--- title: "Highland Park Vacation Packages 2026 from $353 | Expedia" description: "Bundle Highland Park flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels :white_check_mark:" canonical: "https://www.expedia.com/Highland-Park.d8345.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-13T00:03:05Z --- # Highland Park Vacations from $353 ![A pebbly beach with waves at sunset.](https://images.trvl-media.com/place/9157/d62f022f-1eb8-4577-8470-03e8dff6d1e5.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Book a Hotel + Flight or Car together to unlock savings ## Your Highland Park Vacation Planning your next big adventure is a piece of cake with a Highland Park vacation package. The neighborhood of Riverwoods, which is great for nature, makes a superb base to uncover the marvels of this unique city. If sightseeing is part of the plan during your trip to Highland Park, check out well-known attractions like [Chicago Botanic Garden](https://www.expedia.com/Chicago-Botanic-Garden-Chicago.d6064029.Vacation-Attraction), [Lake Forest College](https://www.expedia.com/Lake-Forest-College-Chicago.d6156570.Vacation-Attraction) and [Northbrook Sports Complex](https://www.expedia.com/Northbrook-Sports-Complex-Chicago.d6186877.Vacation-Attraction). Whoever you're escaping with and whatever you plan to spend, your dream Highland Park vacation is just clicks away with Expedia. ## The Latest Highland Park Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/f13a5c54.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/81673aca.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 14 - Jan 18** ### [Le Méridien Essex Chicago + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-14/2027-01-18/?FromAirport=ATL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=35130365&dealMarker=&paandie=true&cabinClass=e) Downtown Chicago 4 nights **9.0/10** \- Wonderful (1,000 reviews) "I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything." Reviewed November 3, 2026 Roundtrip • Atlanta (ATL) - Chicago (ORD) ATL - ORD • Nonstop ORD - ATL • Nonstop [~~$507~~](https://www.expedia.com/) **$353** per traveler found 1 day ago - ![An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious indoor area with seating arrangements, large windows, and indoor plants.](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 23 - Jan 27** ### [The Emily Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-23/2027-01-27/?FromAirport=ATL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&dealMarker=&paandie=true&cabinClass=e) Downtown Chicago 4 nights **9.2/10** \- Wonderful (1,359 reviews) Roundtrip • Atlanta (ATL) - Chicago (ORD) ATL - ORD • Nonstop ORD - ATL • Nonstop [~~$1,183~~](https://www.expedia.com/) **$719** per traveler found 1 day ago - ![An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 23 - Jan 27** ### [Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-23/2027-01-27/?FromAirport=ATL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=57651125&dealMarker=&paandie=true&cabinClass=e) Downtown Chicago 4 nights **9.4/10** \- Exceptional (2,757 reviews) "To me the property is overrated! Front desk staff are not very approachable! I think that is what made my stay a little less enjoyable!" Reviewed November 12, 2026 Roundtrip • Atlanta (ATL) - Chicago (ORD) ATL - ORD • Nonstop ORD - ATL • Nonstop [~~$1,604~~](https://www.expedia.com/) **$1,045** per traveler found 1 day ago - ![A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern conference room with a long table, blue chairs, and a unique ceiling light fixture.](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 23 - Jan 27** ### [Level Chicago Fulton Market + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-23/2027-01-27/?FromAirport=ATL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95823687&dealMarker=&paandie=true&cabinClass=e) Downtown Chicago 4 nights **9.2/10** \- Wonderful (609 reviews) Roundtrip • Atlanta (ATL) - Chicago (ORD) ATL - ORD • Nonstop ORD - ATL • Nonstop [~~$948~~](https://www.expedia.com/) **$622** per traveler found 1 day ago - ![An outdoor seating area with a glass table, orange cushions, and potted plants.](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern building with a large glass facade and a river in front.](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/066ab9a0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 19 - Dec 22** ### [Sheraton Grand Chicago Riverwalk + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-19/2026-12-22/?FromAirport=ATL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12167&dealMarker=&paandie=true&cabinClass=e) Downtown Chicago 3 nights **8.6/10** \- Excellent (1,882 reviews) "First time ever in Chicago and it was fabulous. The hotel was beautiful. Staff was friendly. We paid for the view and it was phenomenal. Definitely recommend." Reviewed November 12, 2026 Roundtrip • Atlanta (ATL) - Chicago (ORD) ATL - ORD • Nonstop ORD - ATL • Nonstop [~~$639~~](https://www.expedia.com/) **$436** per traveler found 1 day ago ## Where to stay in Highland Park Highland Park offers a convenient location for family-friendly adventures and outdoor fun. Explore the charming Highland Park districts, unwind at Hickory Creek, or enjoy the vibrant atmosphere perfect for business travelers. Experience a blend of culture, recreation, and warm hospitality in this inviting city. - [Chicago (and vicinity)](#) - [Highwood](#) - [Deerfield](#) - [Bannockburn](#) - [Arlington Heights](#) ![A river with a yellow boat, surrounded by tall buildings and a bridge.](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Chicago (and vicinity)](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=178248) ### Chicago Discover Chicago, a vibrant metropolis ideal for travelers seeking a blend of business and leisure experiences. With its bustling shopping areas, lively arena entertainment, and rich theater scene, Chicago offers endless opportunities for exploration. Notably, attractions like Michigan Avenue, Navy Pier, and McCormick Place are easily accessible from Highland Park, making it a fantastic home base. Situated within the city, Chicago is a smart choice for your next hotel booking, ensuring you're at the heart of it all. [See properties](https://www.expedia.com/Hotel-Search?regionId=178248) ![A box containing various types of cookies.](https://images.trvl-media.com/place/115190/9180d4f9-8a61-426f-90dd-5f32691eae37.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Tara Jabbari [View properties in map for Highwood](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=115190) ### Highwood Experience the charm of Highwood, an excellent hub for families and weekend getaway travelers eager to explore attractions such as Six Flags Great America, Northwestern University, and the beautiful Chicago Botanic Garden. With a vibrant blend of outdoor scenery and shopping options, Highwood offers a delightful escape year-round, especially during peak months like April and July. Located about 2 miles by car from Highland Park, Highwood is a smart choice for your stay, providing easy access to a variety of experiences. [See properties](https://www.expedia.com/Hotel-Search?regionId=115190) ![A foggy train station named 'DEERFIELD' with a covered waiting area, a platform, and tracks.](https://images.trvl-media.com/place/7613/2148183e-40ce-4059-b672-ca2c46f19954.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Shoukath [View properties in map for Deerfield](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=7613) ### Deerfield Make your vacation planning effortless by staying in Deerfield, a haven for family and leisure travelers due to its proximity to Highland Park. This charming city offers a variety of experiences, from the beautiful landscapes of the Chicago Botanic Garden to the excitement of Six Flags Great America and the academic atmosphere of Northwestern University. With Deerfield located about 2 miles away from Highland Park by car, it serves as a smart choice for your hotel booking, blending convenience with a rich array of attractions. [See properties](https://www.expedia.com/Hotel-Search?regionId=7613) ![A forest with autumn foliage, including trees with yellow, orange, and red leaves.](https://images.trvl-media.com/place/601901/ce732329-326e-4ea2-8b41-c98cb99f5665.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Bannockburn](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=601901) ### Bannockburn Bannockburn stands out as a prime spot for family travelers and those on weekend getaways interested in exploring the vibrant Chicago area. With attractions like Six Flags Great America, Northwestern University, and the beautiful Chicago Botanic Garden nearby, visitors can enjoy both thrilling adventures and serene nature. Located about 5 miles by car from Highland Park, Bannockburn offers easy access to shopping and educational venues, making it a smart choice for both leisure and business trips. [See properties](https://www.expedia.com/Hotel-Search?regionId=601901) ![A park with snow-covered ground, trees with autumn leaves, and a bench.](https://images.trvl-media.com/place/6231/5eba6fd0-84af-4524-9d2e-39116fa2c82d.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Arlington Heights](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6231) ### Arlington Heights Travelers visiting the area often choose Arlington Heights, especially families and weekend getaway seekers, looking for a vibrant city experience. With attractions like the Schaumburg Convention Center and the Metropolis Performing Arts Center, visitors can enjoy a blend of shopping, entertainment, and cultural activities. Located about 12 miles by car from Highland Park, Arlington Heights offers convenient access to a variety of experiences, making it a smart choice for your stay. [See properties](https://www.expedia.com/Hotel-Search?regionId=6231) ## Discover the most popular places to visit in Highland Park ### Ravinia Park Rating: 8.4/10 (5 reviews) Ravinia Park hosts North America's oldest outdoor music festival in a picturesque setting. Enjoy performances while picnicking on the lawn, with the Chicago Symphony Orchestra often featured during summer evenings. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6227590) ### Ravinia Pavilion Rating: 9.6/10 (7 reviews) Ravinia Pavilion hosts classical, jazz, and pop performances in a park-like setting. Enjoy concerts from covered seats or bring a gourmet picnic for the expansive lawn experience. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558034247) ### What to do in Highland Park ![Chicago: Private Lakefront Skyline Flight](https://mediaim.expedia.com/localexpert/54820095/bcdbf2a7-2e53-443e-a1ab-c4c672ca1d1d.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Chicago: Private Lakefront Skyline Flight](https://www.expedia.com/things-to-do/a.a54820095.activity-details?rid=8345) $1,399 per traveler 0% of travelers recommend ![Half-Day Private Chicago Suburbs Movie Sites Tour](https://mediaim.expedia.com/localexpert/48925304/bd8f0caa-f98b-41fc-9ef3-edd3a1dfee48.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Chicago Suburbs Movie Sites Private Tour](https://www.expedia.com/things-to-do/a.a48925304.activity-details?rid=8345) $540 per adult 0% of travelers recommend ![Chicago Movie Locations Tour](https://mediaim.expedia.com/localexpert/49775047/184acffc-f1b5-4332-ad86-8fe68d593594.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Chicago Movie Locations Tour](https://www.expedia.com/things-to-do/a.a49775047.activity-details?rid=8345) $315 per traveler 0% of travelers recommend [See all activities in Highland Park](https://www.expedia.com/things-to-do/search?rid=8345) ## Highland Park Hotel Deals ### [Courtyard by Marriott Chicago Highland Park/Northbrook](https://www.expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Highland-ParkNorthbrook.h20066.Hotel-Information) ![A Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/c053b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1505 Lake Cook Road, Highland Park, IL, 60035, US - Location: 2 mi from Highland Park - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1000 reviews) - Price: $107 nightly, $119 total, Nov 22 - Nov 23, Total with taxes and fees - Review: hotel is well kept and all is in good order. The people who operate it are respectful and worked to make our stay