Hotels in Uptown

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Uptown?

Front of property - evening/night
Villa 1565

Villa 1565

Villa 1565
3.0 star property
Uptown
7.8 out of 10, Good, (1916)
$75 nightly
The price is $83
Jan 13 - Jan 14, 2026
Total with taxes and fees
Villa 1565
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.
See more propertiesforward arrow

When is the best time to visit Uptown?

Our prices for hotels in Uptown are cheapest in June
Price trends for hotels in Uptown
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for St. Augustine
December
High crowds
High 68°F / low 57°F. Sunny most days.
View properties in December
68°
weather_sun
December, High crowds, average high temperature 68 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
64°
weather_sun
January, Moderate crowds, average high temperature 64 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
67°
weather_sun
February, Moderate crowds, average high temperature 67 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
71°
weather_sun
March, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
76°
weather_sun
April, Moderate crowds, average high temperature 76 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
81°
weather_sun
May, Moderate crowds, average high temperature 81 degrees Fahrenheit, average low temperature 70 degrees Fahrenheit. Sunny most days.
70°
86°
weather_sun
June, Low crowds, average high temperature 86 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
75°
87°
weather_sun
July, High crowds, average high temperature 87 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
87°
weather_sun
August, Low crowds, average high temperature 87 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
84°
weather_sun
September, Low crowds, average high temperature 84 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
76°
79°
weather_sun
October, Low crowds, average high temperature 79 degrees Fahrenheit, average low temperature 70 degrees Fahrenheit. Sunny most days.
70°
72°
weather_sun
November, High crowds, average high temperature 72 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
Monthly weather averages (˚F)

Top landmarks in Uptown

Mission of Nombre de Dios featuring religious elements

Mission of Nombre de Dios

If you're planning a bit of sightseeing head to Mission of Nombre de Dios— just one of the monuments in Uptown. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
See properties
StAugustine_StAugustineAntiqueEmporium_553248621563220466-6

St Augustine Antique Emporium

If you want to give your credit card some exercise, head out to St Augustine Antique Emporium in Uptown. Why not take a stroll along the beaches and watch the sunset while you're here? Splash some more cash at St. George Street, Aviles Street, and Whetstone Chocolate Factory.
See properties

Check out reviews of Uptown hotels guests love

Economy Inn

Economy Inn

10/10 Excellent
"everything was perfect, the room, the aminities, cleanening room, staff, service, location! "
Luz 2-night trip
Posted 1 day ago
Economy Inn

Frequently asked questions

Is Uptown expensive to stay in?
You can find great hotels from $78 in Uptown to suit a range of budgets. If you're looking for an affordable stay in Uptown, Villa 1565 and Castillo Inn are some great low-cost options. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Uptown hotels?
Discover great deals on hotels in Uptown with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Uptown hotels.
Can I receive a refund if I cancel my Uptown hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Uptown hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best pet-friendly hotels in Uptown?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In Uptown, our travelers love:
What are some of the best Uptown hotels for couples?
DoubleTree by Hilton St. Augustine Historic District is a popular hotel with a restaurant, as well as champagne service in each guestroom. Find more romantic Uptown hotels by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best family hotels in Uptown?
If you're vacationing with your family, Renaissance St. Augustine Historic Downtown Hotel and DoubleTree by Hilton St. Augustine Historic District are some of the best family hotels in Uptown. Renaissance St. Augustine Historic Downtown Hotel has a great average guest score of 9.4 out of 10 and amenities like an outdoor pool and in-room cribs. Kids are welcome at DoubleTree by Hilton St. Augustine Historic District, too. Travelers leave glowing reviews of this hotel, which has an outdoor pool, free bicycle rentals, in-room cribs, and more. To explore more family hotels in Uptown, use the "Family friendly" filter in your search on Hotels.com.
What are some of the best Uptown hotels with a pool?
Book a Uptown hotel with a pool for some added relaxation or exercise on your trip. Renaissance St. Augustine Historic Downtown Hotel is a top-rated hotel with an outdoor pool, and an average guest score of 9.4 out of 10. This hotel also features a restaurant and a bar/lounge. DoubleTree by Hilton St. Augustine Historic District is another great hotel that features an outdoor pool, along with a restaurant and a bar/lounge. For more Uptown hotels with a pool, use the "Amenities" filter in your search and select "Pool" on Hotels.com.
What are some of the top Uptown hotels with free parking?
If you're traveling by car, make your life easier by booking a Uptown hotel with free parking. Our travelers like:
  • Villa 1565: A hotel with an average guest rating of 7.8 out of 10
Is it worth staying in Uptown?
You're spoilt for choice with 207 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Uptown makes it easy to explore St. Augustine, including the neighborhoods of St. Augustine Historic District and Downtown Historic District.
What are some great hotels in Uptown with balconies?
There are some top hotels in Uptown that offer rooms with a balcony. Check out Renaissance St. Augustine Historic Downtown Hotel which has a high guest score of 9.4 out of 10, and terraces in some rooms. Another popular choice is Hilton Garden Inn St. Augustine Historic District, which offers balconies in some rooms and has a great guest score of 8.6.
Find out more about Uptown

Keep exploring