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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Leesburg Historic Hotels

Our top choices for Leesburg historic hotels

Outdoor pool
The Oak View Place..

The Oak View Place..

The Oak View Place..
Oakland
9.2 out of 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
Libba F.
The price is AED 661
AED 1,061 total
includes taxes & fees
15 Dec - 16 Dec
The Oak View Place..
Front of property
Historic Tremain Cottages

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
Front of property
The Heirloom 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 AED 427
AED 694 total
includes taxes & fees
1 Jan - 2 January 2026
The Heirloom Inn
Front of property
Adora Inn

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (86)
"Friendly staff who made this short anniversary getaway a lovely time. Within walking distance to the shops and restaurants."
United States
Denise
The price is AED 804
AED 982 total
includes taxes & fees
7 Jan - 8 January 2026
Adora Inn
Front of property
Mount Dora Historic 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 AED 990
AED 1,099 total
includes taxes & fees
22 Dec - 23 Dec
Mount Dora Historic Inn
Outdoor pool, sun loungers
Lakeside Inn

Lakeside Inn

Lakeside Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (1188)
"Everything was amazing the staff the room the grounds "
United States
Catherine
Lakeside Inn
Interior
The Beauclair * 3 min walk to Downtown Mt. Dora!!

The Beauclair * 3 min walk to Downtown Mt. Dora!!

The Beauclair * 3 min walk to Downtown Mt. Dora!!
Mt Dora
10.0 out of 10, Exceptional, (50)
"Nice place, near downtown, walkable, away from noise roads. Easy parking. I recommend "
United States
antonio
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Fridge, microwave, oven, stovetop
Walkable to downtown Mount Dora | Pet-Friendly

Walkable to downtown Mount Dora | Pet-Friendly

Walkable to downtown Mount Dora | Pet-Friendly
Mount Dora
9.8 out of 10, Exceptional, (68)
"Perfect location. Comfortable and lovely houde."
United States
Gerald B.
The price is AED 955
AED 2,125 total
includes taxes & fees
7 Jan - 8 January 2026
Walkable to downtown Mount Dora | Pet-Friendly
Fridge, microwave, oven, stovetop
Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (16)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is AED 723
AED 895 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful Historic Cottage, Rendezvous
Fridge, microwave, oven, stovetop
Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews
Mount Dora
10.0 out of 10, Exceptional, (35)
"Excellent property and wonderful hosts! Thank you!"
United States
Tonia W.
The price is AED 643
AED 1,483 total
includes taxes & fees
16 Dec - 17 Dec
Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews
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

Top Leesburg Hotel Reviews

Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North

10/10 Excellent
"We had a quick overnight stay and it was very comfortable. The staff were friendly and accommodating. One thing I appreciated was the nightlight in the bathroom. A small thing that is special for those middle of the night trips and didn’t have to switch on a blinding light. "
Traci 1-night trip
Posted 4 days ago
Comfort Inn & Suites Tavares North

Explore a world of travel with Expedia

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.