Montclair Colony Hotels, Shelter Island

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24 Sept - 25 Sept
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25 Sept - 26 Sept
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26 Sept - 28 Sept
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3 Oct - 5 Oct

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3994 Cheap Hotels in Montclair Colony - Specials, Reviews, & Last Minute Deals

Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (56)
"Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host."
The price is NZ$292
includes taxes & fees
1 Oct - 2 Oct
Carole's Place B & B
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is NZ$757
includes taxes & fees
13 Oct - 14 Oct
The 1770 House Restaurant & Inn
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (126)
"We had a great time, it’s a beautiful property and there’s plenty to do downtown. It was our first time here and we’ll definitely be back. "
Silver Sands Motel & Beach Bungalows
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (362)
"Pet friendly "
The price is NZ$576
includes taxes & fees
9 Oct - 10 Oct
The Preston House & Hotel
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
9.8 out of 10, Exceptional, (167)
"Beautiful place and wonderful staff"
The price is NZ$411
includes taxes & fees
14 Oct - 15 Oct
Westbrook Inn B&B
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (56)
"Amazing property. Really enjoyed our stay."
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is NZ$1,216
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
The Pridwin Hotel
The Shoals Suites and Slips
Garden Suite King

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (206)
"Loved our stay"
The price is NZ$472
includes taxes & fees
25 Sept - 26 Sept
The Shoals Suites and Slips
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (247)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Menhaden
Property entrance

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (162)
"Great little boutique hotel. Staff were very helpful and accommodating. Great restaurants and wineries in the area. Would highly recommend!"
The price is NZ$806
includes taxes & fees
9 Oct - 10 Oct
The Menhaden
The Hedges Inn
Room One: Large Queen Guestroom

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is NZ$783
includes taxes & fees
25 Sept - 26 Sept
The Hedges Inn
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (338)
"Return visitor. Great stay."
The price is NZ$337
includes taxes & fees
25 Sept - 26 Sept
The Bentley Hotel Southampton
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (64)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
The price is NZ$1,111
includes taxes & fees
29 Sept - 30 Sept
East Hampton Art House Bed & Breakfast
James Pharmacy Bed & Breakfast
Miss Anna James Room

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (18)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
The price is NZ$514
includes taxes & fees
9 Oct - 10 Oct
James Pharmacy Bed & Breakfast
Bridgehampton Inn
Outdoor wedding area

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (216)
"Lovely inn, with very accommodating staff. "
The price is NZ$582
includes taxes & fees
9 Oct - 10 Oct
Bridgehampton Inn
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (554)
"Great place to stay!"
The price is NZ$550
includes taxes & fees
13 Oct - 14 Oct
Sag Harbor Inn
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Great place!! "
The price is NZ$731
includes taxes & fees
14 Oct - 15 Oct
Saybrook Point Resort & Marina
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
The price is NZ$419
includes taxes & fees
13 Oct - 14 Oct
House on Chase Creek
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (242)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
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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Our guide on where to stay in Montclair Colony

Find the best Montclair Colony areas for the activities you enjoy most.

Menantic Creek

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

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 Crescent Beach and Sunset Beach.

Coecles Harbor

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

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.

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 Sunset Beach.

Top Montclair Colony Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"This was a pleasant surprise of a stay! Very clean, central to places to eat, right on the water, and just overall a great stay."
Tristan 2-night trip
Posted 2 days ago
Hyatt Place Long Island East End

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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.