Oakwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Oakwood
Price found within the past 48 hours. Click for updated prices.
The Evelyn Hotel
Manhattan
CA $2,619
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,361 reviews)
Great location! Two minute walk to the subway. Excellent restaurants nearby. Friendly staff, clean rooms. Great value. Would stay again.
Reviewed on Sep 2, 2026
Where to stay in Oakwood
Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
Manhattan
8 out of top 10 points of interest in this area
Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.
Brooklyn
This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.
Midtown
Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.
Queens
Largest NYC borough, Queens boasts linguistic diversity and a varied economy. Explore Flushing Meadows–Corona Park, catch a game at Citi Field, or attend the U.S. Open at the USTA Billie Jean King National Tennis Center.
Bronx
New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.
Oakwood Hotel Deals
ROW NYC
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
CA $221
CA $322 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (1,402 reviews)
"Our shower broke, tons of hidden fees!!! DO NOT STAY HERE"
Reviewed on Sep 2, 2026
Sheraton New York Times Square Hotel
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
CA $200
CA $290 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (9,131 reviews)
"I've stayed here before& my prior experience was much better than this stay. For floors 21-28 they're is only one elevator that works!!!!! I was here over a week and we had to wait fir extended times tryn 2 catch the elevator up to the room or down to the lobby. If u are tryn to get breakfast, Eddie ..."
Reviewed on Sep 2, 2026
Hotel Edison Times Square
228 W 47th St New York NY
CA $228
CA $333 total
Sep 7 - Sep 8
includes taxes & fees
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 Oakwood vacation package cost?
Starting from a low CA $1,201, a vacation package is your ticket to low-cost travel. Put together your Oakwood adventure by selecting from our huge range of flights, hotels and rental cars.
How do I get a cheap travel package to Oakwood?
Track down flights that fit your busy schedule, add a hotel room to your booking and watch the savings grow with an Oakwood vacation package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia is where your cheap vacation begins. And with more than 550 air carriers and 1,000,000 hotels around the world to pick from, you won't be short of choice.
Where should I stay in Oakwood?
Take the hassle out of sightseeing by staying in a hotel close to Oakwood's biggest attractions. Brooklyn Bridge and Yankee Stadium are two of the best in this neighborhood.
How far in advance should I book my Oakwood vacation?
Travelers are generally able to browse international flights on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Oakwood travel package include?
Car rentals, flights and hotels — we connect you to the very best bargains. All you'll have to do is select your ideal combination. Once you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it easy to craft an awesome Oakwood trip.
What should I know before booking an Oakwood travel package?
Bundling your bookings into an Oakwood vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Oakwood Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Oakwood vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Oakwood vacation package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, check out our Customer Service Portal. We'll help you each step of the way.
Stay near popular Oakwood attractions
Oakwood Beach
Why not spend a lazy afternoon at Oakwood Beach during your trip to Staten Island? Stroll along the waterfront or experience the museums in this family-friendly area.
Things to do
American Museum of Natural History Tickets
CA $49
per adult
82% of travellers recommend
Edge Immersive Observation Deck Ticket
CA $60
per adult
96% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
CA $46
per traveller
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.