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

Villa 1565

Villa 1565

3 out of 5
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
7.6/10 Good! (1,979 reviews)
Bathrooms floors were not clean.

Reviewed on 9 Mar 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 ฿4,312 per night from 29 Mar to 30 Mar
฿4,312
฿4,808 total
29 Mar - 30 Mar
includes taxes & fees
9.2/10 Wonderful! (797 reviews)
Room AC rattled and screeched all night long. Parking fee to park at the hotel was unexpected and unreasonable.

Reviewed on 9 Mar 2026

Hampton Inn St. Augustine Downtown Historic District
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
The price is ฿3,621 per night from 5 Apr to 6 Apr
฿3,621
฿4,037 total
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
Bed and pillows uncomfortable with lots of noise and singing at 2:30 AM. TV did not function easily and $18 continental breakfast was excessive given the room rate. Staff was professional and room was clean which was positive.

Reviewed on 7 Mar 2026

DoubleTree by Hilton St. Augustine 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.