Montclair Colony Packages (Flight + Hotel)

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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 Shell Beach.

Find hotels in Silver Beach

Top hotels in Montclair Colony

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is ฿2,650 per night from 6 May to 7 May
฿2,650
฿3,047 total
6 May - 7 May
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Parking was easy. Bed mattress terrible. Tired room and furnishings. Basic supplies.

Reviewed on 28 Apr 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is ฿18,688 per night from 29 May to 30 May
฿18,688
฿24,125 total
29 May - 30 May
includes taxes & fees
8.4/10 Very Good! (643 reviews)
Clean rooms, great continental breakfast. Was upgraded to waterfront room!!

Reviewed on 3 May 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 ฿5,614 per night from 7 May to 8 May
฿5,614
฿6,446 total
7 May - 8 May
includes taxes & fees
9.6/10 Exceptional! (481 reviews)
From check in check out , friendly staff, beautiful property & right in the middle of it all

Reviewed on 3 May 2026

The Bentley Hotel Southampton
See all 4,088 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 1,000,000 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

Colorful pebbles and shells on a beach

Shell Beach

Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach
Man watching sailboat on Long Island Sound

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach

Things to do

Private Luxury Wine Tours of Long Island Pindar Winery

Private Luxury Wine Tours of Long Island Pindar Winery

฿5,747
per adult
Private Luxury Wine Tours of Long Island Pindar Winery
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM

Half Day(PM) North Fork Private Wine & Food Tour by Local Expert

฿10,824
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.