Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Winter Park with confidence.
Which month has the cheapest hotel rates in Winter Park?
Hotels are cheapest in Winter Park in September, with average rates of $333. In comparison, July is the most expensive month, with prices at $645.
What is the cheapest day of the week to book a hotel in Winter Park?
Saturday offers the lowest rates in Winter Park, with an average nightly price of $382. The highest prices are found on Monday, with average rates at $574.
How much is a hotel in Winter Park for tonight?
The best deal for a 3-star hotel room in Winter Park found by KAYAK users in the last 3 days was $286, while a 4-star hotel the lowest price was $475. The cheapest room found overall was for $286.
How much is a hotel in Winter Park for this weekend?
The cheapest hotel room in Winter Park for the upcoming weekend found on KAYAK in the last 3 days was for $286 per night. For the same dates, 3-star hotel rooms have been found for as low as $286 per night and 4-star hotel rooms from $511 per night.
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 40% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.
KAYAK's top tips for finding Winter Park hotel deals
How long should you stay? KAYAK users usually book their accommodation in Orlando for 3 days.
The Waldorf Astoria Orlando is the place to stay while visiting Walt Disney World. This hotel offers deals for guests, such as a complimentary shuttle to the Walt Disney World, a spa, a golf club, a fitness center, and world-class dining.
Consider staying at Universal’s Hard Rock Hotel if you’re visiting Winter Park for a spa weekend. This establishment has an on-site spa, Mandara Spa, which provides several services, including massages, facials, and salon and body treatments.
Visiting Winter Park as a group? How about a villa to yourself at the Marriott’s Cypress Harbor Villas. Enjoy spacious accommodation at the heart of Florida, with easy access to Daytona Beach, the Atlantic Ocean, and many other attractions. The villas offer many amenities, including a spa and on-site restaurants.
Consider staying at Hyatt House across from Universal Orlando Resort to stay close to all the action in the city. This hotel is just across the street from Universal Studios, and staying here will put you at the center of all the action. You’ll be not only close to theme parks but also to several other interest areas, such as Universal Volcano Bay, Discovery Cove, and Madame Tussauds.
Want a lavish 5-star stay while in Winter Park? Then, consider staying at the Four Seasons Resort Orlando at Walt Disney World Resort. Here you’ll have stylish hotel rooms with plenty of amenities. Get to choose between rooms with a lake view or theme parks and enjoy many on-site recreational activities, including a sports court, an adults-only pool, splash zone, and bocce ball.
If you are seeking a peaceful and serene escape in Winter Park, a stay at Hotel Monreale Express International Drive Orlando is a perfect choice. The hotel is a short drive to the tranquil Tibet-Butler Nature Preserve, where visitors can immerse themselves in the beauty of the natural world and experience the peace and tranquility of being one with nature.
For travelers in search of easy access to public transportation in Winter Park, Home2 Suites by Hilton Orlando Near Universal is an excellent choice to stay at. The hotel is located just a short distance away from both the Orlando Station and Sand Lake Road Station, providing guests with convenient access to the Lynx bus system and the SunRail commuter train line.
Visitors planning a special event in Winter Park can consider staying at Wyndham Garden Orlando Universal/I Drive for a memorable and spacious celebration. The hotel boasts a stunning banquet hall, perfect for hosting weddings, graduation parties, or birthdays, with plenty of room for guests to gather and make memories.
For guests with electric cars seeking a convenient stay in Winter Park, DoubleTree by Hilton at the Entrance to Universal Orlando is an exceptional choice. The hotel offers an electric car charging station onsite, making it an ideal destination for eco-conscious travelers exploring the area. You will always be ready and prepared for all your errands in your fully-charged electric car when you stay at this wonderful hotel.
Art lovers visiting Winter Park will be thrilled to discover that the Alfond Inn has art all around it that combines contemporary art with civic-mindedness, philanthropy, and international affairs.
FAQs when booking a hotel in Winter Park
Do hotels in Winter Park offer several dining options?
Consider staying at the Hyatt Regency Orlando International Airport for several dining options. This establishment has three on-site restaurants serving gourmet dishes. There’s the Hemisphere Restaurant, Food and Wine Experience, and McCoy’s Bar & Grill, each creating offerings from locally sourced ingredients.
Which hotels in Winter Park are pet-friendly?
Hyatt Regency Grand Cypress and Universal’s Loews Royal Pacific Resort are pet-friendly hotels in Winter Park. The former allows two dogs with a combined weight of 70 pounds for an additional fee of around $150. You need to have the animal’s vaccination records while checking in, and the hotel provides pet amenities. Universal’s Loews Royal Pacific Resort welcomes both dogs and cats for a charge of around $100 per stay. Again, pet amenities and relief areas are provided by the hotel.
Which hotel in Winter Park is recommended for families?
Families will enjoy staying at Hilton Grand Vacations at SeaWorld. This establishment provides comfortable and spacious accommodations with suites having up to three bedrooms, recommended for a family with two or three kids. You’ll have many amenities, including cable TV, free Wi-Fi, a kitchenette, a soaking tub, and living space. In addition, you’ll enjoy the convenience of a free shuttle to the surrounding theme parks and the on-site activities, which include tennis, shuffleboard, a kids’ playground, and swimming.
Which hotel in Winter Park is popular for couples?
Couples are welcome to Rosen Shingle Creek for a relaxing experience in Winter Park. Here you’ll have suites to enjoy each other’s company, with plenty of amenities to facilitate your experience. There are plenty of couples’ activities to enjoy, including golf, a couples’ massage at the on-site spa, a picnic at the tropical gardens, or a soak in the Jacuzzi. You’re also welcome to high-class dining at any of the three on-site restaurants, and those who don’t wish to leave their rooms can order room service.
Which hotels in Winter Park have an onsite fitness center?
Staying fit while traveling can be a challenge, but SpringHill Suites by Marriott Orlando at SeaWorld makes it easy and convenient. Whether you're interested in weights, cardio, or just need a quick stretch before your day, the onsite fitness center at this hotel is well-equipped for all forms of workout.
Which hotels in Winter Park boast shopping areas?
If you'd like to shop during your stay in Winter Park staying near the Orlando Outlet Marketplace will be a thoughtful choice. Universal's Endless Summer Resort - Dockside Inn and Suites would make for a great stay since it's located a short distance from the marketplace. This will allow you to get fresh products and any necessities you might need during your stay.
Which hotels in Winter Park are near the airport?
If you're flying into Orlando International Airport (MCO), Drury Inn & Suites near Universal Orlando Resort offers convenient accommodations that are just a short distance from the airport. This makes it an ideal choice for guests who value proximity and ease of access when traveling.
Which Winter Park hotels are ideal for guests with reduced mobility?
For travelers with limited mobility, Universal's Aventura Hotel is an exceptional choice for a comfortable and accommodating stay. The hotel's commitment to accessibility is apparent in the range of features it offers, including accessible bathrooms with grab bars in the toilet, wheelchair-accessible parking, low-level handles and sinks, and a hoist at the pool. The hotel also has an elevator that ensures that all floors are accessible.
How do I find a hotel in central Winter Park?
After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Winter Park districts. You can also do a search using the city map to choose a specific location, like Winter Park city centre
How can I find hotels near me?
Take a look at our extensive hotel map to find the best hotels near you.
Winter Park Hotel Deals. Search and compare hotels in Winter Park. Find cheap hotel rooms in Winter Park. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.
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