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Uptown

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Featured Uptown Hotels

Castillo Inn
Castillo Inn
2.5 out of 5
110 San Marco Ave., St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (618 reviews)
"Great value"

Reviewed on Jun 9, 2024

Castillo Inn
Villa 1565
Villa 1565
3 out of 5
137 San Marco Ave, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.8/10 Good! (1,641 reviews)
Convenient and affordable
"We stayed here last 4 days ago and it was very convenient. We didn't realize that the tour trolley literally passes by our villa and we love it. We didn't have to drive or look for parking if we want to see different spots. The breakfast was good. The place was clean. There are so many places to ..."

Reviewed on Jun 11, 2024

Villa 1565
DoubleTree by Hilton Hotel St. Augustine Historic District
DoubleTree by Hilton Hotel St. Augustine Historic District
4 out of 5
116 San Marco Ave, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (1,003 reviews)
"Night shift supervisor was pleasant and extremely helpful. Ensured check-in was smooth and swift. Will definitely stay again."

Reviewed on Jun 11, 2024

DoubleTree by Hilton Hotel St. Augustine Historic District
Days Inn by Wyndham St Augustine/Historic Downtown
Days Inn by Wyndham St Augustine/Historic Downtown
2 out of 5
1300 N Ponce De Leon Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in St. Augustine. Enjoy free WiFi, a free area shuttle, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in ...
6.8/10 (1,001 reviews)
"Safe and clean"

Reviewed on Jun 3, 2024

Days Inn by Wyndham St Augustine/Historic Downtown
Hilton Garden Inn St. Augustine Historic District
Hilton Garden Inn St. Augustine Historic District
3 out of 5
1600 N Ponce De Leon Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in St. Augustine. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and ...
8.4/10 Very Good! (182 reviews)
"Great property. Very clean and friendly staff"

Reviewed on Jun 12, 2024

Hilton Garden Inn St. Augustine Historic District
Hampton Inn St. Augustine Downtown Historic District, FL
Hampton Inn St. Augustine Downtown Historic District, FL
2.5 out of 5
1302 N Ponce De Leon Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,000 reviews)
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Reviewed on Jun 6, 2024

Hampton Inn St. Augustine Downtown Historic District, FL
Renaissance St. Augustine Historic Downtown Hotel
Renaissance St. Augustine Historic Downtown Hotel
4 out of 5
6 W Castillo Dr, St. Augustine, FL
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
9.2/10 Wonderful! (256 reviews)
"My only complaint would be that there are no full length mirrors and none of the outlets seemed to be working in the room. The had to call an engineer. Otherwise a great & clean property."

Reviewed on Jun 9, 2024

Renaissance St. Augustine Historic Downtown Hotel
Spark by Hilton St. Augustine Historic District
Spark by Hilton St. Augustine Historic District
3 out of 5
42 San Marco Ave, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a sauna. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.6/10 Good! (1,002 reviews)
"Easy walk to all of Old Town St. Augustine. Newly renovated property. Excellent staff."

Reviewed on Jun 14, 2024

Spark by Hilton St. Augustine Historic District
Guy Harvey Resort on St Augustine Beach
Guy Harvey Resort on St Augustine Beach
3 out of 5
860 A1A Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in St. Augustine. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
8.4/10 Very Good! (2,070 reviews)
"The property was very clean. The pool was clean. The staff were all friendly. I loved being able to walk onto the beach. The food was excellent! The beach bus was on time and convenient to go into town. You can buy beach bus/trolley tickets at the front desk."

Reviewed on Jun 13, 2024

Guy Harvey Resort on St Augustine Beach
Castillo Real Resort Hotel
Castillo Real Resort Hotel
3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
Fully refundable
Stay at this 3-star hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a steam room. Our guests praise the restaurant and the helpful staff ...
8.4/10 Very Good! (1,009 reviews)
"Amazing and the staff was kind"

Reviewed on Jun 11, 2024

Castillo Real Resort Hotel
Southern Oaks Inn
Southern Oaks Inn
3 out of 5
2800 N. Ponce de Leon Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (1,624 reviews)
"Great hotel and wonderful shuttle service to downtown St Augustine"

Reviewed on Jun 14, 2024

Southern Oaks Inn
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
3.5 out of 5
300 A1A Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"Excellent hotel. Great pool, view. Beach area currently under construction but did not bother us."

Reviewed on Jun 13, 2024

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
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.

Hotels in Uptown

St. Augustine is a city that has a lot going on, but you have your sights set on Uptown. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Uptown has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Uptown hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of St. Augustine so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Uptown underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Uptown city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Uptown cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Uptown at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $70
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Uptown hotel you want, book it, and never look back. Because your great escape is ahead of you.