more pleasant. ### [Embassy Suites by Hilton Chicago North Shore Deerfield](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-By-Hilton-Chicago-North-Shore-Deerfield.h20199.Hotel-Information) ![A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.](https://images.trvl-media.com/lodging/1000000/30000/20200/20199/12d1f63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1445 Lake Cook Rd, Deerfield, IL, 60015, US - Location: 3.9 mi from Highland Park - Star rating: 4/5 - Guest rating: 9/10 (Wonderful, 1368 reviews) - Price: $125 nightly, $142 total, Nov 23 - Nov 24, Total with taxes and fees - Review: Great experience as always. ### [La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield](https://www.expedia.com/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bannockburn-Deerfield.h517458.Hotel-Information) ![A spacious lobby with a reception desk, seating area, and a large glass door entrance.](https://images.trvl-media.com/lodging/1000000/520000/517500/517458/92c3186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2000 South Lakeside Dr, Deerfield, IL, 60015, US - Location: 4.4 mi from Highland Park - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1000 reviews) - Price: $86 nightly, $95 total, Dec 13 - Dec 14, Total with taxes and fees ### [Hyatt Regency Deerfield](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.Hotel-Information) ![A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.](https://images.trvl-media.com/lodging/1000000/30000/21800/21767/f5c71e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1750 Lake Cook Rd, Deerfield, IL, 60015, US - Location: 4 mi from Highland Park - Star rating: 4/5 - Guest rating: 8.8/10 (Excellent, 1342 reviews) - Price: $95 nightly, $108 total, Nov 23 - Nov 24, Total with taxes and fees ### [Hampton Inn & Suites Chicago/Lincolnshire](https://www.expedia.com/Chicago-Hotels-Hampton-Inn-Suites-Lincolnshire.h79592.Hotel-Information) ![A Hampton Inn Suites building with a clear sky, a parking lot, and a landscaped flower bed.](https://images.trvl-media.com/lodging/1000000/80000/79600/79592/902f7528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1400 Milwaukee Ave, Lincolnshire, IL, 60069, US - Location: 6.5 mi from Highland Park - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1009 reviews) - Price: $101 nightly, $113 total, Dec 4 - Dec 5, Total with taxes and fees - Review: Great breakfast, super hot coffee. ### [Homewood Suites by Hilton Chicago-Lincolnshire](https://www.expedia.com/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Lincolnshire.h2062.Hotel-Information) ![An outdoor patio with a stone fire table, seating, and a grill.](https://images.trvl-media.com/lodging/1000000/10000/2100/2062/865d06a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 10 Westminster Way, Lincolnshire, IL, 60069, US - Location: 4.9 mi from Highland Park - Star rating: 3/5 - Guest rating: 9.2/10 (Wonderful, 1002 reviews) - Price: $110 nightly, $123 total, Dec 5 - Dec 6, Total with taxes and fees ### [Best Western Glenview -Chicagoland Inn and Suites](https://www.expedia.com/Chicago-Hotels-Best-Western-Glenview-Chicagoland-Inn-And-Suites.h25937.Hotel-Information) ![A hotel room with a large bed, a bedside table with a lamp, a wall-mounted phone, and a built-in shelf.](https://images.trvl-media.com/lodging/1000000/30000/26000/25937/66bf1103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 4514 W Lake Avenue, Glenview, IL, 60026, US - Location: 7.3 mi from Highland Park - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 1269 reviews) - Price: $87 nightly, $98 total, Nov 22 - Nov 23, Total with taxes and fees - Review: Clean and spacious rooms, Friendly staff, reasonable breakfast,good location, ### [Holiday Inn Express & Suites Prospect Heights by IHG](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Express-Suites-Prospect-Heights.h898065.Hotel-Information) ![A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a clear blue sky.](https://images.trvl-media.com/lodging/1000000/900000/898100/898065/e06472e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 600 N Milwaukee Ave, Prospect Heights, IL, 60070, US - Location: 6.9 mi from Highland Park - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1007 reviews) - Price: $110 nightly, $123 total, Nov 22 - Nov 23, Total with taxes and fees - Review: My bestfriend and I stayed at this hotel for our kpop concert. It went super well, the check-in process was fast and easy, breakfast was super good, and the fitness room was very well up to date! However, you do have to register your vehicle when staying here and I think that is brilliant considering there would be many spaces available for only those staying at the hotel! 