Upper Montclair Vacation Packages

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  • Better together

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

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Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Jul 8 - Jul 13

    One Grove + Flight

    The Waterfront
    5 nights
    2.0 star property
    9.4/10 - Exceptional (13 reviews)
    "Overall, a great place physically to stay and in a good area of the city. I felt very safe and was in minutes walk to many food places/the train station. However, the communication with the property was horrendous. I did not receive my check in info until 3:30 the day of. I had to make several calls just to receive this information. They take weeks to respond to a simple question and overall a headache to deal with. "
    Reviewed August 6, 2025
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,489
    CA $1,556
    per traveller
    found 1 day ago
    One Grove
  • Lobby lounge
    Aug 7 - Aug 10

    The Towers at Lotte New York Palace + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (672 reviews)
    Roundtrip • Toronto (YTZ) - New York (LGA)
    YTZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $3,202
    CA $1,774
    per traveller
    found 1 day ago
    The Towers at Lotte New York Palace
  • Exclusive Penthouse
    Jul 8 - Jul 12

    2 bedroom luxury Empire State VIEW + Flight

    Manhattan
    4 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY! "
    Reviewed March 19, 2026
    Roundtrip • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • Nonstop
    CA $7,319
    CA $4,175
    per traveller
    found 1 day ago
    2 bedroom luxury Empire State VIEW
  • Suite, 1 Bedroom (Skyline)
    Jul 12 - Jul 15

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Bare concrete floors in bathroom, freaking cold and it’s summer outside. How cold does that floor get at winter… Shower door needs a seal at the bottom so water doesn’t flow out in front of sink. Huge puddles flow out."
    Reviewed May 19, 2026
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $3,951
    CA $2,325
    per traveller
    found 21 hours ago
    1 Hotel Brooklyn Bridge
  • Outdoor pool
    Jul 5 - Jul 8

    Topping Rose House + Flight

    Bridgehampton
    3 nights
    4.5 star property
    9.0/10 - Wonderful (151 reviews)
    Roundtrip • Toronto (YYZ) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • Nonstop
    CA $2,752
    CA $1,717
    per traveller
    found 9 hours ago
    Topping Rose House

Upper Montclair Hotel Deals

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 $241 per night from May 25 to May 26
CA $241
CA $345 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (6,951 reviews)
"We had a great stay, room was clean and spacious and comfortable. Staff was friendly and helpful.ocation was great close to everything !"

Reviewed on May 22, 2026

Hyatt Grand Central New York
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 $274 per night from May 25 to May 26
CA $274
CA $375 total
May 25 - May 26
includes taxes & fees
7.4/10 Good! (7,945 reviews)
"Great stay. Large lobby, excellent location."

Reviewed on May 22, 2026

Sheraton New York Times Square Hotel
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from May 25 to May 26
CA $191
CA $288 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (6,762 reviews)
"Laubicacion excelente, los cuartos estan conforme al precio, la limpieza al cuarto excelente, pero lo que se refiere al WIFI nunca tuvimos y teniamos que bajar a trabajar al Lobby, el bar por la noche con mala actitud y servicio, si regreso lo contrataria de nuevo?, pienso que si por la excelente ..."

Reviewed on May 22, 2026

NEW YORKER BY LOTTE HOTELS
See all 12,303 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 , 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

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 Sesame Street Learn + Play Ticket

American Dream Sesame Street Learn + Play Ticket

CA $36
per adult
American Dream Sesame Street Learn + Play Ticket
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
American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $45
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.