Montclair Colony Vacation Packages

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Top Holiday Package Deals in Montclair Colony

Price found within the past 48 hours. Click for updated prices.
Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
Price was CA $1,042, price is now CA $669 per person
CA $669
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (NYC)
8.8/10 Excellent! (210 reviews)
Great customer service from staff

Reviewed on Aug. 25, 2025

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Price was CA $7,344, price is now CA $4,498 per person
CA $4,498
per person
Nov 14 - Nov 20
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
June checked us in for The Plaza and was excellent. He was friendly and offered us a room upgrade. We ended up moving to a family suite with 2 queen beds, a sitting area and bar area with a sink and microwave. The room was spectacular. Doormen were also super friendly and bellman was helpful too. The service here is exceptional and the rooms and common areas are beautiful. Highly recommend the hotel for a luxury experience.

Reviewed on Aug. 25, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,002, price is now CA $1,884 per person
CA $1,884
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (133 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,863, price is now CA $1,190 per person
CA $1,190
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
I had a small issue with the hotel but hotel manager was very helpful and resolved it as quick as he can. Thank you!!

Reviewed on Aug. 31, 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Price was CA $1,402, price is now CA $900 per person
CA $900
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (873 reviews)
Felt like they were short on towels towards the end of our stay.

Reviewed on Aug. 30, 2025

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
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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 Crescent Beach and Sunset Beach.

Find hotels in Silver Beach

Montclair Colony Hotel Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is CA $214 per night from Oct 2 to Oct 3
CA $214
CA $279 total
Oct 2 - Oct 3
includes taxes & fees
The Atlantic Hotel
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Sep 15 to Sep 16
CA $136
CA $156 total
Sep 15 - Sep 16
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $506 per night from Sep 4 to Sep 5
CA $506
CA $609 total
Sep 4 - Sep 5
includes taxes & fees
Saybrook Point Resort & Marina
See all 3,973 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.
All Inclusive Vacations
All Inclusive Vacations
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Family Vacations
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Frequently asked questions

How much does a Montclair Colony vacation package cost?
From just CA $669, 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 vacation 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 vacation?
Travelers 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 traveling 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 vacation goals are, you'll find a package that's right for you.
Can I choose my airline with a Montclair Colony Expedia vacation 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 vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Montclair Colony vacation 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.

Discover the most popular places to visit in Montclair Colony

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House

Things to do

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

CA $191
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
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.