Washington Heights Holidays

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  • Better together

    Save up to €900 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

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 29 - Aug 3

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very good (2,715 reviews)
    "A decent buisness class hotel. No frills. Rooms are smaller, the queen beds are not true queens, and much smaller."
    Reviewed May 22, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • 1 stop ORD - JFK • 1 stop
    Save 100% on your flight
    €1,670
    €1,016
    per traveller
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Indoor wedding
    Jul 29 - Aug 3

    Swissotel - Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.0/10 - Wonderful (3,336 reviews)
    "Great location and very convenient to river walk and vicinity."
    Reviewed May 22, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • 1 stop ORD - JFK • 1 stop
    €2,088
    €1,072
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Terrace/patio
    Jul 29 - Aug 3

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,506 reviews)
    "I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again."
    Reviewed May 21, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • 1 stop ORD - JFK • 1 stop
    Save 100% on your flight
    €2,197
    €1,315
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 2 restaurants; breakfast, lunch, and dinner served
    Jul 29 - Aug 3

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,721 reviews)
    "Great location!"
    Reviewed May 22, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • 1 stop ORD - JFK • 1 stop
    Save 100% on your flight
    €2,214
    €1,359
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 29 - Aug 3

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,876 reviews)
    "Excellent"
    Reviewed May 21, 2026
    Return • New York (LGA) - Chicago (ORD)
    LGA - ORD • 1 stop ORD - JFK • 1 stop
    Save 100% on your flight
    €2,250
    €1,436
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago

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

Top hotels in Washington Heights

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 €137 per night from 25 May to 26 May
€137
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,131 reviews)
"Did not have hot water when we returned to room after concert. Next morning called and maintenance came to fix. Good location to walk to South Shore train station and Grant Park"

Reviewed on 23 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €160 per night from 25 May to 26 May
€160
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (4,213 reviews)
"Very clean, staff is helpful, curious & so polite. I will be staying there anytime I visit Chicago. Location is ideal being located right off Michigan Ave.. Best breakfast buffet. Rooftop restaurant was Amazing! 100 stars if I could!"

Reviewed on 23 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €124 per night from 25 May to 26 May
€124
25 May - 26 May
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
See all 4,438 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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Washington Heights from just . And the more you bundle, the more cash you save. The holiday 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 holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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.

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

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

5/5(1 review)

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

4/5(127 reviews)

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

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

€38
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

€39
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.