Washington Heights Vacations from ￥555,640
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The Latest Washington Heights Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
￥555,640
per person
Nov 23 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,442 reviews)
Overall the location of this property was excellent for exploring the city. The room was well maintained. My only complaints are: I didn’t get the extra towels I requested for my room. No biggie, there was quite a few people staying there so I’m sure they just didn’t have any spare. My other issue, while waiting in the lobby for the elevator with my daughter and husband, a staff member came out of the elevator and apparently I was blocking the staff door. Instead of saying excuse me she just yelled at me to “Move!” In a rude manner. Otherwise I had a very nice stay and would definitely recommend Homewood suites to anyone who wants a good place to stay!
Reviewed on Sep 10, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
￥557,206
per person
Nov 23 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,527 reviews)
Clean rooms, excellent service from staff and excellent location, nearby to main attractions.
Reviewed on Sep 9, 2026
Homewood Suites by Hilton Chicago-Downtown
Downtown Chicago
￥576,382
per person
Nov 23 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,284 reviews)
Clean, comfortable room. Nice staff. Reasonable included breakfast. Very convenient location for entertainment.
Reviewed on Sep 9, 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Downtown Chicago
￥559,566
per person
Nov 23 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,007 reviews)
Slightly old and tired looking hotel. Sofa bed was extremely uncomfortable and it took 3 requests to get additional bedding. Suite much smaller than you would think from the pictures and poorly laid out. Outside patio was nice. No bar: just a few overpriced taps with low quality beers.
Reviewed on Sep 8, 2026
Where to stay in Washington Heights
Find the best Washington Heights areas and neighborhoods for the activities you enjoy most. Learn more about Washington Heights
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Washington Heights Hotel Deals
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
￥13,797
￥16,196 total
Sep 24 - Sep 25
includes taxes & fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
￥24,579
￥29,223 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very Good! (10,342 reviews)
"Security here is very odd Beatrice Ruiz got into a very verbal argument with me and threatened to have my car towed while I was brining my bags down to the front entrance would not recommend staying here on that note hotel had a very odd smell to it"
Reviewed on Sep 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
￥23,361
￥27,773 total
Sep 30 - Oct 1
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 a Washington Heights vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Washington Heights from just ￥555,640. And the more you bundle, the more cash you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Washington Heights?
Bundle your flights and hotels, throw in extras such as tours, and save with a Washington Heights vacation package. You won't just walk away with amazing discounts on your escape — you'll have plenty of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 hotels globally. Your unforgettable vacation begins right here, right now!
Where should I stay in Washington Heights?
You'll want to stay where the action is. Many visitors like to book hotels around top attractions, such as Dr. Percy Julian Residence, Highland Community Bank and Carter G. Woodson Library.
How far in advance should I book my Washington Heights vacation?
While not all airlines advertise ticket prices early, customers are usually able to start comparing international fares on Expedia up to a year in advance. This is the time you can bag some incredible bargains. If you're booking late, you might get lucky. Sometimes the cheapest prices appear just weeks prior to departure.
What does an Expedia Washington Heights travel package include?
That depends entirely on you. You can pick from a range of Washington Heights bundles, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your dream Washington Heights escape looks like, get ready to save!
What should I know before booking a Washington Heights travel package?
So many places to wander around, so many things to do. With a travel package, you can check more of them off your list. Bundle your hotels, rental cars and flights and make big savings.
Can I choose my airline with a Washington Heights Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Simply select the airline you want and put together your ideal Washington Heights trip.
If I'm not able to travel, can I cancel my Washington Heights vacation package?
If your travel plans in Washington Heights have changed, it's a relief to know that you can amend or cancel your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.
Stay near popular Washington Heights attractions
Carter G. Woodson Library
You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
￥6,484
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.