Title: Visit Historic Downtown Kissimmee: Best of Historic Downtown Kissimmee, Orlando Travel 2026 | Expedia Tourism - Expedia.ca [Hotels in Historic Downtown Kissimmee](https://expedia.ca/Historic-Downtown-Kissimmee-Orlando-Hotels.0-n800089-0.Travel-Guide-Filter-Hotels)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Historic Downtown Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-Kissimmee.d800089.Car-Rental-Guide)[Historic Downtown Kissimmee Vacations](https://expedia.ca/Historic-Downtown-Kissimmee.d800089.Destination-Travel-Guides) # Historic Downtown Kissimmee ## Orlando ![Kissimmee_HistoricDowntownKissimmee_800089_04](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Kissimmee_HistoricDowntownKissimmee_800089_04](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Kissimmee_Killarney_6360403_01](https://images.trvl-media.com/place/800089/954f520e-963c-4a7f-a544-10a06b52ff93.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Medieval Times Dinner and Tournament. Located in Kissimmee, FL. Great dinner show. Really fun experience; worth to give it a try.](https://images.trvl-media.com/place/7927/6820ff2b-90bb-4275-82b9-feb708d6edfa.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Kissimmee](https://images.trvl-media.com/place/7927/f5d82426-0bf1-4ca8-8404-3e6eb389cf46.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Historic Downtown Kissimmee Things to do Hotels Where to stay [Orlando travel guide](https://expedia.ca/Orlando.dx178294) --- ### Popular places to visit ![Kissimmee Lakefront Park Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground. children's playgrounds, splash pad](https://images.trvl-media.com/place/6177922/9a4f15a9-e553-4437-8074-85ea3cba5d75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kissimmee Lakefront Park Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the lively festivals in this family-friendly area. [](https://expedia.ca/Kissimmee-Lakefront-Park-Historic-Downtown-Kissimmee.d6177922.Vacation-Attraction) ![Walt Disney World® Resort](https://images.trvl-media.com/place/6034120/a6e2fb5b-4859-4b13-8673-5364decc02ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Walt Disney World® Resort 4.5/5(226 reviews) Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport. [](https://expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) ![Universal Studios Florida™](https://images.trvl-media.com/place/6049239/81061cd5-1210-4715-a806-d6865f85e0b2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Studios Florida 4.5/5(988 reviews) Movie sets and thrill rides combine to create this internationally acclaimed theme park. [](https://expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) ![Universal Studios Orlando which includes street scenes, a city and rides](https://images.trvl-media.com/place/6049239/75d545e9-4a50-4b21-9fd2-665c3f6b014f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort 4.5/5(399 reviews) Make your Florida vacation one to remember with a stay at this hotel and theme park complex. [](https://expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Disney Springs™ 4.5/5(1,107 reviews) You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area. [](https://expedia.ca/Disney-SpringsTM-Orlando.d502131.Vacation-Attraction) ![Magic Kingdom® Park showing rides](https://images.trvl-media.com/place/6123797/f10815f5-a2a4-401b-bc5f-d73d18b3dc59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Magic Kingdom® Park 4.5/5(916 reviews) One of the most famous theme parks in the world offers a land of fun and fantasy at the foot of a fairytale castle. [](https://expedia.ca/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction) ### Things to do ![Universal Orlando Resort Theme Park Tickets](https://mediaim.expedia.com/localexpert/449578/292355e4-a5b6-4251-bddb-ccea0177846f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort Theme Park Tickets (US & Canada) CA $237 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/universal-orlando-resort-theme-park-tickets-us-canada.a449578.activity-details) ![Aquatica Orlando](https://mediaim.expedia.com/localexpert/407892/33b09fce-abbf-446b-bce5-738d4c15128d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Aquatica Orlando CA $73 per traveller **84%** of travellers recommend [](https://expedia.ca/things-to-do/aquatica-orlando.a407892.activity-details) !