Find Historic Hotels in Uptown - Upper Duval, FL

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Check availability on Uptown - Upper Duval Historic Hotels

Our top choices for Uptown - Upper Duval historic hotels

Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1132)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is NT$10,207
NT$12,706 total
includes taxes & fees
Jan 4 - 2026/1/5
Heron House - Adult Only
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
7.8 out of 10, Good, (1000)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
Porch
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1004)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is NT$3,712
NT$5,217 total
includes taxes & fees
Dec 14 - Dec 15
Heron House Court - Adult Only
Exterior
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1006)
"Fantastic staff, great breakfast"
United States
Kelly
The price is NT$6,429
NT$9,199 total
includes taxes & fees
Dec 16 - Dec 17
The Marker Key West Harbor Resort
Exterior
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is NT$3,369
NT$4,461 total
includes taxes & fees
Dec 16 - Dec 17
The Garden House
Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1019)
"Our stay was great!"
United States
Richard
The price is NT$8,097
NT$10,341 total
includes taxes & fees
Dec 17 - Dec 18
Opal Key Resort & Marina, Key West
Food and drink
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1000)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
The Cabana Inn Key West - Adults Only
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (920)
"Great place close to all. Manager was very helpful in recommending how to get around the island, what to do and where to eat."
United States
Robert
The price is NT$6,084
NT$6,844 total
includes taxes & fees
Dec 15 - Dec 16
L'Habitation Guest House
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 - Upper Duval Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Great rooms, clean great friendly staff."
Ryan 5-night trip
Posted 1 day ago
The Southernmost Inn - Adults Only

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Frequently asked questions

What can a history buff expect from a stay in Uptown - Upper Duval?
A trip to the significant historical sites in Uptown - Upper Duval is probably number one on your sightseeing itinerary. And while you are here in the area, why not also take some time enjoying all you'll find to see and do here?
How many historical hotels will I find in Uptown - Upper Duval?
In Uptown - Upper Duval, you'll find 248 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places in Uptown - Upper Duval?
Favorite places to visit include Duval Street, Key West Butterfly and Nature Conservatory, and South Beach. A couple of additional sights to add to your agenda are Southernmost Point and Florida Keys Beaches.
What is a historic hotel like in Uptown - Upper Duval?
A historic hotel gives guests the chance to stay in a place recognized with a national historic designation. Historic hotels throughout the world can be palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Uptown - Upper Duval typically preserve original elements such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value as well as how it influenced the community.
Do historic hotels in Uptown - Upper Duval have modern facilities?
Hotels include modern conveniences and safety features you expect to find, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in any hotel should be available at a historic hotel. When you book a historic hotel in Uptown - Upper Duval, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown.