Washington Heights Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Washington Heights

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $890, price is now CA $617 per person
CA $617
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (998 reviews)
I enjoyed my stay here. Clean and friendly environment

Reviewed on Apr 4, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,815, price is now CA $1,156 per person
CA $1,156
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Beautiful rooms at an amazing location. Parking is terribly expensive though, and breakfast is not included. There is no mini fridge, so good luck saving leftovers to reduce expenses. There is also no swimming pool which I found weird for a place this elegant. Their main restaurant does not have good breakfast. Go for dinner or lunch and you will be very happy. But don't bother with breakfast, it's just a bunch of cheese and grease and it's unpleasant.

Reviewed on Apr 4, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $1,882, price is now CA $1,284 per person
CA $1,284
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Great location and property

Reviewed on Mar 14, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,432, price is now CA $1,041 per person
CA $1,041
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Was a little noisy but I think that was just my unit. Facilities were top notch!

Reviewed on Apr 4, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,493, price is now CA $1,117 per person
CA $1,117
per person
Jun 5 - Jun 7
found 15 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Clean , good location

Reviewed on Apr 5, 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

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 CA $151 per night from Apr 16 to Apr 17
CA $151
CA $177 total
Apr 16 - Apr 17
includes taxes & fees
8/10 Very Good! (10,025 reviews)
Great location and historic building. Guest rooms bathrooms could do with updating. Guestrooms are great size and high ceilings.

Reviewed on Apr 5, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Apr 26 to Apr 27
CA $166
CA $195 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,055 reviews)
Great hospitality

Reviewed on Apr 5, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 26 to Apr 27
CA $193
CA $227 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,819 reviews)
It was great. I just wish the food better.

Reviewed on Apr 5, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,423 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $617. 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

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.