Hotels in Historic Downtown Kissimmee

Lakefront Charm: Explore the Cultural Tapestry of Historic Downtown Kissimmee

Step back in time in Historic Downtown Kissimmee, Florida, where charming streets are lined with vibrant shops, delightful eateries, and rich history. Nestled near beautiful Lake Tohopekaliga, this quaint district invites visitors to explore its unique boutiques and savor local flavors. Don’t miss the iconic Kissimmee Valley Railroad Museum or the lively events at the Kissimmee Lakefront Park. With its blend of small-town charm and proximity to thrilling theme parks, Historic Downtown Kissimmee is a delightful escape for families and history buffs alike, offering a taste of Old Florida and a perfect spot to unwind. For the best hotel rates in Historic Downtown Kissimmee and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Historic Downtown Kissimmee

Historic Downtown Kissimmee is a fantastic base for exploring top attractions like Walt Disney World® Resort, Disney Springs™, and Universal Studios Florida. Each offers unique experiences, from thrilling rides to vibrant shopping and dining. Accommodations range from budget-friendly hotels to luxurious resorts, providing options for every traveler. For first-time visitors, Walt Disney World® Resort is the best choice, offering a magical introduction to the world of Disney and unforgettable family experiences. These are some of the hotels preferred by our travelers in Historic Downtown Kissimmee:

1. Near Walt Disney World® ResortOpens in a new window: Experience the magic of Disney by staying close to Walt Disney World® Resort. This area is perfect for families and those seeking a fun-filled vacation, with plenty of entertainment options nearby. Consider Four Seasons Resort Orlando at WALT DISNEY WORLD® ResortOpens in a new window, a luxurious 5.0-star resort offering business amenities and a water park for children. For a more budget-friendly option, Home2 Suites by Hilton Orlando at Flamingo CrossingsOpens in a new window and SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceOpens in a new window, both 3.0-star hotels, provide accessible business facilities and are pet-friendly, making them great choices for both business and leisure travelers.
2. Near Disney Springs™Opens in a new window: This vibrant area offers a blend of shopping, dining, and entertainment, making it an ideal spot for families and business travelers alike. Capernaum Lakeside LodgeOpens in a new window is a cozy 3.5-star Bed & Breakfast that includes free breakfast options and cable TV, perfect for those looking for a charming stay. If you prefer a more budget-conscious option, Holiday Inn Express Lake Wales N-Winter Haven, an IHG HotelOpens in a new window and Hampton Inn & Suites Lake WalesOpens in a new window are 2.5-star hotels that welcome pets and provide essential business amenities, ensuring a comfortable stay.
3. Near Universal Studios FloridaOpens in a new window: For thrill-seekers and families alike, this area is a gateway to excitement and adventure. Slumberland MotelOpens in a new window is a pet-friendly motel that caters to travelers with furry companions. WoodSpring Suites Sanford North I-4 Orlando AreaOpens in a new window and Comfort Inn & Suites Orlando NorthOpens in a new window also welcome pets and offer essential business amenities, ensuring a family-friendly environment for your stay.

Things to do in Historic Downtown Kissimmee for first time

A three-day visit to Historic Downtown Kissimmee offers a delightful blend of vibrant festivals, engaging theater, and unique shopping experiences. Surrounded by serene lakes and lush parks, travelers can enjoy outdoor activities like boating and hiking, making it a perfect destination for relaxation and entertainment. Here's a quick itinerary to make the most of your trip to Historic Downtown Kissimmee:

• Day 1: Begin your adventure at Universal Studios Florida, where the excitement of thrilling rides and immersive attractions awaits you. Spend the morning exploring the enchanting worlds of your favorite movies. Afterward, head over to Universal CityWalk, a vibrant entertainment district filled with shops, restaurants, and nightlife. Enjoy a delicious lunch here and take in the lively atmosphere. To wrap up your day, visit the Orange County Convention Center nearby, where you might find fascinating exhibitions or events happening. If time allows, stroll around the beautiful outdoor spaces surrounding the center.
• Day 2: Start your day at the Osceola Performing Arts Center, where you can catch a glimpse of local talent or enjoy a scheduled performance. Next, make your way to Lake Cecile, a serene spot perfect for a leisurely walk or a relaxing afternoon on the water. Consider renting a kayak or simply enjoying the picturesque views. Conclude your day with a visit to Wat Florida Dhammaram, a peaceful Buddhist temple that offers a unique cultural experience, complete with beautiful architecture and tranquil gardens.
• Day 3: Kick off your day at Lake Bryan, which offers a variety of recreational activities such as fishing, hiking, and picnicking. It's a great spot to soak up the natural beauty of Florida. Afterward, head to Big Toho Marina, where you can rent a boat for some fun on the water or simply enjoy the scenic views. Finish your day at Tinker Field, a historic ballpark that often hosts events and concerts—perfect for experiencing local culture and entertainment.

5 tips to find a great Historic Downtown Kissimmee hotel deal

1. Book for the cheapest times: The best time to visit Historic Downtown Kissimmee on a budget is in January, September, and October, when hotel prices are more affordable. If you're traveling internationally, it's advisable to book your flight at least two months in advance to secure better rates. For a budget-friendly trip, aim for at least a 3-4 day stay to fully enjoy the key attractions, such as the vibrant theme park and picturesque lake. This way, you can experience great value for your money while exploring all that Historic Downtown Kissimmee has to offer.
2. Look for last-minute deals on Hotels.com: If you're looking for great last-minute deals to Historic Downtown Kissimmee, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com. Here, you could find discounted rates on hotels as your travel date approaches. To increase your chances of scoring fantastic offers, consider enabling email alerts or push notifications from Hotels.com. This way, you can stay informed about flash sales and exclusive last-minute promotions, helping you make the most of your trip without overspending.
3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year. As a result, being flexible with your travel dates could increase the chances that you may save on hotel expenses in Historic Downtown Kissimmee.
4. Consider your location: When booking your stay on Hotels.com for your holiday, keep your location in mind. Choosing accommodations near major attractions or city centers can offer great convenience, but they usually tend to be more expensive. For more affordable rates, consider hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the sites you want to explore.
5. Upgrade with One Key: Join Hotels.com's free One Key program and book your next stay in Historic Downtown Kissimmee. As a member, you can earn and use rewards points for hotel bookings. Progress through Blue, Silver, Gold and Platinum tiers to unlock various benefits like room upgrades when available, special discounts, and exclusive deals for members. Sign up today.

What to eat in Historic Downtown Kissimmee

Here are a few popular dining spots in Historic Downtown Kissimmee, Kissimmee, Florida, United States of America:

• Broadway Pizza Bar: A beloved local hotspot, Broadway Pizza Bar is celebrated for its inventive takes on classic pizza, featuring fresh, locally-sourced ingredients and a variety of unique toppings. Their menu also includes creative appetizers and desserts, ensuring a full culinary experience that captures the spirit of Kissimmee's vibrant food scene.
• Al's Pizzeria: Known for its authentic New York-style pizza, Al's Pizzeria offers a delightful blend of traditional flavors and modern twists. With a commitment to quality and freshness, this pizzeria showcases the best of local ingredients, serving up delicious slices that are perfect for sharing or enjoying solo as you explore Historic Downtown Kissimmee.

Best time to go to Historic Downtown Kissimmee

Historic Downtown Kissimmee 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 tends to be the wettest month. The peak travel months to visit Historic Downtown Kissimmee are March, April, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. In contrast, September to November are ideal if you're looking for a calmer vacation, marked by light to moderate rainfall and mostly sunny conditions.

Historic Downtown Kissimmee Travel Information