Upper Montclair Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Upper Montclair

Price found within the past 48 hours. Click for updated prices.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $1,512, price is now CA $1,015 per person
CA $1,015
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (944 reviews)
The location was great, and the room was good size for New York, and the wi-fi worked great. Just a few small things were annoying but wouldn't affect my decision to stay here again. Some outlet covers were cracked, the shower-head kept sliding down and couldn’t be adjusted to stay up luckily it was a handheld shower-head.

Reviewed on Jul 6, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,938, price is now CA $1,250 per person
CA $1,250
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
If you pay for breakfast make sure you go down around 730-8am. Tried calling there’s front desk and they never answered. The staff was really nice thought, the bellman and the cleaning staff. There’s a lot of security which is nice makes you feel safer.

Reviewed on Jul 7, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,788, price is now CA $1,168 per person
CA $1,168
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Muy bien ubicado

Reviewed on Jul 7, 2026

The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Manhattan
Price was CA $3,438, price is now CA $2,317 per person
CA $2,317
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (57 reviews)

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was CA $1,611, price is now CA $1,116 per person
CA $1,116
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,240 reviews)
Only thing was out safe in room 1508 which was not working

Reviewed on Jul 6, 2026

Upper Montclair Hotel Deals

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jul 20 to Jul 21
CA $248
CA $355 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very good! (246 reviews)
"Elevator was always out of service and poor service room."

Reviewed on Jul 7, 2026

ROW NYC
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $264 per night from Jul 26 to Jul 27
CA $264
CA $373 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (7,310 reviews)
"I can’t say enough good things about the management team at this hotel. We had an issue with our original reservation, and they handled it with professionalism, kindness, and genuine care. Instead of making us feel like just another booking, they took the time to listen, quickly found a solution, ..."

Reviewed on Jul 7, 2026

Hyatt Grand Central New York
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
The price is CA $232 per night from Jul 26 to Jul 27
CA $232
CA $303 total
Jul 26 - Jul 27
includes taxes & fees
7.6/10 Good! (6,950 reviews)
"The staff are amazing! Knowledgable, helpful, kind, and fun. The room was old, and this had dirty/stained carpet and the ceiling actually dropped a chunk of plaster while we’re there. The A/C unit is old and VERY LOUD. It was over 100 degrees F during our stay and it struggled to keep up. It also ..."

Reviewed on Jul 7, 2026

Empire Hotel
See all 12,317 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Upper Montclair vacation package cost?
The most affordable Upper Montclair vacation package is CA $1,015, 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.

Stay near popular Upper Montclair attractions

Presby Memorial Iris Gardens

9.0/10 (2 reviews)
Explore the great outdoors at Presby Memorial Iris Gardens, a lovely green space in Montclair. Amble around this vibrant area's riverfront or experience its great live music.
See properties

Things to do

American Dream Sesame Street Learn + Play Ticket

American Dream Sesame Street Learn + Play Ticket

CA $33
per adult
American Dream Sesame Street Learn + Play Ticket
American Dream: Angry Birds Mini Golf Ticket

American Dream: Angry Birds Mini Golf Ticket

CA $30
per adult
American Dream: Angry Birds Mini Golf Ticket
American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $47
per traveller
88% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
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.