Uptown Packages (Flight + Hotel)

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Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown

Top hotels in Uptown

DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District

4 out of 5
116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ฿3,844 per night from 28 Jun to 29 Jun
฿3,844
฿4,286 total
28 Jun - 29 Jun
includes taxes & fees
8.6/10 Excellent! (1,042 reviews)
"Dirty and stinky smells like old sweat. Not a Hilton experience at all. They even charge for parking and don’t tell you until check in time"

Reviewed on 21 Jun 2026

DoubleTree by Hilton St. Augustine Historic District
Villa 1565

Villa 1565

3 out of 5
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ฿1,944 per night from 25 Jun to 26 Jun
฿1,944
฿2,168 total
25 Jun - 26 Jun
includes taxes & fees
7.6/10 Good! (2,036 reviews)
"We loved the location, 600 feet from the Fountain of Youth and many other historic sites. The owner and his son Micky were very friendly and attentive to their guests, we also enjoyed the included breakfast. We will definitely be back in the future and will recommend to anyone looking to stay in ..."

Reviewed on 21 Jun 2026

Villa 1565
Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

2.5 out of 5
1302 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ฿4,298 per night from 12 Jul to 13 Jul
฿4,298
฿4,792 total
12 Jul - 13 Jul
includes taxes & fees
9.2/10 Wonderful! (968 reviews)
"There were multiple black hairs in shower and a big patch of foot shin and hair on the floor in the room area. Shower was so tiny and slippery! Breakfast was disgusting. Very disappointing for a Hilton property."

Reviewed on 21 Jun 2026

Hampton Inn St. Augustine Downtown Historic District
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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.