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. [See all properties in Highland Park](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=8345&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does a Highland Park vacation package cost? You'll find cheap prices from $353 on Expedia for your Highland Park escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Highland Park costs. ### What are the cheapest months to go to Highland Park? If you're hoping to book a cheap Highland Park vacation package, consider visiting in February, March and December. You'll generally find better rates on flights and hotels during these months — perfect for travelers wishing to save money. ### How many days is enough for Highland Park? You can easily explore all the major attractions in Highland Park within a few days, including the popular [Highland Park Country Club](https://www.expedia.com/Highland-Park-Country-Club-Chicago.d553248621532658666.Vacation-Attraction). If you're after an extended Highland Park vacation, check out what sort of day trips and activities are available nearby. ### Is it worth booking a vacation package to Highland Park? Well known for its shopping, golfing and dining, a Highland Park vacation is a hit with all types of travelers. Be sure to check out top sights like [Chicago Botanic Garden](https://www.expedia.com/Chicago-Botanic-Garden-Chicago.d6064029.Vacation-Attraction) and [Ravinia Pavilion](https://www.expedia.com/Ravinia-Pavilion-Chicago.d553248621558034247.Vacation-Attraction), and consider renting a car for day trips to explore even more. ### How to find the best Highland Park package deals? Start your search for a Highland Park package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Highland Park package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Highland Park adventure underway. ### Is it cheaper to book a Highland Park vacation as a package? You can enjoy significant savings on your Highland Park escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal. ### When to book a vacation package to Highland Park? Enjoy incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Highland Park break. ### How to plan a trip to Highland Park? 1. Pick the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Highland Park. 2. Set a budget: Consider costs such as flights, food and transportation when working out how much to set aside for your trip to Highland Park. Then, select a hotel that works with your budget, whether that's an affordable option or a deluxe retreat. 3. Organize your Highland Park escape with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Search for and book stays and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Highland Park together. 4. Decide how long to go away for: Now that you know more about Highland Park, you can work out the right length of your break. Put together a rough plan and give yourself enough time to get through everything on your must-do list. 5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Highland Park vacation package. 