Washington Heights Vacations from $385

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Your Washington Heights Vacation

Booking a Washington Heights vacation package is a great way to get to know the ins and outs of this unique neighborhood. From its must-see spots to its little-known gems, you won't be short of adventures. Carter G. Woodson Library and Highland Community Bank are just two of the premier attractions nearby to put on your schedule during a trip to Washington Heights. Expedia is here to help put your travel plans into action. Book your ideal Washington Heights vacation today.

The Latest Washington Heights Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Save 100% on your flight
$385
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,884 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$505
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Everything was awesome but there was no microwave and we needed one

Reviewed on Oct 3, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
$498
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

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

Save 100% on your flight
$536
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,003 reviews)
The bathroom needs to be updated! The tub is difficult getting in and out of it for older adults

Reviewed on Oct 2, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
$1,284
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)

Things to do near Washington Heights

Washington Heights in Chicago is perfect for family-friendly adventures and outdoor activities. Visitors can enjoy local attractions, explore scenic parks, and indulge in a shopping spree at nearby shopping centers. For entertainment, the area features an arena offering various events. Whether you're interested in education or catching a Broadway show, Washington Heights has something for everyone to enjoy.

Shopping

For shopping in Washington Heights, visit Chicago Ridge Shopping Mall, 7 miles away, offering a vibrant mix of entertainment and family-friendly stores. Additionally, explore Maxwell Street Market, located 10 miles away, for unique local goods and a bustling atmosphere. Don't miss Hawthorne Works Museum, 9 miles away, for interesting finds.

Recreation

At Soldier Field, immerse yourself in the electrifying atmosphere of live sports just 10 miles from Washington Heights. Enjoy a round of golf surrounded by beautiful landscapes at Harborside International Golf Center, located only 3 miles away, perfect for outdoor enthusiasts seeking relaxation.

Adventure

Experience the thrill at PGN Jump N' Fun Entertainment, located 9 miles away, where family fun meets adventure in an exhilarating arcade atmosphere. For outdoor enthusiasts, hike the scenic Salt Creek Trail, 12 miles away, and enjoy the breathtaking views. Don't miss the Amazing Chicago's Funhouse Maze, also 12 miles away, for a unique arcade adventure.

Nightlife

For a fun night in Washington Heights, start at Dave & Buster's for drinks and entertainment vibes. Then, head to Kingston Mines or Blues on Halstead, both offering a lively nightclub atmosphere filled with romance and city energy, perfect for dancing the night away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Washington Heights

Washington Heights in Chicago is an ideal destination for families and outdoor enthusiasts, offering a blend of urban parks, beaches, and historic houses. Visitors can enjoy cultural experiences, city views, and popular attractions while exploring the vibrant neighborhood. Whether you're seeking family-friendly activities or a taste of the local culture, Washington Heights provides a unique urban experience just a short distance from downtown Chicago.

  • McCormick Place: Experience the bustling atmosphere of McCormick Place, the largest convention center in North America. With its modern architecture and expansive spaces, it's the perfect venue for major events, exhibitions, and conferences, showcasing the dynamic business culture of Chicago.
  • University of Chicago: Immerse yourself in the rich history and stunning Gothic architecture of the University of Chicago. This prestigious institution offers a vibrant cultural experience, with beautiful campuses and numerous art galleries, making it a great spot for history buffs and art lovers alike.
  • Chicago Museum of Science and Industry: Discover the wonders of science and technology at this engaging museum. With interactive exhibits suitable for all ages, it’s a fantastic destination for families, providing a fun and educational experience that sparks curiosity and creativity.

Best time to go to Washington Heights

The best time to visit Washington Heights can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Washington Heights falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Washington Heights falls in January, visitor numbers are slightly low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostlySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostlySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostlyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostlyAverageSlightly Low

Tips to save on your trip to Washington Heights

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Washington Heights.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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
A busy city street with tall buildings, a bus, and cars.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

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.

A river with yellow boats, a bridge, and tall buildings.

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.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A wooden pavilion with a view of a city skyline and a body of water.

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

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$113 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$158 nightly
$188 total
Nov 2 - Nov 3
Total with taxes and fees
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$143 nightly
$170 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (2,400 reviews)
"The hotel was a very convenient location from downtown and Lake Michigan. Definitely one of the better breakfasts I've had recently and the pricing sits just right for the amenities and convenience this hotel offers"

Reviewed on Oct 3, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,355 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.

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.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

$38
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$41
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.