Hotels in Winter Park
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Where to stay in Winter Park?

Park Plaza Hotel
Park Plaza Hotel
gorgeous property at winter park -118
gorgeous property at winter park -118
The Alfond Inn
The Alfond Inn
Hilton Garden Inn Winter Park
Hilton Garden Inn Winter Park
SpringHill Suites by Marriott Winter Park
SpringHill Suites by Marriott Winter Park
Comfort Suites Downtown
Comfort Suites Downtown
Courtyard by Marriott Orlando Downtown
Courtyard by Marriott Orlando Downtown
The Delaney Hotel
The Delaney Hotel
La Quinta Inn & Suites by Wyndham Orlando UCF
La Quinta Inn & Suites by Wyndham Orlando UCF
La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
Wingate by Wyndham - Orlando International Airport
Wingate by Wyndham - Orlando International Airport
Country Inn & Suites by Radisson, Orlando Airport, FL
Country Inn & Suites by Radisson, Orlando Airport, FL
Holiday Inn Express Hotel & Suites Ocoee East by IHG
Holiday Inn Express Hotel & Suites Ocoee East by IHG
Ramada by Wyndham Suites Orlando Airport
Ramada by Wyndham Suites Orlando Airport
Cambria Hotel Orlando Airport
Cambria Hotel Orlando Airport
avid hotel Orlando International Airport by IHG
avid hotel Orlando International Airport by IHG
Hampton Inn Orlando-International Airport
Hampton Inn Orlando-International Airport
Sonesta Essential Orlando Airport
Sonesta Essential Orlando Airport
Hyatt House Orlando Airport
Hyatt House Orlando Airport
Holiday Inn Orlando International Airport by IHG
Holiday Inn Orlando International Airport by IHGGo beyond your typical stay in Winter Park
Top neighborhoods in Winter Park

Hannibal Square
Hannibal Square blends rich African American heritage with modern charm in Winter Park's cultural heart. The Heritage Center showcases local Black history through exhibits and art, while New England Avenue buzzes with boutique galleries and upscale restaurants in restored buildings. History buffs and art lovers can explore the neighborhood's preserved architecture and cultural landmarks. The dining scene features Southern fusion and contemporary American cuisine in historic settings with tree-lined outdoor seating. Most accommodations are charming boutique bed & breakfasts in converted historic homes. The compact, walkable layout makes exploring this authentic cultural enclave a breeze.

Park Avenue District
Park Avenue District combines elegant shopping with cultural treasures in Winter Park's sophisticated heart. The Charles Hosmer Morse Museum dazzles with its Tiffany glass collection while tree-lined boulevards showcase Mediterranean Revival architecture. Stroll through Central Park's gardens between boutique visits or enjoy sidewalk cafés, galleries, and shops in this European-inspired atmosphere. Fine dining dominates with farm-to-table restaurants and wine bars offering seasonal cuisine. Most attractions sit within a 3-block radius, making this walkable district ideal for architecture enthusiasts. Boutique hotels and luxury bed & breakfasts provide upscale accommodations with personalized service throughout this refined neighborhood.

Baldwin Park
Baldwin Park offers a peaceful retreat from Orlando's tourist hustle with its scenic Lake Baldwin at the center of it all. Tree-lined streets wind through this charming planned community where wooden boardwalks and fishing piers dot the lakeside trail. Pocket parks and playgrounds provide perfect spots for afternoon breaks, while the Village Center buzzes with boutique shopping and casual dining. The neighborhood shines with its walkable layout and extensive trail system, making cars optional for local exploration. Upscale cafes and bistros serve everything from Italian to American fare, while vacation rentals and condos offer homey alternatives to Orlando's mega-resorts. Getting to theme parks requires a short drive, but that's the trade-off for genuine tranquility.

Goldenrod
Goldenrod offers a laid-back suburban vibe just outside Orlando's buzzing center. The neighborhood blends residential calm with convenient access to attractions, making it perfect for travelers who want breathing room. You can hit the lanes at Aloma Bowl, tee off at Winter Pines Golf Club, or explore nearby Red Bug Lake Park between Orlando adventures. Budget-friendly dining spots line Semoran Boulevard with casual chain restaurants and family diners serving meals that won't break the bank. The area is definitely car country, so rent wheels to zip between Winter Park Village and downtown Orlando. Extended-stay hotels and mid-range chains provide comfy, no-fuss places to crash after long theme park days.

College Quarter
College Quarter wraps you in academic charm with Mediterranean Revival buildings and leafy walkways. Students chat at outdoor cafes while indie bookstores and small galleries invite exploration. Stroll through palm-dotted streets where historic architecture creates a scholarly yet welcoming vibe. Catch a game at Barker Stadium or visit the Winter Park Playhouse for a cultural fix. Budget-friendly cafes and casual eateries cater to student appetites with extended hours during the school year. Vacation rentals in converted student housing offer affordable stays, putting you steps away from campus attractions. The neighborhood's walkable streets make getting around a breeze without needing a car.
Learn more about Winter Park
Escape the theme park frenzy on Park Avenue's brick-paved elegance, where upscale boutiques and outdoor cafes create a sophisticated small-town atmosphere. The Morse Museum houses an unrivaled collection of Tiffany glass that sparkles like frozen sunlight. Paddle a swan boat across Lake Osceola for postcard-worthy photos, or explore the hidden beauty of Kraft Azalea Gardens. Rollins College campus offers Spanish Mediterranean architecture worth admiring before browsing the Albin Polasek Museum's sculpture gardens. Winter Park Village provides shopping without the mall madness, while Casa Feliz Historic Home Museum reveals the city's wealthy winter resident past. Visit during a festival when the already-charming streets transform into celebration central.

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