Find Historic Hotels in Uptown, FL

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Our top choices for Uptown historic hotels

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Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District
2.5 star property
Uptown
9.2 out of 10, Wonderful, (645)
"Enjoyed the stay!"
United States
Brenda
$119 nightly
The price is $133
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hampton Inn St. Augustine Downtown Historic District
Front of property - evening/night
Villa 1565

Villa 1565

Villa 1565
3.0 star property
Uptown
7.8 out of 10, Good, (1913)
"Friendly staff, big breakfast, great location. "
United States
Leticia
$82 nightly
The price is $92
Jan 13 - Jan 14, 2026
Total with taxes and fees
Villa 1565
Bar (on property)
DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District
4.0 star property
Uptown
8.6 out of 10, Excellent, (1006)
"Friendly staff good location clean rooms"
United States
Hammurabi
$128 nightly
The price is $142
Jan 11 - Jan 12, 2026
Total with taxes and fees
DoubleTree by Hilton St. Augustine Historic District
Interior
Days Inn by Wyndham St Augustine/Historic Downtown

Days Inn by Wyndham St Augustine/Historic Downtown

Days Inn by Wyndham St Augustine/Historic Downtown
2.0 star property
Uptown
7.4 out of 10, Good, (1026)
"Good hotel"
United States
Betzaida
$76 nightly
The price is $84
Dec 16 - Dec 17
Total with taxes and fees
Days Inn by Wyndham St Augustine/Historic Downtown
Terrace/patio
Hilton Garden Inn St. Augustine Historic District

Hilton Garden Inn St. Augustine Historic District

Hilton Garden Inn St. Augustine Historic District
3.0 star property
Uptown
8.8 out of 10, Excellent, (433)
"Clean and close to historic center "
United States
Ninoska
$151 nightly
The price is $169
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn St. Augustine Historic District
2 bedrooms, travel crib, WiFi, bed sheets
Mission Manor - Chic Apt- 15 Min Walk to Downtown!

Mission Manor - Chic Apt- 15 Min Walk to Downtown!

Mission Manor - Chic Apt- 15 Min Walk to Downtown!
Uptown
10.0 out of 10, Exceptional, (17)
"Great walking distance to the downtown"
United States
Hayward H.
$363 nightly
The price is $400
Dec 16 - Dec 17
Total with taxes and fees
Mission Manor - Chic Apt- 15 Min Walk to Downtown!
View from property
Renaissance St. Augustine Historic Downtown Hotel

Renaissance St. Augustine Historic Downtown Hotel

Renaissance St. Augustine Historic Downtown Hotel
4.0 star property
Uptown
9.4 out of 10, Exceptional, (419)
"Very good food on site. "
United States
Joseph
$269 nightly
The price is $300
Jan 11 - Jan 12, 2026
Total with taxes and fees
Renaissance St. Augustine Historic Downtown Hotel
Dining
Uptown Delight l Dog Friendly l Walk to Downtown!

Uptown Delight l Dog Friendly l Walk to Downtown!

Uptown Delight l Dog Friendly l Walk to Downtown!
Uptown
10.0 out of 10, Exceptional, (1)
"Owner was responsive and accommodating. We had a great time!"
United States
Elliot G.
$363 nightly
The price is $400
Dec 16 - Dec 17
Total with taxes and fees
Uptown Delight l Dog Friendly l Walk to Downtown!
Private kitchen
Courtyard Cottage- 15 Min Walk to Downtown!

Courtyard Cottage- 15 Min Walk to Downtown!

Courtyard Cottage- 15 Min Walk to Downtown!
Uptown
$244 nightly
The price is $269
Dec 16 - Dec 17
Total with taxes and fees
Courtyard Cottage- 15 Min Walk to Downtown!
Dining
Welcome to a sketch-book-like themed studio !

Welcome to a sketch-book-like themed studio !

Welcome to a sketch-book-like themed studio !
Uptown
10.0 out of 10, Exceptional, (2)
"Host was friendly and communicative. We had a great stay, walking distance to tons of spots. We were in town for the weekend for Sing Out Loud and had a great time and this perfect little spot."
United States
Katrina S.
$178 nightly
The price is $179
Jan 12 - Jan 13, 2026
Total with taxes and fees
Welcome to a sketch-book-like themed studio !
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.
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Top Uptown Hotel Reviews

Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach

10/10 Excellent
"Location, clean, staff, quiet "
Shannon 2-night trip
Posted 1 day ago
Hampton Inn St. Augustine Beach

Frequently asked questions

What can I expect on my historical trip to Uptown?
The historical sites in Uptown are probably a big part of your travel plans. And while you're visiting the area, why not also explore all there is to see and do?
How many historical hotels are located in Uptown?
In Uptown, there are 209 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights in Uptown?
Uptown is notable for landmarks like Ponce de Leon's Fountain of Youth Archaeological Park, Mission of Nombre de Dios, and Old Jail Museum. Cultural venues include Limelight Theatre and Florida Heritage Museum. A couple of additional sights to add to your agenda are St Augustine Antique Emporium and Matanzas River.
What is a historic hotel like in Uptown?
Guests who book a historic hotel can stay someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved in the public spaces and guestrooms of these historic hotels in Uptown, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community.
Do historic hotels in Uptown have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Uptown, don't worry that you'll find a place that's uncomfortable or rundown.

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