Uptown Holidays
Photo by Dee Val
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Uptown
Villa 1565
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 2 Jun to 3 Jun
S$97
2 Jun - 3 Jun
includes taxes & fees
7.6/10 Good! (2,021 reviews)
Only stayed one night. Room was very nice and updated, bed was comfy and close the historic jail and foutain of youth.
Reviewed on 9 May, 2026
Hampton Inn St. Augustine Downtown Historic District
1302 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 31 May to 1 Jun
S$173
31 May - 1 Jun
includes taxes & fees
9.2/10 Wonderful! (900 reviews)
It was a good, not as close to downtown as I thought it would be. About to 10 minutes from downtown
Reviewed on 9 May, 2026
DoubleTree by Hilton St. Augustine Historic District
116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 3 Jun to 4 Jun
S$160
3 Jun - 4 Jun
includes taxes & fees
8.6/10 Excellent! (1,033 reviews)
Stayed one night.
Reviewed on 9 May, 2026
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
St Augustine Old Town Trolley Hop-on Hop-off City Tour
S$48
per adult
92% of travellers recommend
St. Augustine Live Music Sunset Sail with Drinks
S$100
per adult
78% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.