What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit Osceola County Clerk of the Court and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.

How many hotels will I be able to find in the Historic Downtown Kissimmee area?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 83 Historic Downtown Kissimmee hotels and other accommodation options to choose from.

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

Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.

What is there to do around this Kissimmee neighbourhood?

Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Brinson Park or Big Toho Marina.

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

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

The Best Hotels in Historic Downtown Kissimmee, Orlando - 2026 Updated Prices

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

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Mark

4.513.501 ₫ total

includes taxes & fees

13 Aug - 14 Aug

2. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Tracy

5.286.225 ₫ total

includes taxes & fees

10 Aug - 11 Aug

3. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Osvaldo

3.248.438 ₫ total

includes taxes & fees

16 Aug - 17 Aug

4. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

2.510.288 ₫ total

includes taxes & fees

9 Aug - 10 Aug

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Ianna

2.760.581 ₫ total

includes taxes & fees

10 Aug - 11 Aug

6. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Terry

2.338.875 ₫ total

includes taxes & fees

10 Aug - 11 Aug

7. Country Inn & Suites by Radisson, Orlando Airport, FL

20.5 km from Historic Downtown Kissimmee

Gregory

2.133.633 ₫ total

includes taxes & fees

25 Aug - 26 Aug

8. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Nick

3.395.891 ₫ total

includes taxes & fees

16 Aug - 17 Aug

Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible) | Premium bedding, in-room safe, desk, blackout curtains

9. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Iris

2.330.444 ₫ total

includes taxes & fees

30 Aug - 31 Aug

10. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Callie

2.610.562 ₫ total

includes taxes & fees

30 Aug - 31 Aug

11. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Turrell

2.594.295 ₫ total

includes taxes & fees

30 Aug - 31 Aug

In-room safe, laptop workspace, blackout curtains, iron/ironing board

12. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Jose

1.523.661 ₫ total

includes taxes & fees

9 Aug - 10 Aug

13. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

LaToya

2.446.893 ₫ total

includes taxes & fees

8 Sept - 9 Sept

Premium bedding, pillow-top beds, in-room safe, desk

14. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Gregory

2.982.656 ₫ total

includes taxes & fees

10 Aug - 11 Aug

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Kelly

2.449.410 ₫ total

includes taxes & fees

16 Aug - 17 Aug

16. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

1.582.311 ₫ total

includes taxes & fees

6 Sept - 7 Sept

17. DoubleTree by Hilton Orlando Airport

21 km from Historic Downtown Kissimmee

Mark

3.118.460 ₫ total

includes taxes & fees

17 Aug - 18 Aug

18. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Hugo

3.520.125 ₫ total

includes taxes & fees

6 Sept - 7 Sept

19. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Kevin

2.099.021 ₫ total

includes taxes & fees

31 Aug - 1 Sept

20. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

jair

6.102.490 ₫ total

includes taxes & fees

9 Aug - 10 Aug

View all properties

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.

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

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

See properties

The entrance to Aquatica with colorful signage and a water slide.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Orange County Convention Center or Aquatica while you're exploring the neighbourhood.

See properties

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

Reunion

The top golf courses and fun-filled water parks 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

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

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

See properties

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

Champions Gate

Ample dining options and top 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

Top Historic Downtown Kissimmee Hotel Reviews

Walt Disney World Dolphin

10/10 Excellent

"We absolutely loved our stay. It is so easy to get to Epcot and Hollywood Studios. If those are your parks then this is one of the best resorts to stay at."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Our stay here was amazing!! The staff were super friendly and helpful. It was an easy and smooth check-in and check-out process. Our villa was so clean and spacious. The resort had so many amenities to use as well as activities to participate in during our stay. It is very family-friendly and close to a lot different places to eat besides the 3 restaurants on site. I did really like that they do check-in during your stay to make sure everything is going well and to see if you needed anything. The one thing I didn’t know prior to staying was that there is a parking fee for each night but other than that our stay was absolutely amazing! I can’t wait to come back again with my family."

Search Hotels in Historic Downtown Kissimmee, Orlando

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Hyatt Regency Orlando International Airport

3. Hyatt House Orlando Airport

4. Wyndham Garden Orlando Airport

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

6. Wingate by Wyndham - Orlando International Airport

7. Country Inn & Suites by Radisson, Orlando Airport, FL

8. Embassy Suites by Hilton Orlando Lake Buena Vista South

9. Ramada by Wyndham Suites Orlando Airport

10. Cambria Hotel Orlando Airport

11. Holiday Inn Express Orlando International Airport by IHG

12. Palazzo Lakeside Hotel

13. avid hotel Orlando International Airport by IHG

14. Hyatt Place Orlando Airport

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Seasons Florida Resort

17. DoubleTree by Hilton Orlando Airport

18. Rosen Shingle Creek

19. La Quinta Inn & Suites by Wyndham Orlando Airport

20. Caribe Royale Orlando, WorldHotels Elite

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Reunion

Florida Center

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

Walt Disney World Dolphin

Frequently asked questions

Explore a world of travel with Expedia