["Drawn to Life" presented by Cirque du Soleil and Disney](https://mediaim.expedia.com/localexpert/4961838/479d04ee-bd71-4f1e-b073-8542d0da10eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Drawn to Life presented by Cirque du Soleil and Disney CA $116 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/drawn-to-life-presented-by-cirque-du-soleil-and-disney.a4961838.activity-details) ![Florida: 90 Minute Everglades Cruise](https://mediaim.expedia.com/localexpert/47891876/33dc2687-1323-4f4f-83b1-a21a4a724609.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida: 90 Minute Everglades Cruise CA $75 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/florida-90-minute-everglades-cruise.a47891876.activity-details) ![Main Court](https://mediaim.expedia.com/localexpert/3828671/4b88bad2-0c7e-40af-9458-02ab4e7c72f6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 90 Minute Open Jump at a Trampoline Park in Kissimmee CA $31 per adult [](https://expedia.ca/things-to-do/90-minute-open-jump-at-a-trampoline-park-in-kissimmee.a3828671.activity-details) ![Orlando: Jet Ski Rentals from Lake Buena Vista Area ](https://mediaim.expedia.com/localexpert/2633029/537e151b-6f54-4fca-b690-e8d4c2b6b84c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orlando: Jet Ski Rentals from Lake Buena Vista Area CA $108 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/orlando-jet-ski-rentals-from-lake-buena-vista-area.a2633029.activity-details) [See all activities in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities) --- ## Historic Downtown Kissimmee Hotel Deals ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Grove Resort & Water Park Orlando 14501 Grove Resort Avenue Winter Garden FL CA $244 CA $349 total Apr 12 - Apr 13 includes taxes & fees Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ... 8/10 Very Good! (9,181 reviews) Went 3 yrs in a row with last stay in 2019\. It’s really not a resort. There are 2 decent pools. Tiny fitness center. A lazy river and 2 small water slides. The activities at lake very limited no paddleboats working this last trip. Just baffled at “resort” fee. $45 resort fee and $35 parking ( so ... Reviewed on Mar 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true®ionId=800089) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/928976cc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard Orlando FL Fully refundableReserve now, pay when you stay CA $311 CA $350 total Mar 16 - Mar 17 includes taxes & fees Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ... 9.4/10 Exceptional! (4,042 reviews) Great pool area! Reviewed on Mar 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=2754&PinnedHotelID=2754&HadPinnedHotel=true®ionId=800089) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8800 Vistana Centre Dr Orlando FL CA $200 CA $225 total Apr 10 - Apr 11 includes taxes & fees Book a stay at this family-friendly condo in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ... 9.2/10 Wonderful! (4,840 reviews) Spacious rooms and proximity to the pool. Only issue is villa is hard to find when it's in the dark. I'll consider coming again. Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true®ionId=800089) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/4c48bd3d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Universal's Cabana Bay Beach Resort 6550 Adventure Way Orlando FL CA $181 CA $203 total Apr 9 - Apr 10 includes taxes & fees Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ... 9/10 Wonderful! (6,460 reviews) Overall good. Would have loved higher frequency of housekeeping Reviewed on Mar 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=5963292&PinnedHotelID=5963292&HadPinnedHotel=true®ionId=800089) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rosen Inn at Pointe Orlando 9000 International Drive Orlando FL CA $105 CA $119 total Mar 18 - Mar 19 includes taxes & fees Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ... 8.6/10 Excellent! (5,984 reviews) Nice overall. A little dated but was ok for our stay. Staff at check in was great. Staff cleaning rooms and helping in the buildings were oblivious to guests. Would walk in front if guests to get on and off the elevator, blacking the walkways with carts. Carts were being used in elevators for guests, ... Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=800089) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Westgate Lakes Resort & Spa Universal Studios Area 9500 Turkey Lake Rd Orlando FL CA $153 CA $218 total Apr 12 - Apr 13 includes taxes & fees Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ... 