The 8 BEST Orlando Hotels Near Winter Park 2026
Explore Orlando stays with convenient access to Winter Park, local dining, and nearby attractions. Finding an Orlando hotel near Winter Park can mean balancing location, comfort, and easy access. This shortlist highlights convenient stays to simplify your search.
300 East New England Avenue, Orlando
Art-filled boutique style puts Winter Park within easy reach. Winter Park’s Park Avenue and Rollins College are both an easy walk away, so you can spend more time exploring the neighborhood and less time driving. The art-filled boutique feel and polished rooms make returning to the hotel part of the pleasure. Park Avenue, a shopping and dining district, is about a 10-minute walk away, and Rollins College is roughly 8 minutes on foot. It’s a relaxed, cultured stay for a Winter Park getaway.
307 S Park Ave, Winter Park, FL 32789
Park Avenue shopping and dining starts just outside. Right in Winter Park, this historic hotel puts the neighborhood’s most appealing streets within easy walking reach. Its intimate, old-school character suits a leisurely trip centered on local dining, shops, and art. Park Avenue, a shopping and dining district, is just outside, while Rollins College is about a 5-minute walk away. It’s a charming, walk-first stay for discovering Winter Park at your own pace.
1275 Lee Road, Orlando
A polished stay close to Winter Park Village. This Orlando hotel sits near Winter Park, keeping the area’s shops and attractions within a short drive. Clean, comfortable rooms and a friendly, contemporary feel make it an easy place to settle in between outings. Winter Park Village, an outdoor shopping and dining center, is about a 5-minute drive away. It’s a straightforward, welcoming stay for travelers who want Winter Park close by.
730 North Magnolia Avenue, Orlando
Downtown comfort with Winter Park a short drive north. From this downtown Orlando address, Winter Park is roughly a 15-minute drive north, making it practical to pair neighborhood exploring with a city stay. Modern rooms and a relaxed courtyard atmosphere offer a comfortable place to recharge between outings. Church Street Station, a historic downtown district, is about a 10-minute drive away, and the Kia Center is roughly 2 miles away. It’s a polished, easygoing stay for travelers who want both Winter Park and downtown within reach.
680 North Orange Avenue, Orlando
Extra space makes Winter Park day trips feel unhurried. Winter Park is a convenient drive north, so you can explore its shops and gardens while keeping a downtown Orlando stay. Suite-style rooms with kitchens give you extra space to settle in, whether you’re here for a weekend or longer. Church Street Station, a historic downtown district, is about a 10-minute walk away, and the Kia Center is roughly 1 mile away. It’s a comfortable, flexible stay for travelers who like room to spread out.
325 South Orange Avenue, Orlando
Artful downtown luxury within a short drive of Winter Park. Winter Park is roughly a 15-minute drive north, while this downtown hotel brings an art-forward mood to your Orlando stay. Rich interiors and an elegant, lively atmosphere make it a distinctive place to return to after exploring. Dr. Phillips Center for the Performing Arts is about a 1-minute walk away, and Church Street Station is nearby. It’s a polished, special-occasion stay for travelers who want Winter Park close and downtown culture at their door.
1315 South Orange Avenue, Orlando
A relaxed, contemporary stay with Winter Park within driving reach. Winter Park is roughly a 15-minute drive north, making its boutiques and gardens an easy part of your Orlando plans. The Delaney pairs a contemporary feel with comfortable rooms and a relaxed restaurant atmosphere. Church Street Station, a historic downtown district, is about 1.2 miles away, and the Kia Center is roughly 1.4 miles away. It’s a welcoming, modern stay for travelers who want a calm retreat between neighborhood and downtown outings.
1127 North Orlando Avenue, Orlando
Roomy suites keep Winter Park outings refreshingly simple. Set close to Winter Park, this hotel makes it easy to spend your days exploring the area without a long drive back. Separate living space in the suites gives you room to unwind after a full day out. Enzian Theater, an independent cinema, is less than a mile away, and Winter Park Village is a short drive. It’s a comfortable, easygoing stay for couples or families who like a little extra room.
Frequently Asked Questions
What is the distance between Winter Park and downtown Orlando hotels?
Winter Park is approximately six miles north of downtown Orlando. Most hotels in the area provide easy access to both locations, making it convenient for travelers.
Are there any hotels with shuttle services to Winter Park attractions?
Several hotels in Orlando offer complimentary shuttle services to popular Winter Park attractions, including the scenic Park Avenue and the Charles Hosmer Morse Museum of American Art. Be sure to check with individual hotels for specific services.
What are some family-friendly hotels near Winter Park?
Family-friendly hotels near Winter Park include the Hilton Orlando, which features spacious rooms and amenities for kids. Another option is the Hyatt Place, known for its convenient location and family-oriented services.
Can you recommend hotels with easy access to public transportation for Winter Park?
Choose hotels located near the SunRail stations, such as the Crowne Plaza Orlando Downtown. The SunRail provides convenient access to Winter Park and other nearby areas, making it a great option for those without a car.
What hotels are closest to the Winter Park Farmer's Market?
The Alfond Inn is one of the closest hotels to the Winter Park Farmer's Market, which takes place every Saturday. Staying here allows you to enjoy the market just a short walk away.
Are there boutique hotels near Winter Park?
Yes, the Alfond Inn is a boutique hotel located in Winter Park. It features unique decor and a local art collection, providing a charming atmosphere for guests.
What amenities should I look for in hotels near Winter Park?
Look for hotels that offer complimentary breakfast, free Wi-Fi, and parking. Many hotels near Winter Park also have pools and fitness centers, which can enhance your stay.
Are there any pet-friendly hotels close to Winter Park?
Several hotels in the Orlando area are pet-friendly, including the La Quinta Inn & Suites. Always check the hotel’s pet policy before booking to ensure a smooth stay with your furry friend.
What hotels are recommended for business travelers near Winter Park?
For business travelers, the Hilton Orlando and the Sheraton Orlando North are great options. Both hotels offer meeting facilities, high-speed internet, and are located near major business districts.
How can I find hotels that are environmentally friendly near Winter Park?
Look for hotels with sustainability certifications or those that have implemented eco-friendly practices. The Alfond Inn is known for its commitment to sustainability, making it an excellent choice for environmentally conscious travelers.
