Best Hotels Near Winter Park Florida
Winter Park is one of Central Florida’s most charming destinations—brimming with art, culture, boutique shopping, and incredible dining. Whether you're visiting Rollins College, coming for the annual Autumn Art Festival or taking a stroll down Park Avenue, you’ll want the perfect place to stay. Here's your guide to top hotels in Winter Park and nearby Orlando.
The Alfond Inn
Located just steps from the Rollins College campus, The Alfond Inn is a boutique luxury hotel known for its art-filled interiors, rooftop pool, pet-friendly rooms, and philanthropic mission supporting Rollins College scholarships. With Park Avenue just a short walk away, guests have endless things to do—from dining and shopping to strolling among historic oak-lined streets. Book your stay here.
Nearby Eats:
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Barnie’s Coffee & Tea Co. – A cozy local café perfect for specialty coffee and breakfast bites.
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Prato – Trendy Italian dining with handcrafted pastas and wood-fired pizzas. Make your reservation for Prato on Resy.
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The Wine Room on Park Avenue – Offers wine-tasting machines, gourmet bites, and a relaxed ambiance.
Things to Do:
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Visit the Charles Hosmer Morse Museum, home to the world’s largest collection of Tiffany glass.
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Take the historic Scenic Boat Tour through the Winter Park chain of lakes.
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Explore the Rollins Museum of Art, showcasing contemporary and traditional works from around the globe.
Hilton Garden Inn Winter Park
This stylish new addition offers modern rooms, an on-site restaurant, fitness center, and free Wi-Fi. It’s located on Lee Rd, making it a convenient choice for both business travelers and visitors seeking relaxation. Book your stay here.
Nearby Eats:
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Chayote Barrio Kitchen – A lively Latin fusion restaurant led by Food Network star Chef Mario Pagán, offering a fresh take on traditional flavors, which artfully blends classic Latin ingredients with modern culinary techniques. You can watch a live cooking demo from Chef Mario on The B Student Podcast for a behind-the-scenes look at his creative process. Make your reservation for Chayote Barrio Kitchen on Resy.
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Christner’s Prime Steak & Lobster – A classic fine-dining experience with aged steaks and an old-school atmosphere. Make your reservation for Christner's Prime Steak & Lobster on Opentable.
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The Glass Knife – A chic café offering artisan pastries, gourmet coffee, and savory brunch items.
Things to Do:
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Shop and grab a bite at Winter Park Village.
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Visit the historic Hannibal Square for local art galleries and cultural landmarks.
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Stroll through Mead Botanical Garden, a tranquil green space perfect for nature lovers.
SpringHill Suites by Marriott Winter Park
Ideal for families or extended stays, SpringHill Suites offers spacious rooms with separate living areas, complimentary breakfast, and a prime location close to Winter Park Village. Book your stay here.
Nearby Eats:
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Jeremiah’s Italian Ice – A local favorite for refreshing Italian ice, soft ice cream, and layered Gelatis.
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Fleming’s Prime Steakhouse & Wine Bar – Upscale dining with premium steaks and an extensive wine list. Make your reservation for Fleming's Prime Steakhouse & Wine Bar on Opentable.
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Soseki Omakase – An intimate Michelin-starred dining experience offering a multi-course Japanese tasting menu. Make your reservation for Soseki Omakase on Explore Tock.
Things to Do:
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Catch a unique indie film at the charming Enzian Theater, which also features outdoor dining at Eden Bar.
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Get energized at Vybe Fitness, a boutique fitness studio offering dynamic workouts.
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Relax with a luxury mani-pedi at PAINT Nail Bar, known for its non-toxic, modern approach to nail care.
Stay Close: Hotels Near Winter Park
If you're looking to explore Winter Park while staying just outside the area, there are several excellent hotel options in nearby Orlando. These properties offer convenient access—typically within 15 to 30 minutes—to all that Winter Park has to offer.
Sheraton Orlando North (Maitland)
Though technically in Maitland, the Sheraton is only a 10-minute drive from Winter Park. Guests enjoy comfortable accommodations, an outdoor pool, and a state-of-the-art fitness center. Book your stay at Sheraton Orlando North here.
Courtyard by Marriott Downtown Orlando
Located just 15 minutes from Winter Park, this modern hotel offers contemporary accommodations, a 24-hour market, a well-equipped fitness center, and stylish communal spaces. Its central location makes it a convenient base for exploring downtown Orlando’s cultural scene, including the acclaimed Dr. Phillips Center for the Performing Arts. Book your stay at Courtyard by Marriott Downtown Orlando here.
Grand Bohemian Hotel Orlando
This luxurious Autograph Collection hotel is about 20 minutes from Winter Park, offering an art-forward stay with an in-house gallery, spa, and rooftop dining. A favorite for romantic getaways and upscale travel. Book your stay at Grand Bohemian Hotel Orlando here.
Residence Inn by Marriott Downtown Orlando
Ideal for extended stays, this hotel offers full kitchens, complimentary breakfast, and is just 20 minutes from Winter Park. It's great for business travelers or families needing extra space. Book your stay at Residence Inn by Marriott Downtown Orlando here.
Melia Orlando Celebration Hotel
Approximately 35–40 minutes from Winter Park, this resort-style hotel features suite-style accommodations, a large pool area, and proximity to Disney—but it’s also a nice retreat for those who want to explore Central Florida beyond the parks. Book your stay at Melia Orlando Celebration Hotel here.