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 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 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 81 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as 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.

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.

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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

฿5,789 total

includes taxes & fees

4 Oct - 5 Oct

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

฿6,117 total

includes taxes & fees

30 Oct - 31 Oct

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

Cassandra

฿3,436 total

includes taxes & fees

18 Oct - 19 Oct

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

Carlos

฿6,288 total

includes taxes & fees

29 Oct - 30 Oct

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

5. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

฿8,582 total

includes taxes & fees

4 Oct - 5 Oct

6. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Coleen

฿7,992 total

includes taxes & fees

16 Oct - 17 Oct

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

7. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

฿1,668 total

includes taxes & fees

14 Oct - 15 Oct

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

8. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Dia

฿3,443 total

includes taxes & fees

4 Oct - 5 Oct

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

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Roderic

฿3,689 total

includes taxes & fees

26 Oct - 27 Oct

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

Fernanda

฿3,106 total

includes taxes & fees

5 Oct - 6 Oct

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

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

22.9 km from Historic Downtown Kissimmee

Camille

฿4,166 total

includes taxes & fees

26 Oct - 27 Oct

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

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

23 km from Historic Downtown Kissimmee

Deidra

฿3,365 total

includes taxes & fees

27 Oct - 28 Oct

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

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

12.7 km from Historic Downtown Kissimmee

Jessica

฿3,266 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio area with seating, a bar, and a fire feature.

14. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

฿4,810 total

includes taxes & fees

11 Oct - 12 Oct

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

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Robert

฿3,164 total

includes taxes & fees

6 Oct - 7 Oct

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

16. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Laura

฿5,227 total

includes taxes & fees

4 Oct - 5 Oct

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.

17. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Joel

฿2,166 total

includes taxes & fees

5 Oct - 6 Oct

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

18. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Maria

฿4,515 total

includes taxes & fees

17 Oct - 18 Oct

A pool area with people swimming and relaxing.

19. Universal's Endless Summer Resort - Dockside Inn and Suites

19.3 km from Historic Downtown Kissimmee

Jorge

฿4,886 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a checkered carpet, seating area, and a reception desk.

20. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Janice

฿3,818 total

includes taxes & fees

12 Oct - 13 Oct

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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.

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A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

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.

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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.

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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.

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Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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Top Historic Downtown Kissimmee Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"We really enjoyed our stay here. The breakfast was top tier and the staff were so friendly. Will definitely be back!"

The Grove Resort & Water Park Orlando

8/10 Good

"Rooms are really clean. The water park is awesome for both adults and kids in the party. We also spend some time at the arcade and played glow in the dark golf the kids really enjoyed it. Over all the property is really big and clean with a lot of things to do to spend your day at the hotel."

Walt Disney World Dolphin

10/10 Excellent

"Beautiful hotel with many amenities. Being able to walk only 20 minutes to the Epcot International Gateway was really special. We were able to enjoy the quick service café called Fuel right off the main lobby of the hotel. Our room was spacious and clean, located on the 2nd floor. The mattress and pillows were excellent. Wish we could have stayed longer. We will be back."

Search Hotels in Historic Downtown Kissimmee, Orlando

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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. Caribe Royale Orlando, WorldHotels Elite

6. Hyatt Regency Grand Cypress

7. Seasons Florida Resort

8. Tru By Hilton Orlando Convention Center Area, FL

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

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

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

14. Hyatt House Orlando Airport

15. Wingate by Wyndham - Orlando International Airport

16. Buena Vista Suites Orlando

17. Palazzo Lakeside Hotel

18. Rosen Shingle Creek

19. Universal's Endless Summer Resort - Dockside Inn and Suites

20. Holiday Inn Express Orlando International Airport by IHG

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

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