Washington Heights Vacations from ￥243,810

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The Latest Washington Heights Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
7.6/10 Good! (1,007 reviews)
Overall,, the service was good, but the room cleanliness was unsatisfactory. During my five-night sray , the carpet was not vacuumed even once. I hope this can be improved for future guests.

Reviewed on Aug 5, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
The Hotel was very clean and the rooms were updated. The location is great very walkable and close to public transportation. The staff were not very friendly or helpful. Our biggest complaint would be the host at the breakfast buffet. We sat down for the included buffet breakfast which in itself is very hard to navigate. It’s extremely busy and chaotic. The host scolded me and spoke so rudely to me for leaving with a piece of toast and a piece of fruit. I didn’t really eat at the buffet because I have a medical condition I asked an employee if I could take the little bowl I made with me. He said no problem. I assumed he was a manager by the way he was dressed and how accommodating he was. However the next morning I was so embarrassed by the host. He scolded me again for leaving the day before with food, he just could not let it go m . He said I needed to read the sign pointed to a sign.

Reviewed on Aug 8, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Transport access walking distance to take train to midway airport was easy and convenient

Reviewed on Aug 7, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything is nice specially stuff hosptality

Reviewed on Aug 8, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Sep 11 - Sep 18
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,831 reviews)
Our venue was close but once we were back to our hotel, it was our getaway!

Reviewed on Aug 8, 2025

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 showing a city

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Washington Heights Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥19,726 per night from Sep 1 to Sep 2
￥19,726
￥23,157 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,914 reviews)
"I love it"

Reviewed on Aug 5, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥25,479 per night from Sep 4 to Sep 5
￥25,479
￥33,583 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,833 reviews)
"Great time. Wonderful people!"

Reviewed on Aug 7, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is ￥21,453 per night from Aug 24 to Aug 25
￥21,453
￥25,183 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,357 reviews)
"Nice hotel and with easy access"

Reviewed on Aug 6, 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,484 properties in Washington Heights
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 ￥243,810. 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.

Discover the most popular places to visit in Washington Heights

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

￥6,122
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

￥6,646
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

￥4,423
per adult
92% of travellers recommend
Skyline Lake Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.