Montclair Colony Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most. Learn more about Montclair Colony
Center console boat on Long Island, NY. Photographed by drone.

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.

Find hotels in Silver Beach

Top hotels in Montclair Colony

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is 6.265.113 ₫ per night from 19 Apr to 20 Apr
6.265.113 ₫
7.659.089 ₫ total
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
it was our first time and we really enjoyed the place. The Band was amazing! Being at the resort made our weekend great. Will definitely be back!

Reviewed on 11 Apr 2026

Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is 4.058.017 ₫ per night from 3 May to 4 May
4.058.017 ₫
6.892.588 ₫ total
3 May - 4 May
includes taxes & fees
8.4/10 Very Good! (630 reviews)
The staff was very friendly professional. Very engaging. The room was spotless and nice. it faced the Long Island sound breathtaking view are sliding glass door open up to a patio with steps that lead right to the beach ……. Stunning

Reviewed on 12 Apr 2026

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is 4.186.629 ₫ per night from 14 Apr to 15 Apr
4.186.629 ₫
4.809.555 ₫ total
14 Apr - 15 Apr
includes taxes & fees
9.6/10 Exceptional! (458 reviews)
Spacious suite. Wish our stay was longer. Very clean, lots of special touches. Great staff.

Reviewed on 2 Apr 2026

The Bentley Hotel Southampton
See all 4,047 properties in Montclair Colony
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.

Frequently asked questions

How much does a Montclair Colony holiday package cost?
From just , you can tailor make your Montclair Colony package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Montclair Colony?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you money too. A Montclair Colony holiday package makes it a breeze to create your ideal trip. With more than 550 airlines all over the world to select from, finding convenient flights that suit your busy schedule won't be a challenge. In addition to that, we have over 1null000null000 hotels globally to select from. Now that's what we call choice. No matter who you are, Expedia brings the world within your reach.
Where should I stay in Montclair Colony?
With so much to do in Montclair Colony, it'd be handy for you to stay close to its attractions. Shell Beach, Shelter Island Historical Society and Wades Beach are some interesting ones to put on your itinerary.
How far in advance should I book my Montclair Colony holiday?
Travellers can normally look up international flights on Expedia up to 12 months prior to departure. Booking last minute? With a little bit of luck, it's still possible to nab an affordable ticket just weeks before your journey.
What does an Expedia Montclair Colony travel package include?
That depends on what you're looking for. If you're travelling by yourself, you might decide to bundle flights and hotels. Taking the whole family to Montclair Colony? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Montclair Colony travel package?
A package can be more affordable than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and land a great deal. Whatever your holiday goals are, you'll find a package that's right for you.
Can I choose my airline with a Montclair Colony Expedia holiday package?
Yes, and with over 550 airlines to choose from throughout the world, you're spoiled for choice. Browse the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Montclair Colony holiday package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Montclair Colony holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more details, head to our Customer Service Portal. We're here to help you every step of the way.

Popular places to visit

Shelter Island Historical Society

You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve