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

Next weekend

In two weeks

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

￥18,986 total

includes taxes & fees

Nov 15 - Nov 16

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

￥30,220 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

Reyna

￥19,676 total

includes taxes & fees

Oct 25 - Oct 26

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

4. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

￥7,318 total

includes taxes & fees

Oct 19 - Oct 20

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

5. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

￥29,508 total

includes taxes & fees

Oct 29 - Oct 30

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

6. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Adanise

￥9,861 total

includes taxes & fees

Oct 18 - Oct 19

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

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

23 km from Historic Downtown Kissimmee

Juana

￥13,448 total

includes taxes & fees

Nov 3 - Nov 4

8. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Elizabeth

￥37,511 total

includes taxes & fees

Oct 28 - Oct 29

A hotel with a swimming pool, palm trees, and a large building with multiple floors.

9. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

￥40,355 total

includes taxes & fees

Oct 30 - Oct 31

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

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

13.7 km from Historic Downtown Kissimmee

Roberto

￥15,714 total

includes taxes & fees

Oct 18 - Oct 19

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

11. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Ellen

￥17,348 total

includes taxes & fees

Oct 26 - Oct 27

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.

12. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Angel

￥10,431 total

includes taxes & fees

Oct 18 - Oct 19

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

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

22.9 km from Historic Downtown Kissimmee

Camille

￥15,261 total

includes taxes & fees

Nov 3 - Nov 4

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

14. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

David Arturo

￥15,865 total

includes taxes & fees

Oct 28 - Oct 29

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

15. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Omer

￥11,914 total

includes taxes & fees

Oct 28 - Oct 29

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

16. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

￥14,960 total

includes taxes & fees

Oct 28 - Oct 29

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

17. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Candace

￥18,859 total

includes taxes & fees

Oct 30 - Oct 31

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

18. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Yotuel

￥10,241 total

includes taxes & fees

Oct 25 - Oct 26

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

Hosam

￥16,632 total

includes taxes & fees

Oct 28 - Oct 29

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

20. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

14 km from Historic Downtown Kissimmee

Abi Carolina Fornino

￥14,755 total

includes taxes & fees

Oct 28 - Oct 29

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

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent

"Really nice!"

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

10/10 Excellent

"Our family stayed for a trip to Disney. The breakfast was hot and fresh every morning. Front desk was very friendly and we loved the laundry mat on site. I also want say thank you for having a soccer ball for my son to go play on the soccer court with his mom."

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. Seasons Florida Resort

5. Wyndham Grand Orlando Resort Bonnet Creek

6. Club Sevilla

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

8. Hyatt Regency Grand Cypress

9. Caribe Royale Orlando, WorldHotels Elite

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

11. Home2 Suites by Hilton Orlando at Flamingo Crossings

12. Palazzo Lakeside Hotel

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

14. Wingate by Wyndham - Orlando International Airport

15. Kompose Boutique Resort at Theme Parks

16. Tru By Hilton Orlando Convention Center Area, FL

17. Rosen Shingle Creek

18. Rosen Inn Lake Buena Vista

19. Pestana Orlando Suites - Lake Buena Vista

20. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton Orlando Theme Park Resort

Frequently asked questions

Explore a world of travel with Expedia