Title: Book the Best HISTORIC Hotels in Kissimmee in 2026 | Expedia.ca

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# Find Historic Hotels in Kissimmee, FL from CA $58

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## Check availability on Kissimmee Historic Hotels

Tonight

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Kissimmee Historic Hotels

![Exterior](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/a88dc10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/de61943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/2e4e72b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/7e7bd041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites, International Drive by IHG

International Drive District

9.0/10

Wonderful

(1828)

"Great for the price and location "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Luke

CA $118

CA $132 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Express-Suites.h2302834.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/1fbd324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/575efd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wyndham I-Drive Avanti Resort & Conference Center

International Drive District

7.4/10

Good

(3853)

"Front desk was amazing!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

CA $87

CA $126 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/081c4ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/836c0058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/b44c6a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Two Queen Beds, Accessible | Minibar](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/0287c161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Orlando Intl Dr N

International Drive District

9.2/10

Wonderful

(1074)

"Second time staying at this hotel and loved it great hotel for family and close to the main attractions "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kadeisha

CA $125

CA $140 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-International-Drive-North.h904781.Hotel-Information)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/800/702/74ea6ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Accessible, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/1000000/10000/800/702/38c9c0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/800/702/7b6f0287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LED TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/800/702/43789e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home 1 Suites Extended Stay - Kissimmee

Kissimmee

6.6/10

(1001)

"Nice place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosa

CA $79

CA $90 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/613bc8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/4c856821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/5b7d332d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/fb4aa508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ambassador Inn

Kissimmee

4.6/10

(851)

"Nice stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron

CA $41

CA $68 total

includes taxes & fees

Dec 6 - Dec 7

[](https://www.expedia.ca/Orlando-Hotels-Ambassador-Inn.h1430192.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/21834885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/52e0ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/450d6e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front Side Balcony Suite, 1 King](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/96b386a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Park Plaza Hotel

Park Avenue District

8.6/10

Excellent

(1001)

"Excellent historical hotel on the famed Park Avenue in Winter Park. Great Location for Dining & Outdoor Activities. Hotel was comfortable and Staff were Friendly & Knowledgeable. Would Highly Recommend This Hotel."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marshall

CA $222

CA $249 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/a245dc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/4f3a4f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/dc1109ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/58d1548b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AC Hotel by Marriott Orlando Downtown

Downtown Orlando

9.2/10

Wonderful

(1037)

"I enjoyed my stay at the AC hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Witchney

CA $250

CA $281 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Orlando-Hotels-AC-Hotel-By-Marriott-Orlando-Downtown.h59293823.Hotel-Information)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/550000/544000/543949/c40ad663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/1000000/550000/544000/543949/d17a208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/550000/544000/543949/464d0fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/550000/544000/543949/7c260dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Near Universal Orlando Resort - Convention Ctr

International Drive District

8.4/10

Very good

(1213)

"Me and my family had a good stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlene

CA $97

CA $115 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Orlando-Hotels-Comfort-Inn-Suites-Near-Universal-Orlando-Resort-Convention-Ctr.h543949.Hotel-Information)

![Desk, laptop workspace, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/13000000/12340000/12332700/12332698/d2e109de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/13000000/12340000/12332700/12332698/bdc16542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12340000/12332700/12332698/00eb28ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12340000/12332700/12332698/0f564071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Orlando / Heart of International Drive

International Drive District

6.2/10

(1060)

"The staff was so friendly and the place was very affordable- my only complaint was that it needs to be better cleaned, one of the beds obviously need a bedding change because there was hair in it and the floor was sticky, otherwise all other aspects were great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Isabella

CA $41

CA $58 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Orlando-Hotels-Travelodge-By-Wyndham-Orlando-Heart-Of-International-Drive.h12332698.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/328900/328827/bae15360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/328900/328827/f1572ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/330000/328900/328827/b6a44662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/330000/328900/328827/e975632b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Orlando/International Dr/Universal Blvd

International Drive District

7.0/10

Good

(2046)

"Friendly staff it was easy to spend the night there everything close by"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luis

CA $71

CA $88 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Orlando-Hotels-Floridian-Hotel-And-Suites-Extended-Stay-Orlando.h328827.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&regionId=7927&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Kissimmee Hotel Reviews

![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg)

### Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"Nice location "

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information)

![Parkway International Resort](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg)

### Parkway International Resort

10/10 Excellent

"Room was great, staff friendly."

[](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information)

![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg)

### Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Great!"

[](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information)

![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg)

### Seasons Florida Resort

10/10 Excellent

"."

[](https://expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information)

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg)

### Vacation Village Orlando, Celebration

10/10 Excellent

"Vacation village is a really nice spot to stay and very clean and lots to do"

[](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg)

### Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"very nice."

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information)

![Legacy Vacation Resorts - Kissimmee/Orlando](https://images.trvl-media.com/lodging/1000000/10000/5200/5106/70928791_y.jpg)

### Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent

"The staff is super courteous and the place was clean. "

[](https://expedia.ca/Orlando-Hotels-Legacy-Vacation-Resorts-Orlando.h5106.Hotel-Information)

![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg)

### Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Friendly staff, lots of fun things to do at the hotel "

[](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information)

![Howard Johnson by Wyndham Orlando Lake Buena Vista South](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/54b7c1c0_y.jpg)

### Howard Johnson by Wyndham Orlando Lake Buena Vista South

10/10 Excellent

"I had a great time at this hotel last night. "

[](https://expedia.ca/Orlando-Hotels-Magic-Castle-Inn-And-Suites.h6495838.Hotel-Information)

## Frequently asked questions

### What should I expect on my historical trip to Kissimmee?

### What's the best place to stay in Kissimmee that's close to historical sites?

### How many historical hotels will I find in Kissimmee?

### What are the must-see historical places and other sights to visit in Kissimmee?

### What is a historic hotel like in Kissimmee?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Kissimmee have modern facilities?

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