Beginning of main content

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

See all 56 Hotels in Historic Downtown Kissimmee

Get 200 Nectar points when you book your hotel

Simply enter your Nectar card number when prompted. Your points will be credited 30 days after you return from your trip.

Travelodge Kissimmee East

Travelodge Kissimmee East

2295 E. Irlo Bronson Memorial Hwy, Kissimmee
2.5 out of 5.0
Last booking: 52 minutes ago
3 others viewing this property now
3.4 out of 5 (87 reviews)

Located in Historic Downtown Kissimmee, this hotel is within 2 miles (3 km) of Osceola Center for the Arts, Osceola Heritage Park and Osceola County Stadium. ...

£40

£40
Kapp and Kappy B&B

Kapp and Kappy B&B

21 North Clyde Avenue, Kissimmee
3.5 out of 5.0

Located in Historic Downtown Kissimmee, this bed & breakfast is within a 15-minute walk of Osceola County Clerk of the Court and Kissimmee Lakefront Park. Osceola ...

£113

£113
Satisfaction Orlando Resort

Satisfaction Orlando Resort

1500 North Thacker Ave, Kissimmee
2.5 out of 5.0
Last booking: 7 hours ago
42 others viewing this property now
3.6 out of 5 (2,564 reviews)

Located in Historic Downtown Kissimmee, this hotel is within 1 mile (2 km) of Osceola Square Mall and Florida Technical College. Kissimmee Civic Center and Shingle ...

£50

£50
Flamingo Express Hotel

Flamingo Express Hotel

2261 E. Irlo Bronson Memorial Hwy, Kissimmee
2.5 out of 5.0
Last booking: 2 hours ago
1 others viewing this property now
3.8 out of 5 (84 reviews)

Located in Historic Downtown Kissimmee, this hotel is within 2 miles (3 km) of Osceola Center for the Arts, Osceola Heritage Park and Osceola County Stadium. ...

£34

£34
Flamingo Waterpark Resort

Flamingo Waterpark Resort

2261 E. Irlo Bronson Memorial Hwy, Kissimmee
3.0 out of 5.0
Last booking: 3 hours ago
27 others viewing this property now
3.1 out of 5 (1,626 reviews)

This family-friendly Kissimmee resort is located in the entertainment district, within 1 mi (2 km) of Osceola Center for the Arts and Osceola Heritage Park. ...

£27

£27
Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park

2039 East Irlo Bronson Memorial Highway, Kissimmee
2.5 out of 5.0
Last booking: 1 day ago
2 others viewing this property now
4.3 out of 5 (162 reviews)

Located in Historic Downtown Kissimmee, this hotel is within a 15-minute walk of Osceola Heritage Park and Osceola County Stadium. Silver Spurs Arena and Osceola ...

£54

£54
Budget Inn East

Budget Inn East

307 E. Vine St., Kissimmee
2.0 out of 5.0
Last booking: 5 days ago
3 others viewing this property now
3.0 out of 5 (7 reviews)

Located in Historic Downtown Kissimmee, this motel is within 1 mile (2 km) of Kissimmee Civic Center and Kissimmee Lakefront Park. Silver Spurs Arena and Osceola ...

£45

£45
Ramada Kissimmee Downtown Hotel

Ramada Kissimmee Downtown Hotel

4018 West Vine Street, Kissimmee
3.0 out of 5.0
Last booking: 8 hours ago
9 others viewing this property now
2.9 out of 5 (1,010 reviews)

Located in Historic Downtown Kissimmee, this hotel is within a 10-minute walk of Osceola Square Mall and Florida Technical College. Shingle Creek Regional Park ...

£46

£46
Super 8 Kissimmee Suites

Super 8 Kissimmee Suites

1815 W Vine Street, Kissimmee
2.0 out of 5.0
3 others viewing this property now
3.3 out of 5 (1,035 reviews)

Located in Historic Downtown Kissimmee, this motel is within 2 miles (3 km) of Osceola Square Mall, Florida Technical College and Kissimmee Civic Center. Kissimmee ...

£46

£46
Flamingo Inn

Flamingo Inn

801 E. Vine St., Kissimmee
2.0 out of 5.0
2.5 out of 5 (53 reviews)

Located in Historic Downtown Kissimmee, this motel is 1.2 mi (1.9 km) from Kissimmee Civic Center and within 3 miles (5 km) of Kissimmee Lakefront Park and Silver ...

£44

£44

Narrow your search

Pocket Guide: Orlando Historic Downtown Kissimmee Hotels

Downtown Kissimmee is a family-friendly, economical neighborhood known for being upscale and having ample choices for restaurants, bars, and coffee shops. Book a hotel or hostel in Downtown Kissimmee and start exploring everything in and around Kissimmee.

Sightseeing around Downtown Kissimmee

Top attractions include the area's theme park and much more. The local culture at Osceola Center for the Arts, Osceola County Welcome Center and History Museum, and Medieval Times might be just what you're looking for. Osceola County Historical Society, Mary Queen of the Universe Shrine, and Disney's Boardwalk are a few landmarks that can't be missed. Gatorland®, Congo River Golf, and Orlando Kart Center are family favorites.

Popular activities in the area include golfing and shopping. Don't forget to bring your golf clubs for an outing at Kissimmee Bay Country Club, Remington Golf Club, or Hunters Creek Golf Club. Local parks like Brinson Park, Kissimmee Lakefront Park, and Lakefront Park are peaceful spots. Plan to do some shopping while in town? Consider Osceola Flea and Farmers Market, Osceola Square Mall, and 192 Flea Market. If you have some more time, pay a visit to Osceola County Stadium, Silver Spurs Arena, or Osceola Heritage Park.

A few of the area's most popular attractions are SeaWorld® Orlando, Universal Studios Florida®, and Walt Disney World®. You can also visit Kissimmee Golf Club, Florida Technical College, and Kissimmee Oaks Golf Course.

Getting around Downtown Kissimmee

If you want to head out of town, you can hop aboard a train at Kissimmee Station.

At 9.3 miles (14.9 km), Orlando, FL (MCO-Orlando Intl.) is the closest major airport to Downtown Kissimmee. Orlando, FL (SFB-Orlando Sanford Intl.) is the next closest airport, 33.2 miles (53.5 km) away.