What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out Kissimmee Civic Center and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.

Where is the best place to stay in Historic Downtown Kissimmee?

Based on Expedia customer reviews, Kapp and Kappy B&B is the highest ranked property in Historic Downtown Kissimmee. This B&B offers free breakfast and free parking.

How many hotels will I find in Historic Downtown Kissimmee?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 81 Historic Downtown Kissimmee hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.

Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?

For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here .

What is there to do around this Kissimmee neighborhood?

Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Monument of States, Bataan-Corregidor Memorial, and Brinson Park. While you're out sightseeing in Kissimmee, be sure to visit other sights like Big Toho Marina or Bob Makinson Aquatic Center.

How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?

To venture out of town, take a train from Kissimmee Station.

Top Historic Downtown Kissimmee Hotels

A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Historic Downtown Kissimmee hotels

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Mark

￥25,529 total

includes taxes & fees

Oct 11 - Oct 12

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

2. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Brianne

￥28,687 total

includes taxes & fees

Oct 28 - Oct 29

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Nguyen

￥19,651 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

4. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

￥29,489 total

includes taxes & fees

Oct 29 - Oct 30

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

5. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

￥8,322 total

includes taxes & fees

Oct 21 - Oct 22

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

6. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

23 km from Historic Downtown Kissimmee

Stephen

￥13,439 total

includes taxes & fees

Oct 28 - Oct 29

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

7. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Nicolas

￥11,187 total

includes taxes & fees

Oct 12 - Oct 13

8. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Elizabeth

￥37,482 total

includes taxes & fees

Oct 28 - Oct 29

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

22.9 km from Historic Downtown Kissimmee

Camille

￥15,251 total

includes taxes & fees

Oct 29 - Oct 30

A hotel with a large pool, palm trees, and a waterfall feature.

10. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

￥40,324 total

includes taxes & fees

Oct 10 - Oct 11

A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

11. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

￥15,552 total

includes taxes & fees

Oct 18 - Oct 19

A multi-story hotel with a swimming pool, outdoor seating, and a landscaped area.

12. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

13.7 km from Historic Downtown Kissimmee

Roberto

￥17,213 total

includes taxes & fees

Oct 11 - Oct 12

A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

13. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Sheri

￥15,198 total

includes taxes & fees

Oct 13 - Oct 14

A modern hotel with "La Quinta" signage, featuring a prominent entrance and a covered outdoor area.

14. La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

12.7 km from Historic Downtown Kissimmee

Mercedes

￥15,827 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.

15. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Darius

￥10,381 total

includes taxes & fees

Oct 11 - Oct 12

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Kevin

￥17,334 total

includes taxes & fees

Oct 20 - Oct 21

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

17. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Odett

￥10,236 total

includes taxes & fees

Oct 27 - Oct 28

A large outdoor swimming pool with multiple water features and lounge areas.

18. Wyndham Garden Lake Buena Vista – Disney Springs® Area

13.8 km from Historic Downtown Kissimmee

Arnelis

￥24,016 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

19. Pestana Orlando Suites - Lake Buena Vista

14.3 km from Historic Downtown Kissimmee

Tracy

￥16,976 total

includes taxes & fees

Oct 28 - Oct 29

A swimming pool with people in the water, including a person in a green and red inflatable ring.

20. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Jonathan

￥23,451 total

includes taxes & fees

Oct 25 - Oct 26

View all properties

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

See properties

A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

See properties

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

See properties

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

See properties

A golf course with bunkers, water hazards, and a large lake.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

See properties

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Great stay!"

Find hotels in Historic Downtown Kissimmee, Orlando

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Wyndham Grand Orlando Resort Bonnet Creek

5. Seasons Florida Resort

6. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

7. Kompose Boutique Resort at Theme Parks

8. Hyatt Regency Grand Cypress

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

10. Caribe Royale Orlando, WorldHotels Elite

11. Tru By Hilton Orlando Convention Center Area, FL

12. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

13. Wingate by Wyndham - Orlando International Airport

14. La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

15. Palazzo Lakeside Hotel

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

17. Rosen Inn Lake Buena Vista

18. Wyndham Garden Lake Buena Vista – Disney Springs® Area

19. Pestana Orlando Suites - Lake Buena Vista

20. Buena Vista Suites Orlando

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Endless Summer Resort - Dockside Inn and Suites

Frequently asked questions

Explore a world of travel with Expedia