Uptown Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Dee Val

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
A coastal town with a beach, ocean, and a pier.

Vilano Beach

1 out of top 10 points of interest in this area

Travellers to Vilano Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Vilano Beach and Castle Otttis.

Find hotels in Vilano Beach
A hammock between trees by a clear lake with a duck swimming nearby.

Crescent Beach

Crescent Beach is known for its beaches, and you can plan a trip to Fort Matanzas National Monument and Crescent Beach while you're in town.

Find hotels in Crescent Beach
A church with a clock tower and a red car parked in front.

St. Augustine Historic District

St. Augustine Historic District is known for its abundant dining options, and you can plan a trip to Castillo de San Marcos National Monument and St. George Street while you're in town.

Find hotels in St. Augustine Historic District
A sunset over the ocean with birds flying.

Butler Beach

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.

Find hotels in Butler Beach
A grand building with arched walkways and a fountain in the center.

Downtown Historic District

3 out of top 10 points of interest in this area

While visiting Downtown Historic District, you might make a stop by sights like Castillo de San Marcos National Monument and Lightner Museum.

Find hotels in Downtown Historic District

Top hotels in Uptown

DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District

116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
฿3,178
฿3,544 total
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (1,077 reviews)
"The check in process with Marsha was amazing. Thanks"

Reviewed on 3 Aug 2026

DoubleTree by Hilton St. Augustine Historic District
Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

1302 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
฿3,500
฿3,903 total
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,035 reviews)
"Great location and cute pool!"

Reviewed on 6 Aug 2026

Hampton Inn St. Augustine Downtown Historic District
Villa 1565

Villa 1565

137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
฿1,838
฿2,049 total
25 Aug - 26 Aug
includes taxes & fees
7.6/10 Good! (2,063 reviews)
"Loved the place. 20 minute walk to St. George Street. Room was clean and bed super comfortable."

Reviewed on 6 Aug 2026

Villa 1565
See all 5,745 properties in Uptown
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.

Stay near popular Uptown attractions

A yellow storefront with 'Antiques & Things' signage, a pedestrian crossing sign, and a 'San Marco' address sign.

St Augustine Antique Emporium

You can do some window-shopping at St Augustine Antique Emporium during your trip to St. Augustine. Stroll along the beautiful beaches or seek out the local tours.
See properties
A church covered in ivy with a cross on top and a statue in front.

Mission of Nombre de Dios

Visit the site of the first Catholic Mass in the United States, marked by a magnificent bronze cross, in the historic city of St. Augustine.
See properties

Old Jail Museum

You can spend an afternoon browsing the exhibits at Old Jail Museum during your trip to St. Augustine.
See properties

St. Augustine History Museum

9.0/10 (8 reviews)
You can study the exhibits at St. Augustine History Museum, a museum with a storied past, during your holiday in St. Augustine. Discover the area's fascinating museums or seek out its local tours.
See properties

Limelight Theatre

Enjoy a show at Limelight Theatre, a theatre with a story to tell in St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
See properties

Things to do

St. Augustine Pirate and Treasure Museum Tickets

St. Augustine Pirate and Treasure Museum Tickets

฿502
per adult
80% of travellers recommend
St. Augustine Pirate and Treasure Museum Tickets
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

฿873
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
St. Augustine Live Music Sail with Drinks & Sunset Option

St. Augustine Live Music Sail with Drinks & Sunset Option

฿2,225
per adult
84% of travellers recommend
St. Augustine Live Music Sail with Drinks & Sunset Option
See all activities in St. Augustine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.