- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winter Park


Check prices for these dates
Our top choices for Winter Park hotels

1. The Alfond Inn
The Alfond Inn
2. SpringHill Suites by Marriott Winter Park
SpringHill Suites by Marriott Winter Park
3. Hilton Garden Inn Winter Park
Hilton Garden Inn Winter Park
4. Park Plaza Hotel
Park Plaza Hotel
5. Comfort Suites Downtown
Comfort Suites Downtown
6. Wingate by Wyndham - Orlando International Airport
Wingate by Wyndham - Orlando International Airport
7. Holiday Inn Express Orlando International Airport by IHG
Holiday Inn Express Orlando International Airport by IHG
8. Hyatt House Orlando Airport
Hyatt House Orlando Airport
9. Hampton Inn & Suites Orlando Airport @ Gateway Village
Hampton Inn & Suites Orlando Airport @ Gateway Village
10. DoubleTree by Hilton Orlando Airport
DoubleTree by Hilton Orlando Airport
11. La Quinta Inn & Suites by Wyndham Orlando UCF
La Quinta Inn & Suites by Wyndham Orlando UCF
12. La Quinta Inn & Suites by Wyndham Orlando Airport
La Quinta Inn & Suites by Wyndham Orlando Airport
13. Hyatt Place Lake Mary/Orlando North
Hyatt Place Lake Mary/Orlando North
14. The Delaney Hotel
The Delaney Hotel
15. Ramada by Wyndham Suites Orlando Airport
Ramada by Wyndham Suites Orlando Airport
16. Country Inn & Suites by Radisson, Orlando Airport, FL
Country Inn & Suites by Radisson, Orlando Airport, FL
17. Hyatt Place Orlando Airport
Hyatt Place Orlando Airport
18. avid hotel Orlando International Airport by IHG
avid hotel Orlando International Airport by IHG
19. Fairfield Inn By Marriott Orlando Airport
Fairfield Inn By Marriott Orlando Airport
20. Wyndham Garden Orlando Airport
Wyndham Garden Orlando AirportWhere to stay in Winter Park

Hannibal Square
Hannibal Square showcases Winter Park's rich African American heritage through preserved historic buildings and cultural landmarks. The Hannibal Square Heritage Centre offers fascinating exhibits of Black history and art in this cultural enclave. Tree-lined streets create a peaceful atmosphere for exploring this significant district. Modern touches blend seamlessly with history along New England Avenue. Boutique galleries, upscale restaurants, and speciality shops occupy charming restored buildings. The neighborhood's compact, walkable layout makes it perfect for travellers seeking both cultural insights and sophisticated relaxation.

Park Avenue District
Park Avenue District in Winter Park blends luxury shopping with historic charm. Mediterranean Revival buildings house upscale boutiques, art galleries, and pavement cafés along tree-lined streets. The Charles Hosmer Morse Museum showcases stunning Tiffany glass collections that art lovers shouldn't miss. Central Park offers elegant green spaces perfect for relaxation between shopping excursions. Sophisticated wine bars and fine dining establishments create a refined evening atmosphere. The walkable district maintains its European-inspired character with wrought-iron details and warm earth tones throughout.

Baldwin Park
Baldwin Park offers a peaceful retreat from Orlando's tourist buzz with tree-lined streets and homes encircling Lake Baldwin. This master-planned community features scenic walking trails, wooden boardwalks, and fishing piers that invite visitors to unwind by the water. The Village Centre anchors the area with boutique shops and cafes. Nature lovers will appreciate the extensive park system and preserved wetlands throughout the area. Kayaking, paddleboarding, and fishing are popular activities on Lake Baldwin. The area maintains a genuine suburban feel with limited nightlife, creating a tranquil escape for travellers seeking quiet evenings.

Goldenrod
Goldenrod offers a peaceful suburban escape just outside Orlando with easy access to major attractions. This budget-friendly area blends college energy from nearby UCF with family-oriented residential charm. Enjoy casual bowling at Aloma Bowl or play a round at Winter Pines Golf Club. The area features diverse dining options along Semoran Boulevard where ethnic eateries showcase international flavours. While Goldenrod itself is quiet, you're just minutes from Winter Park Village's upscale shops and Red Bug Lake Park's natural beauty. A car is recommended for exploring Orlando's famous attractions.

College Quarter
College Quarter blends academic energy with residential charm around Rollins College's Mediterranean Revival campus. Red-tiled roofs and stucco buildings frame tree-lined walkways where students gather at outdoor cafes. Small galleries showcase emerging artists while independent bookshops invite browsing throughout this scholarly atmosphere. The area offers pleasant exploration along palm-dotted streets with historic architecture. Student-friendly eateries serve coffee, pizza, and international cuisine at budget-friendly prices. Brick pathways wind under mature oak canopies, creating a peaceful retreat just steps from campus activities.
Learn more about Winter Park
Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.




























































































