Hotels in Historic Downtown Kissimmee

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Where to stay in Historic Downtown Kissimmee?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for Historic Downtown Kissimmee are cheapest in October

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Price trends for hotels in Historic Downtown Kissimmee
Pricing is based on two traveler single night rates
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Currently viewing crowd sizes and weather for September.
Weather forecast for Kissimmee
September
trending_downLow crowds
High 87°F / low 75°F. Sunny most days.
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September, Low crowds, average high temperature 87 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
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October, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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November, Low crowds, average high temperature 76 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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December, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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January, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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February, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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March, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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April, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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May, Low crowds, average high temperature 86 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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June, Moderate crowds, average high temperature 88 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 90 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
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August, Low crowds, average high temperature 90 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Partly sunny.
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Monthly weather averages (˚F)

Top landmarks in Kissimmee

Check out reviews of Historic Downtown Kissimmee hotels guests love

Frequently asked questions

Is Historic Downtown Kissimmee expensive to stay in?
You can find great hotels from $56 in Historic Downtown Kissimmee to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Historic Downtown Kissimmee hotels?
Unlocking discounted rates at hotels in Historic Downtown Kissimmee couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Historic Downtown Kissimmee hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Historic Downtown Kissimmee hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best pet-friendly hotels in Historic Downtown Kissimmee?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In Historic Downtown Kissimmee, our travelers love:
  • Kapp and Kappy B&B has an average guest rating of 9.8 out of 10. To find more pet-friendly stays on Hotels.com, use the "Amenities" filter in your search and select "Pet friendly".
What are some of the top Historic Downtown Kissimmee hotels with free parking?
If you're traveling by car, make your life easier by booking a Historic Downtown Kissimmee hotel with free parking. Our travelers like:
Is it worth staying in Historic Downtown Kissimmee?
You're spoilt for choice with 85 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Historic Downtown Kissimmee makes it easy to explore Kissimmee, including the neighborhoods of Lake Berkley and Buena Ventura Lakes.
Are all taxes and fees included in the Historic Downtown Kissimmee hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Find out more about Historic Downtown Kissimmee

Find out more about Historic Downtown Kissimmee

Lakefront Wonders: Unveiling the Heartbeat of Historic Downtown Kissimmee

Historic Downtown Kissimmee, Florida, is a charming blend of old-world charm and modern flair, perfect for those seeking a unique cultural experience. Stroll along brick-lined streets adorned with boutique shops, galleries, and inviting cafés, all while soaking in the vibrant local arts scene. Key attractions like the Kissimmee Lakefront Park offer stunning views and recreational opportunities, while Old Town captures the nostalgia of classic Americana with vintage rides and lively events. Just moments from world-renowned theme parks, Historic Downtown Kissimmee provides a delightful escape filled with history, community spirit, and unforgettable experiences.

Discover great hotels in Historic Downtown Kissimmee

Historic Downtown Kissimmee offers a diverse range of accommodations, from charming boutique inns to comfortable family-friendly hotels. Visitors can enjoy a mix of modern amenities and local character, all within walking distance of vibrant shops, restaurants, and cultural attractions. Perfect for a relaxing getaway! Here are some of the best hotels in Historic Downtown Kissimmee that our travelers love:

  1. Lambert InnOpens in a new window: Lambert Inn is a charming 2.5-star hotel that offers a comfortable and inviting atmosphere for leisure travelers seeking relaxation. With entertainment options including a Flatscreen TV, Television, and Cable TV, guests can unwind in style. The hotel’s warm ambiance and thoughtful amenities contribute to a delightful stay, making it a favorite among visitors who appreciate a cozy retreat in Historic Downtown Kissimmee.
  2. Budget Inn EastOpens in a new window: Budget Inn East, a 2.0-star hotel, is a great choice for travelers looking for practical accommodations with essential amenities. This hotel features a Television for entertainment and benefits from nearby attractions such as a laundromat, hospital, metro station, outlets, and theme park. Its convenient location allows guests to easily explore the vibrant surroundings, appealing to those who thrive on discovering local culture and experiences.
  3. Flamingo InnOpens in a new window: Flamingo Inn is a delightful 2.5-star motel offering a comfortable stay for leisure travelers. With entertainment options that include Premium TV Channels, Television, and Cable TV, guests can enjoy relaxing evenings after a day of exploration. The motel's inviting atmosphere and convenient amenities create a welcoming environment, making it a popular choice for those seeking a memorable experience in Historic Downtown Kissimmee.

Top locations to stay in Historic Downtown Kissimmee

Stay near SeaWorld® Orlando, Orange County Convention Center, and Disney's Animal Kingdom® Theme Park for an exciting vacation. SeaWorld offers thrilling shows and marine life encounters, while the Convention Center hosts various events and festivals. Disney's Animal Kingdom combines adventure with wildlife exploration. For first-time visitors, staying near Disney's Animal Kingdom is ideal for its iconic attractions and experiences.

  1. Near SeaWorld® OrlandoOpens in a new window: Staying near SeaWorld® Orlando puts you in the center of family-friendly fun and aquatic adventures. This vibrant area is perfect for enjoying thrilling rides, animal encounters, and live shows. You’ll also find excellent shopping and entertainment options nearby, making it easy to fill your days with excitement.
  2. Near Disney's Animal Kingdom® Theme ParkOpens in a new window: If you want to experience a unique blend of nature and adventure, staying near Disney's Animal Kingdom® Theme Park is a great choice. This area offers a rich experience with its immersive environments and wildlife attractions. You can also explore nearby cultural attractions, ensuring a well-rounded visit.
  3. Near Orange County Convention CenterOpens in a new window: Staying near the Orange County Convention Center puts you close to a hub of entertainment and events. This area hosts a variety of festivals and conventions, making it lively and engaging. You can also enjoy nearby shopping options and cultural attractions, perfect for downtime between activities.

Things to do near Historic Downtown Kissimmee

Historic Downtown Kissimmee invites travelers to experience its vibrant atmosphere, where charming streets meet scenic lakeside views. Enjoy lively festivals, captivating performances, and unique shopping options, all while exploring the area's beautiful parks. With a perfect blend of entertainment and natural beauty, it’s an unforgettable destination.

  • Walt Disney World® ResortOpens in a new window – Step into a world of imagination at Walt Disney World® Resort. This iconic theme park offers thrilling rides, enchanting shows, and beloved characters around every corner. Whether you're zooming through Space Mountain or meeting Mickey Mouse, there's magic waiting for you at every turn. Don't forget to take a leisurely stroll around the beautiful lakes that surround the park!
  • Universal Studios FloridaOpens in a new window – Get ready for an action-packed day at Universal Studios Florida! This theme park brings your favorite movies to life with exhilarating attractions that will keep your heart racing. From the thrilling rides based on blockbuster hits to immersive experiences that let you step right into the film, adventure is just a ticket away!
  • Universal Orlando ResortOpens in a new window – Explore the wonders of Universal Orlando Resort, where two amazing theme parks come together for a spectacular experience. Enjoy the excitement of both Universal Studios and Islands of Adventure, each filled with unique attractions, shows, and dining options. It’s the perfect place for families and thrill-seekers to create unforgettable memories!
  • Magic Kingdom® ParkOpens in a new window – Experience the charm of Magic Kingdom® Park, where fairy tales come to life. From the iconic Cinderella Castle to classic rides like Pirates of the Caribbean, this park is designed for fun and fantasy. Join in on the nightly fireworks show and savor the magical atmosphere that makes this destination truly special.

5 tips for savvy savings when booking a hotel in Historic Downtown Kissimmee

  1. Book for the cheapest times: The most budget-friendly time to visit Historic Downtown Kissimmee is during August, September, and November, when hotel prices tend to be lower. For those looking to explore the area's rich landmarks, cultural attractions, and historical sites, a stay of at least 4 to 5 days is recommended. This duration allows visitors to enjoy various experiences, including local festivals, pleasant weather, and entertainment options like theater and opera. Additionally, guests can take advantage of shopping opportunities, sports events, birdwatching, and the scenic lakes that add to the area's charm. Overall, visiting during these months offers great value for money while immersing in the vibrant history and culture of Historic Downtown Kissimmee.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Historic Downtown Kissimmee, you may start by checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you could find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications for updates on flash sales and special promotions, helping you stay informed about potential savings. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options. With these resources, you'll be ready to book your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates may help you save on your stay in a hotel in Historic Downtown Kissimmee. If you’re seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could help you secure a better deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it typically comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in neighborhoods that are a bit farther out, which can strike a balance between cost and accessibility to the sites you want to see. Independent hotels located further away are often more likely to be affordable and can offer a more genuine experience.
  5. Become a Member: Join for free today and start planning your next getaway in Historic Downtown Kissimmee! As a member, you'll unlock exclusive member prices on over 100,000 hotels worldwide, allowing you to save on your accommodations. Enjoy the benefits of quick tier progression, which comes with perks such as complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don’t miss out on these fantastic offers—sign up now and make your next stay unforgettable!

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 has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. March, July, and December are the peak travel months in Historic Downtown Kissimmee, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by no to moderate rainfall. On the other hand, May, September, and October tend to be quieter times to visit, marked by light to moderate rainfall and mostly sunny conditions.

What's Historic Downtown Kissimmee Like?

There's a lot visitors like about Historic Downtown Kissimmee, especially its shops. Enjoy the neighborhood's festivals and entertainment venues. Nature lovers can visit Kissimmee Lakefront Park and Lake Tohopekaliga. There's plenty more to see, including Osceola County Clerk of the Court and Kissimmee Civic Center.

How to Get to Historic Downtown Kissimmee

Flying to:

  • Kissimmee, FL (ISM-Kissimmee Gateway), 1.9 mi (3 km) from Historic Downtown Kissimmee
  • Orlando Intl. Airport (MCO), 11.2 mi (18 km) from Historic Downtown Kissimmee

Things to See and Do in and around Historic Downtown Kissimmee

What to See in Historic Downtown Kissimmee

  • Osceola County Clerk of the Court
  • Lake Tohopekaliga
  • First United Methodist Church
  • Kissimmee Civic Center
  • Monument of States

Things to Do near Historic Downtown Kissimmee:

  • Give Kids the World Village (3.2 mi/5.2 km away)
  • Medieval Times (3.5 mi/5.7 km away)
  • 192 Flea Market (3 mi/4.9 km away)
  • Osceola Performing Arts Center (3.3 mi/5.3 km away)
  • Capone's Dinner Show (4.5 mi/7.2 km away)

When Is the Best Time to Visit Kissimmee?

  • Hottest months: July, August, June, September (average 81°F)
  • Coldest months: January, February, December, March (average 64°F)
  • Rainiest months: August, July, September, June (average 8 inches of rainfall)

Keep exploring

Keep exploring