Title: Book the Best HISTORIC Hotels in Leesburg in 2025 | Expedia.ca [Hotels in Leesburg](https://expedia.ca/Leesburg-Hotels.d6048231.Travel-Guide-Hotels)[Vacation Rentals in Leesburg](https://expedia.ca/Leesburg-Vacation-Rentals.d6048231.Travel-Guide-VacationRentals)[Flights to Leesburg](https://expedia.ca/Cheap-Flights-To-Leesburg.d6048231.Travel-Guide-Flights)[Things to do in Leesburg](https://expedia.ca/Things-To-Do-In-Leesburg.d6048231.Travel-Guide-Activities)[Leesburg Car Rentals](https://expedia.ca/Car-Rentals-In-Leesburg.d6048231.Car-Rental-Guide)[Leesburg Vacation Packages](https://expedia.ca/Leesburg.d6048231.Destination-Travel-Guides) ![Leesburg showing street performance](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/74000/74229-Leesburg-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Leesburg, FL from CA $231 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Leesburg Historic Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Leesburg Historic Hotels ![Front of property](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/6d64162b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/a5285a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking, Kitchen (Diamond) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/4d5b7463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Non Smoking, Kitchen (Opal) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/2656da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Heirloom Inn Mount Dora 8.8/10 Excellent (219) "Our second time staying at this property and we will be back again next year!" CA $132 CA $231 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119030000/119027800/119027767/65641bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119030000/119027800/119027767/799ae9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119030000/119027800/119027767/9d323104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119030000/119027800/119027767/dd47f3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio Apartment Near Downtown and Disney Winter Garden 10/10 Exceptional (1) "Had a great stay. The location near downtown was perfect. Would stay again." CA $63 CA $256 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Garden-Hotels-Charming-Studio-Apartment-Near-Downtown-And-Disney.h119027767.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70880000/70870600/70870530/bf8ff51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/71000000/70880000/70870600/70870530/baa2caaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70880000/70870600/70870530/dd9b2011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70880000/70870600/70870530/6dc6f31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Location! Location! Location! In the middle of Downtown Mt Dora! Mount Dora 10/10 Exceptional (66) "The cottage was very quaint but the location was perfect. Right on the edge of everything. A very short walk to the entire town and park. Loved it" CA $137 CA $392 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Mount-Dora-Hotels-Location-Location-Location-In-The-Middle-Of-Downtown-Mt-Dora.h70870530.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/dffc88bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/33aa133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/4244daad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, motor boating, rowing, fishing](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/ed301d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Inn Mount Dora 8.8/10 Excellent (1201) "Historic Inn was charming. " [](https://www.expedia.ca/Leesburg-Hotels-Lakeside-Inn.h1507.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9510000/9501500/9501425/fcdaddb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9510000/9501500/9501425/03443651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9510000/9501500/9501425/876c07b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9510000/9501500/9501425/f26fab8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Citrus on the Lake Tavares 8.2/10 Very good (1000) "We honeymooned here and loved everything about it." [](https://www.expedia.ca/Leesburg-Hotels-Key-West-Resort-On-Lake-Dora.h9501425.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/ec98d25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rendezvous, Not Pet Friendly | Private kitchen](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/9060e211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Garden, Pet Friendly | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/e3c1fcb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Garden, Pet Friendly | Living area](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/37d668bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Tremain Cottages Mount Dora 8.4/10 Very good (31) "Great location!" [](https://www.expedia.ca/Mount-Dora-Hotels-Historic-Tremain-Cottages.h74065132.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/181f625e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/d95d3737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/dfc172b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/f2c6e82c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oak View Place.. Oakland 9.2/10 Wonderful (10) "The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings." CA $252 CA $407 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/0f4d12d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/fd40e7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/9d3fbe36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Dick's Room)](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/01a46bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Dora Historic Inn Mount Dora 9.6/10 Exceptional (233) "Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating." CA $346 CA $385 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Leesburg-Hotels-Mount-Dora-Historic-Inn.h90038.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42260000/42251500/42251446/6a4d7cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42260000/42251500/42251446/cce74842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/43000000/42260000/42251500/42251446/05d0bb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42260000/42251500/42251446/06f887f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ingram \* 3 min walk to Downtown Mt. Dora!! Mt Dora 9.8/10 Exceptional (45) "Excellent, had a great time. Had everything u could need. " CA $175 CA $393 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Mount-Dora-Hotels-The-Ingram-3-Min-Walk-To-Downtown-Mt-Dora.h42251446.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257784/06cbc835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257784/3ef6f0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257784/54892c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76257800/76257784/196180ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews Mount Dora 10/10 Exceptional (31) "Beautiful decorated and a very cozy place. We would definitely come back again " CA $221 CA $555 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Mount-Dora-Hotels-The-Augustine-Complete-Renovation-Steps-To-Downtown-W-King-Bed.h76257784.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=2025-10-26&endDate=2025-10-27®ionId=6048231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Leesburg Hotel Reviews ![Lakeside Inn](//images.trvl-media.com/lodging/1000000/10000/1600/1507/dffc88bc_y.jpg) ### Lakeside Inn 10/10 Excellent "We have been staying at Lakeside Inn for over 20 years and have always felt welcomed and appreciated." [](https://expedia.ca/Leesburg-Hotels-Lakeside-Inn.h1507.Hotel-Information) ![Comfort Inn & Suites Tavares North](//images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/a74dddb4_y.jpg) ### Comfort Inn & Suites Tavares North 10/10 Excellent "Was affordable and close to my event. " [](https://expedia.ca/Leesburg-Hotels-Comfort-Inn-Suites-Tavares-North.h1183971.Hotel-Information) ![Hampton Inn Leesburg/Tavares](//images.trvl-media.com/lodging/3000000/2260000/2256600/2256589/7849fb94_y.jpg) ### Hampton Inn Leesburg/Tavares 10/10 Excellent "Mía at the front desk was great " [](https://expedia.ca/Leesburg-Hotels-Hampton-Inn-LeesburgTavares.h2256589.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Leesburg? > You're likely already making plans to see the sights of historical relevance during your trip to Leesburg. And while you're here, you can visit the array of shops and scenic lakeside. You can also discover the live music during your vacation. ### How many historically relevant hotels will I find in Leesburg? > In Leesburg, there are 65 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from. ### What are the top historical sites and other places in Leesburg? > Favorite places to visit include Venetian Gardens, Treasure Island, and Lake Griffin. A couple of additional sights to add to your agenda are Lake Square Mall and Plantation Golf Club. ### What is a historic hotel like in Leesburg? > When you choose a historic hotel, you'll stay in a building that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Leesburg, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value and how it influenced the community. ### Do historic hotels in Leesburg have modern facilities? > Hotel interiors feature the modern conveniences and safety features you've come to expect, while every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in any hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Leesburg, you won't find a place that is rundown or uncomfortable. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Charlotte](https://www.expedia.ca/Charlotte-Wildwood-Hotels-Beach-Hotel.0-n553248635976471257-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Charlotte](https://www.expedia.ca/Charlotte-Wildwood-Hotels-Boutique-Hotel.0-n553248635976471257-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Charlotte](https://www.expedia.ca/Charlotte-Wildwood-Hotels-Business-Hotel.0-n553248635976471257-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Charlotte](https://www.expedia.ca/Charlotte-Wildwood-Hotels-Golf-Hotel.0-n553248635976471257-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Charlotte](https://www.expedia.ca/Charlotte-Wildwood-Hotels-Hotels-With-Balconies.0-n553248635976471257-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - 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