6. Book activities and experiences in advance: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on Highland Park's highlights. Find all the fun [ things to do in Highland Park](https://www.expedia.com/Things-To-Do-In-Highland-Park.d8345.Travel-Guide-Activities) with our dedicated activity guide. ### Does Expedia offer Book Now, Pay Later Highland Park vacation packages? If you're anything like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Highland Park vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap [vacation packages with payment plans](https://www.expedia.com/lp/b/vacations/payment-plans) as soon as you see them. ## Explore a world of travel with Expedia - [Packages](?equalTargetTab=tab-0) - [Northbrook Vacations](https://www.expedia.com/Northbrook.d9142.Destination-Travel-Guides) - [Deerfield Vacations](https://www.expedia.com/Deerfield.d7613.Destination-Travel-Guides) - [Edgewater Vacations](https://www.expedia.com/Edgewater.d6132445.Destination-Travel-Guides) - [St. John Cantius Church](https://www.expedia.com/St-John-Cantius-Church-West-Town.d553248621555594880.Vacation-Attraction) - [Carbide and Carbon Building](https://www.expedia.com/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Willis Tower](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Garfield Park](https://www.expedia.com/Garfield-Park-East-Garfield-Park.d507387.Vacation-Attraction) - [Legoland® Discovery Center](https://www.expedia.com/LEGOLAND-Discovery-Center-Chicago.d6169680.Vacation-Attraction) - [Six Flags Great America](https://www.expedia.com/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction) - [Lincoln Park](https://www.expedia.com/Lincoln-Park-Lincoln-Park.d507390.Vacation-Attraction) - [Chicago City Hall](https://www.expedia.com/Chicago-City-Hall-Downtown-Chicago.d6064035.Vacation-Attraction) - [Holy Trinity Russian Orthodox Cathedral](https://www.expedia.com/Holy-Trinity-Russian-Orthodox-Cathedral-West-Town.d553248621533116553.Vacation-Attraction) - [Louis A. Weiss Memorial Hospital](https://www.expedia.com/Louis-A-Weiss-Memorial-Hospital-Uptown.d6182913.Vacation-Attraction) - [Park West](https://www.expedia.com/Park-West-Lincoln-Park.d553248633994126970.Vacation-Attraction) - [Riviera Theatre](https://www.expedia.com/Riviera-Theatre-Uptown.d553248621555594761.Vacation-Attraction) - [Saint Joseph Hospital](https://www.expedia.com/Saint-Joseph-Hospital-Lakeview.d6182919.Vacation-Attraction) - [Northwestern University](https://www.expedia.com/Northwestern-University-Chicago.d6034942.Vacation-Attraction) - [Northfield Vacations](https://www.expedia.com/Northfield.d6132153.Destination-Travel-Guides) - [Rosewood Beach](https://www.expedia.com/Rosewood-Beach-Chicago.d553248621532658671.Vacation-Attraction) - [Briar Street Theatre](https://www.expedia.com/Briar-Street-Theatre-Lakeview.d6175150.Vacation-Attraction) - [Cyrus McCormick Mansion](https://www.expedia.com/Cyrus-McCormick-Mansion-Downtown-Chicago.d553248621533116587.Vacation-Attraction) - [South Pond](https://www.expedia.com/South-Pond-Lincoln-Park.d553248621555594864.Vacation-Attraction) - [Marina City](https://www.expedia.com/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction) - [The Glen Club](https://www.expedia.com/The-Glen-Club-Chicago.d6227490.Vacation-Attraction) - [Apollo Theater Chicago](https://www.expedia.com/Apollo-Theater-Chicago-Lincoln-Park.d6182966.Vacation-Attraction) - [Goodman Theater](https://www.expedia.com/Goodman-Theater-Downtown-Chicago.d6065127.Vacation-Attraction) - [Michigan Avenue](https://www.expedia.com/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) - [Goose Island Vacations](https://www.expedia.com/Goose-Island.d6132420.Destination-Travel-Guides) - [Kohl Children's Museum](https://www.expedia.com/Kohl-Childrens-Museum-Chicago.d6186137.Vacation-Attraction) - [St. Clements Church](https://www.expedia.com/St-Clements-Church-Lincoln-Park.d553248621555594832.Vacation-Attraction) - [Henry Gerber House](https://www.expedia.com/Henry-Gerber-House-Lincoln-Park.d710247336870899712.Vacation-Attraction) - [Flat Iron Building](https://www.expedia.com/Flat-Iron-Building-West-Town.d553248621533116555.Vacation-Attraction) - [St Nicholas Ukrainian Catholic Cathedral](https://www.expedia.com/St-Nicholas-Ukrainian-Catholic-Cathedral-West-Town.d553248621533116547.Vacation-Attraction) - [Lighthouse ArtSpace Chicago](https://www.expedia.com/Lighthouse-ArtSpace-Chicago-Downtown-Chicago.d771672088336601088.Vacation-Attraction) - [Northalsted Vacations](https://www.expedia.com/Northalsted.d6175472.Destination-Travel-Guides) - [Skydeck