Photo by David Cate

Find Historic Hotels in Leesburg, FL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Leesburg Historic Hotels

Our top choices for Leesburg historic hotels

Lakeside Inn

Lakeside Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (1187)
"Everything was amazing the staff the room the grounds "
United States
Catherine
Lakeside Inn

The Heirloom Inn

The Heirloom Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (228)
"Our suite was impeccably clean, and quiet. Parking was easy. We enjoyed our stay and we’ll be back! "
United States
Teresa
The price is NT$3,937
NT$6,260 total
includes taxes & fees
Jan 18 - 2026/1/19
The Heirloom Inn

Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (236)
"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."
United States
Bradford
The price is NT$9,033
NT$10,026 total
includes taxes & fees
Dec 23 - Dec 24
Mount Dora Historic Inn

The Citrus on the Lake

The Citrus on the Lake
3.0 star property
Tavares
8.2 out of 10, Very Good, (1003)
"Yes"
United States
John
The Citrus on the Lake

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (33)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is NT$5,771
NT$16,040 total
includes taxes & fees
Dec 19 - Dec 20
Fire Pit & Yard: Updated Winter Garden Home!
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.

Top Leesburg Hotel Reviews

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 66 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 Plantation Golf Club and Leesburg Center for the Arts.
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