Hotels near Old Town Kissimmee

Whimsical Wonders: Unveiling the Enchantment of Old Town

Old Town in Kissimmee, Florida, is a charming, nostalgic destination that captures the essence of classic Americana. This vibrant entertainment district features a delightful mix of vintage shops, thrilling amusement rides, and lively events, including classic car shows and live music. Stroll down brick-lined streets, savor local cuisine, and enjoy attractions like the Ferris wheel and arcade games. With its family-friendly atmosphere and proximity to major theme parks, Old Town offers a perfect blend of fun and relaxation, making it an ideal spot for travelers seeking a unique experience in the heart of Florida. For our best hotel rates near Old Town and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Old Town

Explore a variety of hotel accommodations near Old Town, Kissimmee, ranging from budget-friendly options to star-rated hotels. You'll find comfortable stays with diverse amenities, often at competitive room rates, all conveniently located to enjoy the attractions and charm of Old Town and the surrounding area. Here are some of the best hotels near Old Town that our travelers love:

1. Caribe Royale OrlandoOpens in a new window: This exquisite 4.5-star hotel offers a luxurious retreat with beautiful grounds and a range of family-friendly amenities. Travelers can indulge in the property's elegant pool, enjoy quality time in the shared playground, or explore the arcade game room. Patrons frequently highlight the helpful staff and the convenience of the complimentary shuttle service. The hotel provides a sophisticated atmosphere, making it an ideal choice for leisure travelers seeking a memorable getaway.
2. Gaylord Palms Resort & Convention CenterOpens in a new window: A stunning 4.0-star hotel that serves as a peaceful sanctuary, perfect for leisure travelers seeking relaxation and rejuvenation. The property boasts a full-service spa, complete with body wraps and manicures, alongside a vibrant pool area. Guests appreciate the warm atmosphere created by the attentive staff, along with convenient access to a water park and various dining options on-site. This hotel is a splendid choice for those looking to unwind and enjoy a luxurious experience.
3. Waldorf Astoria Orlando - An Official Walt Disney World® HotelOpens in a new window: This exceptional 5.0-star resort is designed for discerning leisure travelers, offering a seamless blend of comfort and sophistication. With beautiful King Suite Rooms and an inviting atmosphere, this property boasts a golf course that enhances its allure. Guests rave about the fresh room designs and outstanding service throughout their stay. The resort's layout is easy to navigate, ensuring a smooth and enjoyable experience. This hotel stands out as a premier destination for those seeking high-quality accommodations and curated experiences.

Things to do near Old Town

Old Town is a lively destination that captures the essence of fun and nostalgia, featuring vibrant streets lined with shops and entertainment options. Enjoy thrilling rides, indulge in delicious eats, or take a leisurely stroll through scenic parks. With activities like boating, hiking, and festive events, there’s always something exciting happening!

• Walt Disney World® ResortOpens in a new window – Dive into a world of imagination at this iconic theme park where you can explore enchanting lands, meet beloved characters, and experience thrilling rides that bring your favorite stories to life.
• Universal Studios FloridaOpens in a new window – Step into the movies at this dynamic theme park, where you can enjoy exhilarating attractions based on blockbuster films. Feel the rush of adrenaline on heart-pounding rides and get up close with your favorite cinematic characters.
• Disney's Animal Kingdom® Theme ParkOpens in a new window – Discover the wonders of wildlife and nature at this unique park. Traverse lush landscapes, encounter exotic animals, and embark on adventurous attractions that celebrate the beauty of the natural world.
• Magic Kingdom® ParkOpens in a new window – Experience the ultimate Disney magic in this enchanting park, where fairy tales come alive. Explore charming lands, enjoy spectacular parades, and watch the night sky light up with dazzling fireworks above Cinderella's Castle.
• Universal Orlando ResortOpens in a new window – This expansive resort combines multiple theme parks for an action-packed experience. From thrilling rides to immersive experiences, there's something for everyone, making it a must-visit for thrill-seekers and families alike.

5 tips for savvy savings when booking a hotel near Old Town

1. Book for the cheapest times: The most affordable time to visit Old Town is during August, September, and November when hotel prices are generally lower. For those looking to explore the essential historical and cultural landmarks in the area, a stay of at least 2 to 3 days is recommended. This timeframe allows visitors to appreciate the rich history and cultural attractions without breaking the bank, making it a great value for money for travelers on a budget. Plus, prices could drop even further during these months, enhancing the budget-friendly experience.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Old Town, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, so you're more likely to catch opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, ensuring you can make informed choices. With these resources, you could be among the first to know when prices drop or rooms become available for your last-minute getaway.
3. Be flexible with dates: Prices may fluctuate based on various factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you save on your stay near the Old Town hotel. If you're in search of something special, boutique hotels can provide a more personalized experience and sometimes offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher end, we’ll recommend alternative dates that could help you find a more affordable option.
4. Consider your location: Staying closer to popular attractions or downtown areas can be convenient, but it often comes with a higher price tag. If you're looking for more affordable options, you might consider hotels in neighborhoods that are usually a bit farther from the center, striking a balance between cost and access to the sites you want to see. Independent hotels located a bit further out can also offer a more authentic experience and are often more likely to be budget-friendly.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay near Old Town. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Old Town

Old Town experiences its lowest average temperature in January, at 60.6°F (15.9°C), while August is the hottest month, with an average temperature of 82.6°F (28.1°C). August is typically the wettest month. If you’re looking to soak up the lively atmosphere at Old Town, March, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. However, if you prefer a more relaxed experience, January, October, and November are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.