Upper Montclair Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Kamil Er.

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Top Holiday Package Deals in Upper Montclair

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden North Bergen Near Secaucus

Wyndham Garden North Bergen Near Secaucus

3.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,000 reviews)
Rooms were large and clean. The main areas need the carpet replaced however. Also, breakfast should be included or much less than they are charging.

Reviewed on Aug. 1, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
per person
Oct 16 - Oct 19
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,429 reviews)
Gracious staff and strong luxury view. Remarkable view of Manhattan from some rooms.

Reviewed on Aug. 3, 2025

Madison Hotel

Madison Hotel

4 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,005 reviews)
Everything was terrific and I thought the free breakfast buffet was substantial and well presented. Plasticware is very cheap and bendy, however, and i would have preferred real stainless steel.

Reviewed on Jul. 20, 2025

One Grove

One Grove

2 out of 5
Downtown Jersey City
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (6 reviews)
Liked the property. Especially the touchless check in.

Reviewed on Jul. 17, 2025

Hilton Parsippany

Hilton Parsippany

4 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,000 reviews)
Very nice Hilton location. A Ruth’s Chris steakhouse is accessible from the lobby which was a nice surprise I was unaware of

Reviewed on Aug. 3, 2025

Upper Montclair Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Aug 10 to Aug 11
CA $230
CA $324 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (4,055 reviews)
"Great location, looks very nice. The thing I don't like is the convenience fee -- it basically translates to paying $35-$45 for breakfast, which is ridiculous, even in Manhattan."

Reviewed on Jul. 31, 2025

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Aug 17 to Aug 18
CA $230
CA $332 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (5,871 reviews)
"good"

Reviewed on Aug. 3, 2025

Hyatt Grand Central New York
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Aug 18 to Aug 19
CA $220
CA $257 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (6,190 reviews)
"Bed comfort"

Reviewed on Aug. 2, 2025

Hotel St. James
See all 10,684 properties in Upper Montclair
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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Frequently asked questions

How much does an Upper Montclair vacation package cost?
The most affordable Upper Montclair vacation package is CA $643, so the trip of your dreams can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to create a package that matches your traveling style.
How do I get a cheap travel package to Upper Montclair?
One word: bundle. Hotels, flights and rental cars — combine whatever you need into an Upper Montclair vacation package and save. Score even bigger bargains when you add extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your own way. We offer over 550 partner airlines and 1,000,000 properties throughout the world, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Upper Montclair?
A vacation in Upper Montclair wouldn't be complete without checking out Wellmont Theatre, Montclair Art Museum and Van Vleck House & Gardens. Spend your evenings close to these sights and make sightseeing a breeze.
How far in advance should I book my Upper Montclair vacation?
It can be difficult to know exactly when the best time is to book your Upper Montclair vacation. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels up to 12 months prior to your departure date. If you're eager to escape on a last-minute getaway, no need to stress! There are unbeatable bargains advertised on Expedia every single day.
What does an Expedia Upper Montclair travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to combine hotels and flights. Bringing the whole family to Upper Montclair? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking an Upper Montclair travel package?
Design deals that suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save a tidy sum just for combining your bookings. Whether you're taking off on a ski adventure or venturing someplace warm, your ideal vacation is only a few clicks away.
Can I choose my airline with an Upper Montclair Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply select the airline you want and create your ideal Upper Montclair getaway.
If I'm not able to travel, can I cancel my Upper Montclair vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Upper Montclair vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Upper Montclair

Van Vleck House & Gardens featuring a garden

Van Vleck House & Gardens

Meander through these pretty gardens to appreciate the range of exotic specimens and attend a piano recital or art exhibit in the house.

Van Vleck House & Gardens

Things to do

American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $44
per traveller
78% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
American Dream: LEGOLAND Discovery Center New Jersey

American Dream: LEGOLAND Discovery Center New Jersey

CA $44
per traveller
74% of travellers recommend
American Dream: LEGOLAND Discovery Center New Jersey
American Dream: Angry Birds Mini Golf Ticket

American Dream: Angry Birds Mini Golf Ticket

CA $29
per adult
American Dream: Angry Birds Mini Golf Ticket
See all activities in Montclair
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.