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

See average prices and weather for all months

Price trends for hotels in Historic Downtown Kissimmee

Pricing is based on two traveler single night rates
Jun
$187
Average price during June is $187
Jul
$188
Average price during July is $188
Aug
$197
Average price during August is $197
Sep
$197
Average price during September is $197
Oct
$160
Average price during October is $160
Nov
$177
Average price during November is $177
Dec
$184
Average price during December is $184
Jan
$188
Average price during January is $188
Feb
$185
Average price during February is $185
Mar
$187
Average price during March is $187
Apr
$185
Average price during April is $185
May
$160
Average price during May is $160
Currently viewing crowd sizes and weather for June.

June

trending_flatModerate crowds
High 88°F / low 74°F. Sunny most days.
88°
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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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90°
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July, High crowds, average high temperature 90 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
76°
90°
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August, Low crowds, average high temperature 90 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Partly sunny.
77°
87°
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September, Low crowds, average high temperature 87 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
75°
83°
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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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76°
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November, Low crowds, average high temperature 76 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
73°
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December, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
69°
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January, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
74°
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February, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
78°
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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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82°
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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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86°
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May, Low crowds, average high temperature 86 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
Monthly weather averages (˚F)

Top landmarks in Kissimmee

Find out more about Historic Downtown Kissimmee

Find out more about Historic Downtown Kissimmee

Discover the Enchantment of Historic Downtown Kissimmee: Where Lakeside Serenity Meets Vibrant Culture

Nestled in the heart of Central Florida, Historic Downtown Kissimmee offers a charming blend of culture, history, and family-friendly fun. Stroll along vibrant streets lined with unique boutiques, art galleries, and delightful eateries, all just a stone's throw from picturesque Lake Tohopekaliga. Enjoy local events, farmers' markets, and festivals that celebrate the area's rich heritage. With easy access to thrilling theme parks and nearby attractions like Disney, Kissimmee serves as an ideal weekend getaway for families seeking adventure and relaxation. Discover the magic of this enchanting destination, where every corner holds a new experience waiting to unfold. For great hotel rates in Historic Downtown Kissimmee, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Historic Downtown Kissimmee

Historic Downtown Kissimmee offers a range of hotel accommodations, featuring lovely options with comfortable rooms and essential amenities. Enjoy convenient access to local attractions, dining, and shopping, all while experiencing the charm of this vibrant area. Ideal for travelers looking for a cozy stay with great options nearby. These are some of the hotels preferred by our travelers in Historic Downtown Kissimmee:

  1. Caribe Royale OrlandoOpens in a new window: This luxurious 4.5-star hotel offers a beautiful environment perfect for leisure travelers seeking a memorable experience. With extensive amenities including a conference center, meeting rooms, and a stunning pool area, it is designed to cater to those who appreciate comfort and elegance. Enjoy the on-site arcade game room and shared playground, while the stunning grounds and highly praised staff enhance your stay. The complimentary shuttle service adds convenience, making it a top choice for those looking for a refined getaway.
  2. FantasyWorld ResortOpens in a new window: This inviting 4.0-star resort is an ideal retreat for family travelers who value spacious accommodations and a wealth of amenities. Featuring a mini-golf course, a lazy river, and impressive waterslides, the property is a family-friendly haven. The well-appointed townhouses provide a full kitchen and a cozy living space, ensuring comfort during your stay. With a vibrant atmosphere, live music, and a relaxing pool bar, this resort is perfect for those seeking both fun and relaxation in a beautifully landscaped setting.
  3. The Ritz-Carlton OrlandoOpens in a new window: This outstanding 5.0-star hotel is perfect for discerning travelers who desire a luxurious escape. With a strong focus on high-end experiences, it offers multiple meeting rooms, a fully accessible business center, and exceptional golf facilities. The hotel is well-known for its breathtaking views and an exquisite spa that promises rejuvenation. Ideal for those seeking a lavish stay, the elegant design and top-notch amenities create an ambiance of sophistication and comfort, ensuring an unforgettable experience for all who visit.

Top locations to stay in Historic Downtown Kissimmee

When visiting Historic Downtown Kissimmee, Kissimmee, Florida, United States of America, staying near Disney's Animal Kingdom® Theme Park, SeaWorld® Orlando, and Discovery Cove is ideal. Disney's Animal Kingdom® offers immersive wildlife experiences, SeaWorld® features thrilling sea-themed attractions, and Discovery Cove provides unique animal encounters. For first-time visitors, staying near Disney's Animal Kingdom® is the best choice for a memorable family vacation.

  1. Near Disney's Animal Kingdom® Theme ParkOpens in a new window: Staying near Disney's Animal Kingdom® Theme Park gives you easy access to the magic of the Walt Disney World® Resort, making it a fantastic choice for families and Disney fans. This area is known for its vibrant atmosphere and offers a variety of attractions, including the exciting Universal Orlando Resort. You can also explore shopping options at Disney Springs™, where you’ll find unique shops and entertainment.
  2. Near SeaWorld® OrlandoOpens in a new window: If you’re looking for a mix of marine life and thrilling rides, staying near SeaWorld® Orlando is perfect. This area showcases unique sea-themed attractions and experiences, making it an excellent spot for families and adventure seekers. You’ll also find cultural attractions nearby, adding to the vibrant entertainment scene, as well as convenient shopping options, ensuring you have everything you need within reach.
  3. Near Discovery CoveOpens in a new window: By choosing to stay near Discovery Cove, you’ll be close to an immersive experience that combines relaxation and adventure in a tropical paradise setting. The nearby attractions at Universal Orlando Resort provide additional thrills, while the area's shopping venues, like the Florida Mall, offer a great mix of retail therapy. This location is perfect for those wanting a unique blend of relaxation and excitement.

Things to do in Historic Downtown Kissimmee

Historic Downtown Kissimmee invites travelers to explore its vibrant streets lined with charming boutiques and eateries, creating a lively atmosphere. Enjoy local festivals, theatrical performances, and diverse entertainment options, while the nearby lakes offer opportunities for boating and leisurely strolls. This area is ideal for group getaways, with plenty of nearby attractions and vacation resorts to enhance your experience.

  • SeaWorld® OrlandoOpens in a new window – Dive into an underwater world filled with thrilling rides and fascinating marine life. Experience exhilarating roller coasters, splash with playful dolphins, and marvel at the majestic orcas in captivating shows.
  • Universal Orlando ResortOpens in a new window – Unleash your inner child at this expansive entertainment complex featuring heart-pounding rides and immersive attractions. From the Wizarding World of Harry Potter to thrilling 3D adventures, there's something for everyone to enjoy together.
  • Disney's Animal Kingdom® Theme ParkOpens in a new window – Embark on a wild journey through this unique blend of a zoo and theme park. Encounter exotic animals, explore lush landscapes, and hop on thrilling rides like Expedition Everest, offering both excitement and education.
  • Discovery CoveOpens in a new window – Experience a day of relaxation and adventure in a tropical paradise. Swim with dolphins, snorkel among vibrant fish, and unwind on pristine sandy beaches, all while enjoying an all-inclusive day of fun.
  • Epcot®Opens in a new window – Travel around the world in a single day at this iconic park. Discover innovative attractions, savor global cuisine, and take in the stunning gardens and cultural displays that celebrate human achievement and creativity.

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

  1. Book for the cheapest times: The most affordable time to visit Historic Downtown Kissimmee is during August, September, and November, when hotel prices tend to be lower. For a budget-friendly trip, a stay of at least 2 to 3 days is recommended to fully appreciate the area's historical landmarks, cultural sites, and natural attractions. Visitors can explore fascinating locations such as the nearby lake and other cultural landmarks that offer great value for money. Additionally, hotel rates may drop during these months, making it an ideal opportunity for those traveling on a budget.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals in Historic Downtown Kissimmee, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can help you stay informed about flash sales and exclusive promotions, ensuring that you don't miss opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool in the app allows travelers to compare hotel prices and amenities, so you're more likely to see the best options available. This way, you'll be among the first to know if prices drop or new rooms become available for your getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Historic Downtown Kissimmee hotel. If you're seeking something different, boutique hotels can provide a more personalized experience and may 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 side, we’ll suggest alternative dates that could help you find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. If you're looking for more budget-friendly options, you might want to consider hotels in less central neighborhoods, which usually tend to be more affordable while still offering reasonable access to the sites you plan to visit. Additionally, exploring independent hotels a bit further out can provide a more authentic experience at a lower cost.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Historic Downtown Kissimmee. 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 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 is usually the wettest month.

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 First United Methodist Church.

Where are the Best Places to Stay in Historic Downtown Kissimmee?

We have 80 accommodations in the neighborhood. Here is one of our travelers' favorite lodging option in Historic Downtown Kissimmee:

Kapp and Kappy B&B

City-center B&B
  • Free breakfast • Free parking • Free WiFi • Terrace • Garden

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:

  • Lanier's Historic Downtown Marketplace (0.1 mi/0.2 km away)
  • 192 Flea Market (3 mi/4.9 km away)
  • Give Kids the World Village (3.2 mi/5.2 km away)
  • Medieval Times (3.5 mi/5.7 km away)
  • Osceola Performing Arts Center (3.3 mi/5.3 km away)

When Is the Best Time to Visit Kissimmee?