is ฿14,796
฿18,594 total
includes taxes & fees
4 Oct - 5 Oct
Faraway Sag Harbor
A serene landscape with a calm body of water reflecting trees with autumn foliage.

14. House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is ฿7,150
฿8,169 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek
A modern house with a deck, outdoor seating, and a fire pit.

15. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (55 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ฿10,619
฿12,132 total
includes taxes & fees
30 Sept - 1 Oct
North Fork Resort
A poolside area with lounge chairs and yellow umbrellas.

16. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (288 reviews)
"Honestly I was blown away by the hospitality and cleanliness of the new updated hotel. Recommend to all."
United States
Matthew
The price is ฿11,425
฿14,394 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

17. American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
9.0 out of 10, Wonderful, (206 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ฿7,899
฿10,347 total
includes taxes & fees
23 Sept - 24 Sept
American Beech Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

18. Topping Rose House

Topping Rose House
4.5 star property
13.1 km from Montclair Colony
9.0 out of 10, Wonderful, (161 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ฿32,571
฿37,328 total
includes taxes & fees
21 Sept - 22 Sept
Topping Rose House
A sign for Pier Blue Guesthouse with a logo and name.

19. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
26.7 km from Montclair Colony
8.0 out of 10, Very good, (1,009 reviews)
"Pleasant one night stay in our trek"
United States
Carolyn
The price is ฿2,697
฿3,101 total
includes taxes & fees
21 Sept - 22 Sept
Pier Blue Inn Old Saybrook - Essex
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

20. The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (286 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ฿8,430
฿11,291 total
includes taxes & fees
14 Oct - 15 Oct
The Sagaponack
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.
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Where to stay in Montclair Colony

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

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

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

Silver Beach

While Silver Beach may 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 Crescent Beach.

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

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society are some notable places to visit nearby.

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

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

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 Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Shelter Island Historical Society.

Top Montclair Colony Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 15 hours ago
Sound View Greenport

Frequently asked questions

What is Montclair Colony like?
You'll be sure to have fun exploring Shelter Island's Montclair Colony neighbourhood.
If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?
Yes, the majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best deals available in Montclair Colony.
What is there to do around this Shelter Island neighbourhood?
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.