Upper Montclair Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 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
Price found within the past 48 hours. Click for updated prices.
  • Breakfast, lunch, dinner served; American cuisine, alfresco dining
    Jun 25 - Jun 30

    INNSiDE by Meliá New York Nomad + Flight

    Manhattan
    5 nights
    4.5 star property
    9.2/10 - Wonderful (2,242 reviews)
    "Super helpful staff, large clean room, a bit of nighttime noise but not more than any other hotel in NYC"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - New York (LGA)
    NRT - LGA • 1 stop LGA - NRT • 1 stop
    ￥540,922
    ￥379,207
    per traveler
    found 12 hours ago
    INNSiDE by Meliá New York Nomad
  • Sundeck
    Jun 26 - Jul 12

    Allegria Hotel + Flight

    Long Beach
    16 nights
    4.0 star property
    8.0/10 - Very Good (1,320 reviews)
    "All perfect"
    Reviewed May 13, 2026
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - NRT • 1 stop
    Save 100% on your flight
    ￥953,095
    ￥627,825
    per traveler
    found 20 hours ago
    Allegria Hotel
  • Superior King Room - Accessible | Premium bedding, in-room safe, desk, blackout drapes
    Jun 26 - Jul 12

    42 Hotel + Flight

    Brooklyn
    16 nights
    3.5 star property
    9.0/10 - Wonderful (873 reviews)
    "Hotel is clean and staff friendly"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - NRT • 1 stop
    Save 100% on your flight
    ￥909,112
    ￥600,840
    per traveler
    found 20 hours ago
    42 Hotel
  • Bar (on property)
    Jun 26 - Jul 12

    EVEN Hotel Brooklyn by IHG + Flight

    Brooklyn
    16 nights
    4.0 star property
    8.8/10 - Excellent (1,895 reviews)
    "Nice hotel but nickel and dime guests to death. Rooms are clean but small."
    Reviewed May 18, 2026
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - NRT • 1 stop
    ￥724,597
    ￥523,218
    per traveler
    found 20 hours ago
    EVEN Hotel Brooklyn by IHG
  • Exterior
    Jun 26 - Jul 12

    Comfort Inn Prospect Park - Brooklyn + Flight

    Brooklyn
    16 nights
    2.5 star property
    8.6/10 - Excellent (1,196 reviews)
    "I was charged more for the room. Only one time service in 4 nights stayed. I had to requests towels. Not staying there again!"
    Reviewed May 11, 2026
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - NRT • 1 stop
    ￥666,848
    ￥484,630
    per traveler
    found 20 hours ago
    Comfort Inn Prospect Park - Brooklyn

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 ￥30,368 per night from May 31 to Jun 1
￥30,368
￥42,691 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (6,941 reviews)
"The whole property just smells of really intense urine. It’s so bad that it made me feel sick. They do not clean the puddles or urine outside the hotel so you can actually smell when you are getting close to the hotel when you are walking outside. Our room also stank like urine and when we asked ..."

Reviewed on May 18, 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 ￥28,446 per night from May 31 to Jun 1
￥28,446
￥39,578 total
May 31 - Jun 1
includes taxes & fees
7.4/10 Good! (7,991 reviews)
"Asked waiter for a spoon at breakfast and he yelled back & pointed ,”they are over there”…. Embarrassing and they didn’t comp the meal & that waiter was working there the next morning….."

Reviewed on May 18, 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 ￥23,666 per night from May 25 to May 26
￥23,666
￥35,003 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (6,760 reviews)
"."

Reviewed on May 19, 2026

NEW YORKER BY LOTTE HOTELS
See all 12,316 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.

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

Bumblebee

Enjoy a stop at Bumblebee, an entertaining place to visit in Montclair. Amble around this vibrant area's riverfront or attend a sporting event.

Bumblebee

Things to do

American Dream Sesame Street Learn + Play Ticket

American Dream Sesame Street Learn + Play Ticket

￥4,074
per adult
American Dream Sesame Street Learn + Play Ticket
American Dream: Angry Birds Mini Golf Ticket

American Dream: Angry Birds Mini Golf Ticket

￥3,347
per adult
American Dream: Angry Birds Mini Golf Ticket
American Dream DreamWorks Indoor Water Park Ticket

American Dream DreamWorks Indoor Water Park Ticket

￥10,826
per adult
100% of travellers recommend
American Dream DreamWorks Indoor Water Park 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.