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

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![I took this snapshot of Main St. Leesburg, FL on my phone to use as a hero image for our new website under https://leesburgflwebdesign.com 

I plan to take many more during better lighting, at higher resolution and the camera on a tripod.](https://images.trvl-media.com/place/6048231/2f5403ab-d0c0-4be5-928d-067af586aeaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by David Cate

![](https://images.trvl-media.com/place/6048231/2f5403ab-d0c0-4be5-928d-067af586aeaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Leesburg Historic Hotels

Tonight

[Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2026-03-19&endDate=2026-03-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2026-03-20&endDate=2026-03-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Leesburg historic hotels

![Outdoor pool](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/181f625e.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/dd0adf9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak View Place.. 

[](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information)

Oakland

9.2/10

Wonderful

(10 reviews)

"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."

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

Libba F.

CA $246

CA $398 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.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=2026-04-02&endDate=2026-04-03&regionId=6048231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Leesburg Hotel Reviews

![Quality Inn & Suites Mt Dora North](https://images.trvl-media.com/lodging/1000000/20000/17200/17105/21241286_y.jpg)

### Quality Inn & Suites Mt Dora North

8/10 Good

"May we not so with luck but the room was in second floor and the stairs was dirty a sticky then the room looks clean but they clean like weeks ago because the have dust in top of furniture, we didn’t say anything there because only for one night but besides that the breakfast was good . "

[](https://expedia.ca/Leesburg-Hotels-Quality-Inn-Suites-Mt-Dora-North.h17105.Hotel-Information)

![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/a78f89a2_y.jpg)

### Lakeside Inn

10/10 Excellent

"No elevators or luggage carts. "

[](https://expedia.ca/Leesburg-Hotels-Lakeside-Inn.h1507.Hotel-Information)

![Hampton Inn Leesburg/Tavares](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256589/850fa90c_y.jpg)

### Hampton Inn Leesburg/Tavares

10/10 Excellent

"Had an issue with checking in (a glitch with hotels.com website) front desk staff was extremely helpful and were able to get it fixed."

[](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?

### How many historically relevant hotels will I find in Leesburg?

### What are the top historical sites and other places in Leesburg?

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

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

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

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