8.4/10 Very Good! (5,974 reviews) We had a wonderful time! Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=804984&PinnedHotelID=804984&HadPinnedHotel=true®ionId=800089) [See all 53,272 properties in Historic Downtown Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=13%2F03%2F2026&endDate=14%2F03%2F2026®ionId=800089) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX-NH_SPRING_PROMO_800089) ## Check Historic Downtown Kissimmee hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=2026-03-12&endDate=2026-03-13)[Mar 12 - Mar 13](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=2026-03-12&endDate=2026-03-13) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=2026-03-13&endDate=2026-03-14)[Mar 13 - Mar 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=2026-03-13&endDate=2026-03-14) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026)[Mar 13 - Mar 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=20%2F03%2F2026&endDate=22%2F03%2F2026)[Mar 20 - Mar 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800089&startDate=20%2F03%2F2026&endDate=22%2F03%2F2026) --- ### Other neighbourhoods around Historic Downtown Kissimmee ![Celebration Florida Wide Aerial Panorama. July 3, 2025.](https://images.trvl-media.com/place/553248635976481978/b8b0a09a-2005-4efe-af92-7c09f94e3d57.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake Berkley 5/5(1 area review) When in Lake Berkley, you can plan a visit to Medieval Times and Give Kids the World Village, some noteworthy sights in the nearby area. [](https://expedia.ca/Orlando-Lake-Berkley.dx553248635976481978) ![Orlando, Florida, USA Skyline](https://images.trvl-media.com/place/6177981/ede06224-d01a-4675-babe-b7d164b3bedf.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hunters Creek You'll enjoy the restaurants and shopping in Hunters Creek. You might want to make time for a stop at Shingle Creek Regional Park or Hunters Creek Golf Club. [](https://expedia.ca/Orlando-Hunters-Creek.dx6177981) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Williamsburg 5/5(16 area reviews) The restaurants, shopping, and golf courses are just a few things travelers enjoy about Williamsburg. If you want to experience more of the area, check out Orange County Convention Center or Aquatica. [](https://expedia.ca/Orlando-Williamsburg.dx6151795) ![International Drive showing landscape views](https://images.trvl-media.com/place/6034244/0464e66f-0125-4dd1-98af-a6abd0723a03.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 Pointe Orlando while you're exploring the neighborhood. [](https://expedia.ca/Orlando-International-Drive-District.dx6034244) ![Three aging cypress trees with hollow spaces in the wide base, with the outer layers of the buttress continuing to support the trees. Spanish Moss hangs from the branches in this tropical scene.](https://images.trvl-media.com/place/6360398/943e24ed-f21b-442d-bc27-b48cd21ea7f9.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Loughman Though Loughman might not have many top sights, you can venture to the surrounding area to see attractions like Reunion Resort Golf Course and ChampionsGate Golf Club. [](https://expedia.ca/Orlando-Loughman.dx6360398) ![Two chairs sitting in a park by a lake in Laurete Park in Lake Nona, Orlando, FL on a beautiful sunny day.](https://images.trvl-media.com/place/6209488/e6ddeb2f-1926-4eed-96af-b0a6f81ea247.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake Nona Mixed-use planned community near Orlando International Airport, Lake Nona offers golf at the prestigious Golf & Country Club and a glimpse into the future with its biomedical research hub, Lake Nona Medical City. [](https://expedia.ca/Orlando-Lake-Nona.dx6209488) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Historic Downtown Kissimmee ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Kissimmee ](https://www.expedia.ca/3Star-Kissimmee-Hotels.s30-0-d7927.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Kissimmee ](https://www.expedia.ca/4Star-Kissimmee-Hotels.s40-0-d7927.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kissimmee ](https://www.expedia.ca/5Star-Kissimmee-Hotels.s50-0-d7927.Travel-Guide-Filter-Hotels) - [Aparthotels in Kissimmee ](https://www.expedia.ca/Kissimmee-Apart-Hotels.d7927-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Kissimmee ](https://www.expedia.ca/Kissimmee-Apartments.d7927-aaApartments.Travel-Guide-Accommodation) - 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