Ledge](https://www.expedia.com/Skydeck-Ledge-Downtown-Chicago.d6125597.Vacation-Attraction) - [Montrose Beach](https://www.expedia.com/Montrose-Beach-Uptown.d6277595.Vacation-Attraction) - [St. Josaphat Church](https://www.expedia.com/St-Josaphat-Church-Lincoln-Park.d553248621555594853.Vacation-Attraction) - [Art Institute of Chicago](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) - [Home Alone House](https://www.expedia.com/Home-Alone-House-Chicago.d553248635997949865.Vacation-Attraction) - [Advocate Illinois Masonic Medical Center](https://www.expedia.com/Advocate-Illinois-Masonic-Medical-Center-Lakeview.d6182910.Vacation-Attraction) - [Graceland Cemetery](https://www.expedia.com/Graceland-Cemetery-Uptown.d553248621533116619.Vacation-Attraction) - [Defiant Theatre](https://www.expedia.com/Defiant-Theatre-Lakeview.d553248621555594837.Vacation-Attraction) - [Picasso Statue](https://www.expedia.com/Picasso-Statue-Downtown-Chicago.d6069235.Vacation-Attraction) - [University of Illinois Chicago](https://www.expedia.com/University-Of-Illinois-Chicago-Near-West-Side.d6064083.Vacation-Attraction) - [Gorilla Tango Theatre](https://www.expedia.com/Gorilla-Tango-Theatre-Bucktown.d553248621555594877.Vacation-Attraction) - [Marshall Field Building](https://www.expedia.com/Marshall-Field-Building-Downtown-Chicago.d553248621533116570.Vacation-Attraction) - [Farm-In-The-Zoo](https://www.expedia.com/Farm-In-The-Zoo-Lincoln-Park.d553248621533116592.Vacation-Attraction) - [Chicago Botanic Garden](https://www.expedia.com/Chicago-Botanic-Garden-Chicago.d6064029.Vacation-Attraction) - [Dave & Buster's](https://www.expedia.com/Dave-Busters-Downtown-Chicago.d553248621532658508.Vacation-Attraction) - [Annunciation Greek Orthodox Cathedral](https://www.expedia.com/Annunciation-Greek-Orthodox-Cathedral-Downtown-Chicago.d553248621555594848.Vacation-Attraction) - [Driehaus Museum](https://www.expedia.com/Driehaus-Museum-Downtown-Chicago.d6246825.Vacation-Attraction) - [Wrigley Field](https://www.expedia.com/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) - [Wrigley View Rooftop](https://www.expedia.com/Wrigley-View-Rooftop-Lakeview.d553248621555594755.Vacation-Attraction) - [Woodfield Mall](https://www.expedia.com/Woodfield-Mall-Chicago.d6064089.Vacation-Attraction) - [Armitage Avenue](https://www.expedia.com/Armitage-Avenue-Lincoln-Park.d6199842.Vacation-Attraction) - [Gold Coast Vacations](https://www.expedia.com/Gold-Coast.d6130105.Destination-Travel-Guides) - [Cooking & Hospitality Institute of Chicago](https://www.expedia.com/Cooking-Hospitality-Institute-Of-Chicago-Downtown-Chicago.d553248621555594847.Vacation-Attraction) - [Cadillac Palace Theatre](https://www.expedia.com/Cadillac-Palace-Theatre-Downtown-Chicago.d6227645.Vacation-Attraction) - [Chicago Place Mall](https://www.expedia.com/Chicago-Place-Mall-Downtown-Chicago.d6199336.Vacation-Attraction) - [Rookery](https://www.expedia.com/Rookery-Downtown-Chicago.d553248621533116543.Vacation-Attraction) - [Second City](https://www.expedia.com/Second-City-Lincoln-Park.d6129887.Vacation-Attraction) - [Magnificent Mile Vacations](https://www.expedia.com/Magnificent-Mile.d800025.Destination-Travel-Guides) - [Ravinia Park](https://www.expedia.com/Ravinia-Park-Chicago.d6227590.Vacation-Attraction) - [Depaul Art Museum](https://www.expedia.com/DePaul-Art-Museum-Lincoln-Park.d553248621533116617.Vacation-Attraction) - [Tribune Tower](https://www.expedia.com/Tribune-Tower-Downtown-Chicago.d6064075.Vacation-Attraction) - [Merchandise Mart](https://www.expedia.com/Merchandise-Mart-Downtown-Chicago.d6069193.Vacation-Attraction) - [Lincoln Park Zoo](https://www.expedia.com/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction) - [900 North Michigan Shops](https://www.expedia.com/900-North-Michigan-Shops-Downtown-Chicago.d6199347.Vacation-Attraction) - [Hutchinson Street Historic District](https://www.expedia.com/Hutchinson-Street-Historic-District-Uptown.d553248621533116620.Vacation-Attraction) - [Wicker Park Vacations](https://www.expedia.com/Wicker-Park.d6227639.Destination-Travel-Guides) - [Naval Base Great Lakes](https://www.expedia.com/Naval-Base-Great-Lakes-Chicago.d6069213.Vacation-Attraction) - [Lincoln Park Conservatory](https://www.expedia.com/Lincoln-Park-Conservatory-Lincoln-Park.d6065145.Vacation-Attraction) - [Techny Vacations](https://www.expedia.com/Techny.d3000748789.Destination-Travel-Guides) - [Chicago Children's Museum](https://www.expedia.com/Chicago-Childrens-Museum-Downtown-Chicago.d6064033.Vacation-Attraction) - [Holy Name Cathedral](https://www.expedia.com/Holy-Name-Cathedral-Downtown-Chicago.d6246831.Vacation-Attraction) - [Unity Temple](https://www.expedia.com/Unity-Temple-Chicago.d6064079.Vacation-Attraction) - [Lincoln Park Vacations](https://www.expedia.com/Lincoln-Park.d6059328.Destination-Travel-Guides) - [Ravinia Pavilion](https://www.expedia.com/Ravinia-Pavilion-Chicago.d553248621558034247.Vacation-Attraction) - [Vic Theatre](https://www.expedia.com/Vic-Theatre-Lakeview.d6182977.Vacation-Attraction) - [The Salt Shed](https://www.expedia.com/The-Salt-Shed-West-Town.d797220453891923968.Vacation-Attraction) - [Fourth Presbyterian Church](https://www.expedia.com/Fourth-Presbyterian-Church-Downtown-Chicago.d553248621555594919.Vacation-Attraction) - [Lakeview Vacations](https://www.expedia.com/Lakeview.d178166.Destination-Travel-Guides) - [Northwestern Memorial Hospital](https://www.expedia.com/Northwestern-Memorial-Hospital-Downtown-Chicago.d6175159.Vacation-Attraction) - [Lincolnshire Vacations](https://www.expedia.com/Lincolnshire.d8425.Destination-Travel-Guides) - [International Museum of Surgical Science](https://www.expedia.com/International-Museum-Of-Surgical-Science-Downtown-Chicago.d6065139.Vacation-Attraction) - [Shops at North Bridge](https://www.expedia.com/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Vacation-Attraction) - [Depaul University-Lincoln Park](https://www.expedia.com/DePaul-University-Lincoln-Park-Lincoln-Park.d6154855.Vacation-Attraction) - [Humboldt Park](https://www.expedia.com/Humboldt-Park-West-Town.d507386.Vacation-Attraction) - [Chicago Vacations](https://www.expedia.com/Chicago.d178248.Destination-Travel-Guides) - [Depaul University-Loop Campus](https://www.expedia.com/DePaul-University-Loop-Campus-Downtown-Chicago.d6227480.Vacation-Attraction) - [Wrigley Building](https://www.expedia.com/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction) - [Illinois Centennial Memorial Column](https://www.expedia.com/Illinois-Centennial-Memorial-Column-Logan-Square.d553248621533116616.Vacation-Attraction) - [Baha'i House of Worship](https://www.expedia.com/Bahai-House-Of-Worship-Chicago.d6152644.Vacation-Attraction) - [Navy Pier](https://www.expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) - [Elks Veterans Memorial](https://www.expedia.com/Elks-Veterans-Memorial-Lincoln-Park.d553248621555594833.Vacation-Attraction) - [Lake Forest College](https://www.expedia.com/Lake-Forest-College-Chicago.d6156570.Vacation-Attraction) - [Monique Meloche Gallery](https://www.expedia.com/Monique-Meloche-Gallery-West-Town.d553248621533116552.Vacation-Attraction) - [Our Lady of Lourdes Church](https://www.expedia.com/Our-Lady-Of-Lourdes-Church-Uptown.d553248621555594758.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Highland-Park.d8345.Destination-Travel-Guides fr-FR: https://www.expedia.fr/Highland-Park.d8345.Reservation-Sejours-Voyages en-NZ: https://www.expedia.co.nz/Highland-Park.d8345.Destination-Travel-Guides da-DK: https://www.expedia.dk/Highland-Park.d8345.Rejser zh-CN: https://www.expedia.com/cn/Highland-Park.d8345.Travel en-MY: https://www.expedia.com.my/Highland-Park.d8345.Travel sv-SE: https://www.expedia.se/Highland-Park.d8345.Resor nb-NO: https://www.expedia.no/Highland-Park.d8345.Reise ko-KR: https://www.expedia.co.kr/Highland-Park.d8345.Travel es: https://www.expedia.com/es/Highland-Park.d8345.Guia-de-vacaciones en-US: https://www.expedia.com/Highland-Park.d8345.Destination-Travel-Guides it-IT: https://www.expedia.it/Highland-Park.d8345.Viaggi-Vacanze en-IN: https://www.expedia.co.in/Highland-Park.d8345.Holidays-City-Breaks en-TW: https://www.expedia.com.tw/en/Highland-Park.d8345.Destination-Travel-Guides ```