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

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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

# Find Historic Hotels in Leesburg, FL from CA $268

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## Check availability on Leesburg Historic Hotels

Tonight

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6048231&startDate=2025-12-19&endDate=2025-12-21&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)

![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)

![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/c92a25e8.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)

### 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."

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

Libba F.

CA $249

CA $399 total

includes taxes & fees

Dec 10 - Dec 11

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

![Nantucket, Pet Friendly | In-room dining](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/54095654.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)

![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)

### Historic Tremain Cottages

Mount Dora

8.4/10

Very good

(32)

"Great location!"

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

Lisa

[](https://www.expedia.ca/Mount-Dora-Hotels-Historic-Tremain-Cottages.h74065132.Hotel-Information)

![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)

![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)

![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)

![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)

### The Heirloom Inn

Mount Dora

8.8/10

Excellent

(228)

"Our suite was impeccably clean, and quiet. Parking was easy. We enjoyed our stay and we’ll be back! "

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

Teresa

CA $166

CA $268 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/75000000/74991500/74991443/564a6c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/75000000/74991500/74991443/353409e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/75000000/75000000/74991500/74991443/1e9d959e.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/75000000/75000000/74991500/74991443/5e855b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Historic Cottage, Rendezvous

Mount Dora

9.4/10

Exceptional

(16)

"This property is the perfect location for walking downtown shops and dining! "

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

Julie

CA $272

CA $335 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Mount-Dora-Hotels-Beautiful-Historic-Cottage.h74991443.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/4244daad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/3cddea19.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

(1195)

"Everything was amazing the staff the room the grounds "

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

Catherine

CA $253

CA $287 total

includes taxes & fees

Dec 11 - Dec 12

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

![Front of property](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/991df193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/07d7094d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/5fb804f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/c3c6a856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adora Inn

Mount Dora

9.8/10

Exceptional

(86)

"Friendly staff who made this short anniversary getaway a lovely time. Within walking distance to the shops and restaurants."

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

Denise

CA $294

CA $359 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Mount-Dora-Hotels-Adora-Inn.h33261014.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76260000/76257500/76257458/fd65e733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76257500/76257458/a8fc8e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76257500/76257458/22ebb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76260000/76257500/76257458/dc61d8aa.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

(34)

"Our week in Mount Dora was wonderful thanks to this lovely, well appointed, immaculate home that had the perfect location. We will definitely stay there again. "

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

Harry L.

CA $218

CA $545 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Mount-Dora-Hotels-The-Tremain-Complete-Renovation-Steps-To-Downtown-W-King-Bed.h76257458.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/1000000/100000/90100/90038/141183b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mount Dora Historic Inn

Mount Dora

9.6/10

Exceptional

(236)

"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."

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

Bradford

CA $369

CA $410 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Leesburg-Hotels-Mount-Dora-Historic-Inn.h90038.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117770000/117763700/117763685/92c9ed92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117770000/117763700/117763685/b3bf1b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117770000/117763700/117763685/2a8f5da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117770000/117763700/117763685/5944c602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walkable to downtown Mount Dora | Pet-Friendly

Mount Dora

9.8/10

Exceptional

(68)

"Excellent overall stay."

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

Nancy G.

CA $215

CA $626 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Mount-Dora-Hotels-Cozy-Bungalow-Steps-From-Downtown-Mount-Dora.h117763685.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74980000/74979100/74979055/e69fce15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74980000/74979100/74979055/f56b0fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74980000/74979100/74979055/7e164bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/75000000/74980000/74979100/74979055/c95356e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Historic Cottage, The Garden

Mount Dora

10/10

Exceptional

(14)

"Nice and quiet place to stay."

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

Mark

CA $348

CA $431 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Mount-Dora-Hotels-Beautiful-Historic-Cottage.h74979055.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=2025-12-23&endDate=2025-12-24&regionId=6048231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Leesburg Hotel Reviews

![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/dffc88bc_y.jpg)

### Lakeside Inn

10/10 Excellent

"Room excellent - property is beautiful - staff was great! Food was unbelievable (farm to table)"

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

![Hampton Inn Leesburg/Tavares](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256589/7849fb94_y.jpg)

### Hampton Inn Leesburg/Tavares

10/10 Excellent

"Everything at this hotel was great — bed, cleanliness (not any residual grime anywhere to be seen!), and especially the staff! The front desk guy the night I checked in was incredibly kind to this disabled fat old lady traveling solo!! This last two weeks I’ve flat-out fallen in love with Holiday Inn in all of its versions (Suites, Express, whatever). And the reasons are exactly what I experienced in Tavares and Melbourne!!"

[](https://expedia.ca/Leesburg-Hotels-Hampton-Inn-LeesburgTavares.h2256589.Hotel-Information)

![Quality Inn & Suites Mt Dora North](https://images.trvl-media.com/lodging/1000000/20000/17200/17105/dd7d9c0e_y.jpg)

### Quality Inn & Suites Mt Dora North

10/10 Excellent

"Very nice stay"

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