Unwrap the Holidays with Highland Park Shopping

DOWNTOWN HIGHLAND Park and City of Highland PARK

Downtown Highland Park is the heart of the North Shore, and during the holidays it becomes an especially festive place to gather, shop, and celebrate. The Park District of Highland Park brings the season to life with wintry lakefront views, cozy outdoor spaces, and seasonal recreation for every age. For a night of holiday cheer, Wayfarer Theaters offers live entertainment that makes the perfect addition to any seasonal outing. Just a short drive away, Lynfred Winery invites guests to warm up with tastings in a historic setting, ideal for toasting the season with friends and family. Diners can explore a wide range of flavors, from the bold, authentic dishes at Indus Progressive Indian to the locally minded fare at Steep Ravine. Backyard Grill serves up a casual, crowd-pleasing menu that’s great for relaxed holiday get-togethers, while Central Cafe is a cozy stop for a warm drink and a bite between errands. Braeside Market adds gourmet touches and a distinctly local feel, making it a wonderful place to find ingredients and treats for your own holiday table. Port Clinton Square anchors the downtown experience with boutiques, specialty shops, and dining, all within an easy stroll and perfect for finding that one-of-a-kind gift. Whether you’re checking names off your gift list, planning a festive date night, or simply soaking in the sparkle of the season, Downtown Highland Park delivers a warm, welcoming holiday experience in one memorable destination.Kick off the season at the Holiday Lighting ceremony at Port Clinton Square on Saturday, November 21, from 4 to 6 p.m., then come back on Small Business Saturday, November 28, to shop local, find one-of-a-kind gifts, warm up with a bite or a drink, and support the independent businesses that make area sparkle. Continue scrolling to view a list of shops:

Apparel, Accessories and Shoes

• Redvanly
• Central for Men
• Heidi Hess
• K-SOLO Vintage
• Old Elm Resale
• Annie Turbin
• ROSS's
• Accessorize Me
• Anthropologie
• Avant for Men
• Central Boutique
• Eileen Fisher
• ENAZ
• Gearhead Outfitters
• Guys & Co.
• HP Tops
• Lori's Shoes
• My Sister's Circus
• New Balance
• Over the Top
• Rock n Rags
• Style Shack
• Sunflower Boutique

Art, Antiques & Jewelry

• The Vault Creative
• Vintage Rescue
• Laughlin Gallery
• Time Gallery
• Bluemercury
• Ulta

Books | Children's Clothes | Sports | Other Gifts

• Matchmaker Bookshop
• Secret Wolrd Books
• Glamour Girlz Central
• Babydreams
• Beanstalk Toys & Books
• Sprout Kids
• Twinkle Twinkle Little One
• Wild WIllow
• Balloon City
• Paper Source
• Bergie's Sports Card Dugout
• Trek Highland Park
• Gearhead Outfitters

Floral Gifts | Home | Jewelry

• Freestyle Ceramics
• Adesso
• Citywoods
• FLoral Gardens
• Harper + Ash
• Legend of Time & Leara Gem
• Dynasty Coins, Jewelry and Collectibles
• ABC Design Jewelers
• Allura Fine Jewlers
• Jacqueline's Jewelers
• MP Jewelers & Design
• Razny Jewelers
• Ross Designs
• Smart Jewelers

Music | Musical Instruments | Resale

• Dean Zelinsky Guitars
• Guitar Center
• Music Gallery
• My Best Friend's Closet
• ORT Resale Shop

More info »

Ravinia District

For a charming holiday shopping area, visit Ravinia District located mainly on Roger Williams Avenue. Artists and creatives line the streets and make it a perfect opportunity to skip the mall. Plus there are plenty of places to wine and dine when your shopping spree is complete. Here is a list of the stores in Ravinia District:

Retail

• SoShee Boutique
• Jill ALberts Jewelry
• Spool CLothing and Vintage Rescue
• Zolboo Skincare

Kids | Books

• Ravinia Books, Antiques, Etc.
• Principessa Children's Boutique

Treats | Foods | and more...:

• Mil Colibris Bakery and Cafe
• Astra Coffee Roasters 
• BWB
• Field Violin Workshop
• Steep Ravine Brewing Co. 

More info »

For other holiday happenings in Lake County, continue here. For more about the City of Highland Park, click here.