Top Highland Park Hotel Deals

Make the Most of Your Highland Park Stay

Cultural heritage and natural beauty

Highland Park occupies a distinctive position on Chicago's North Shore, where Lake Michigan meets one of America's most architecturally significant suburbs. The city gained international recognition through its Prairie School architecture, most notably the Ward W. Willits House, Frank Lloyd Wright's first fully realized Prairie masterpiece from 1901. Since 1904, Ravinia Festival has served as the summer home of the Chicago Symphony Orchestra, drawing music enthusiasts to its 36-acre park for classical and contemporary performances under the stars.

Downtown sophistication

The walkable downtown centers around Port Clinton Square, where over 100 boutiques and restaurants create a refined North Shore atmosphere. Upscale dining includes Bluegrass with Southern-inspired cuisine, contemporary steakhouses, and international flavors. Business travelers appreciate the direct Metra connection making the 45-minute commute to downtown Chicago straightforward while providing a quieter base.

Access and exploration

Rosewood Beach offers an award-winning lakefront experience with its interpretive center and boardwalk set against wooded bluffs. The city's location provides easy reach of the Chicago Botanic Garden and downtown Chicago's cultural institutions. Members can use miles to book accommodations balancing suburban tranquility with metropolitan access.

Frequently Asked Questions about Highland Park

Can I book hotels in Highland Park on Delta Stays using miles?

Yes, you can book your hotel stay in Highland Park using your Delta miles, or a combination of miles and cash. Upon accessing your Delta SkyMiles® account, you will find Member-valued offers at participating properties that could enhance your visit.

What are the benefits if I use Delta Stays to book my hotel stay in Highland Park?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn miles when paying fully with cash, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Cancellation policies vary by property. Be sure to check the cancellation policy listed under the hotel’s details before booking. Some rates may be refundable, while others may be non-refundable. Changes and cancellations to your booking may result in a different amount of miles earned and awarded to your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. These offers are subject to specific terms and conditions. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays provides special promotions for SkyMiles Members to earn Medallion® Qualification Dollars on accommodations reserved through their booking service. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

Delta Stays provides hotel booking services to all customers. However, registering as a SkyMiles Member enhances your experience by allowing you to earn miles and access Member pricing and promotions. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and additional charges). Plus joining SkyMiles is free. Register today by visiting the delta.com.

Can I book a vacation rental through Delta Stays?

Yes, Delta Stays extends beyond conventional hotel offerings to include a wide selection of vacation rentals for your travel accommodations. You can search for homes, condos, and other unique stays powered by Vrbo on the Vacation Rentals page.

What's a good time of year to visit Highland Park?

To experience Highland Park during great weather, visit in July when it's warm with clear skies and the renowned Ravinia Festival. For off-peak prices and fewer crowds, consider May or September when temperatures are moderate with pleasant conditions and lower visitor numbers.

Which hotels in Highland Park are located near Ravinia Park?

North America's oldest outdoor music festival unfolds at Ravinia Park, where the Chicago Symphony Orchestra performs summer evenings and visitors picnic on the lawn beneath the stars. One popular hotel is Renaissance Chicago North Shore Hotel which is a short drive away. Another top hotel is Embassy Suites by Hilton Chicago North Shore Deerfield and it is within a short drive.

Which hotels in Highland Park are near Ravinia Pavilion?

North America's oldest outdoor music festival brings the Chicago Symphony Orchestra and pop stars to a park-like setting where you can enjoy covered seats or spread a picnic on the lawn. One popular hotel is Renaissance Chicago North Shore Hotel which is a short drive away. Another hotel is Embassy Suites by Hilton Chicago North Shore Deerfield and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar