Find Romantic Hotels in Uptown, St. Augustine from $109

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Our top choices for Uptown romantic hotels

Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District
2.5 star property
Uptown
9.2 out of 10, Wonderful, (640)
"Enjoyed the stay!"
United States
Brenda
$119 nightly
The price is $133
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hampton Inn St. Augustine Downtown Historic District

DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District
4.0 star property
Uptown
8.6 out of 10, Excellent, (1005)
"Friendly staff good location clean rooms"
United States
Hammurabi
$129 nightly
The price is $144
Jan 11 - Jan 12, 2026
Total with taxes and fees
DoubleTree by Hilton St. Augustine Historic District

Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach
3.0 star property
St. Augustine
8.8 out of 10, Excellent, (1001)
"Yes it was good. Staffs were friendly and welcoming Rooms were clean and facilities were very good. Would highly recommend for family , friends and solo travellers."
United States
Vekatesh Kumar
$98 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott St. Augustine Beach

Hilton Garden Inn St. Augustine Beach

Hilton Garden Inn St. Augustine Beach
3.0 star property
St. Augustine
8.0 out of 10, Very Good, (1002)
"Room was very nice. Very clean Very friendly staff and helpful. "
United States
Sally
$103 nightly
The price is $115
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn St. Augustine Beach

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
3.5 star property
St. Augustine
9.0 out of 10, Wonderful, (1258)
"Beautiful Resort "
United States
Doris
$186 nightly
The price is $208
Dec 18 - Dec 19
Total with taxes and fees
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

The Bayfront Inn

The Bayfront Inn
2.0 star property
St. Augustine Historic District
9.2 out of 10, Wonderful, (1000)
"Enjoyed our stay"
United States
Kay
$191 nightly
The price is $213
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Bayfront Inn

The Flagler Inn

The Flagler Inn
3.0 star property
Greater Fullerwood
7.6 out of 10, Good, (1004)
"Very nice place "
United States
Noelle
$98 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Flagler Inn

Best Western Historic Bayfront

Best Western Historic Bayfront
2.5 star property
St. Augustine Historic District
9.0 out of 10, Wonderful, (1009)
"Great location, great beds, clean. "
United States
Elizabeth
$179 nightly
The price is $200
Jan 6 - Jan 7, 2026
Total with taxes and fees
Best Western Historic Bayfront

Holiday Inn Express St. Augustine - Vilano Beach by IHG

Holiday Inn Express St. Augustine - Vilano Beach by IHG
3.5 star property
Vilano Beach
9.8 out of 10, Exceptional, (656)
"Great location and great staff. Everything was wonderful "
United States
Alessandra
$160 nightly
The price is $177
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express St. Augustine - Vilano Beach by IHG

Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection
4.0 star property
St. Augustine Historic District
9.0 out of 10, Wonderful, (1003)
"Perfect location, very friendly staff, "
United States
Lisa
$310 nightly
The price is $346
Jan 5 - Jan 6, 2026
Total with taxes and fees
Casa Monica Resort & Spa, Autograph Collection
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.

Find out more about Uptown

Uptown attractions for couples

Uptown is a vibrant neighborhood filled with attractions that cater to the adventurous traveler. Start your journey at the iconic Uptown Theater, a beautifully restored venue that showcases everything from classic films to live performances, offering a glimpse into the area’s rich cultural history. Stroll through the lush expanses of Lake Calhoun, where you can rent a kayak or bike along the scenic trails, perfect for a family day out or a romantic sunset paddle. If you’re in the mood for retail therapy, the chic boutiques on Hennepin Avenue offer unique finds that you won’t see anywhere else, while the local art galleries provide a taste of the creative spirit that thrives here. Food lovers will revel in the diverse dining scene, from upscale eateries serving farm-to-table cuisine to cozy cafes perfect for a quick bite between adventures. After a day of exploration, retreat to one of Uptown's upscale hotels, such as the chic and modern Hotel Lyndale, where you'll enjoy spacious rooms with stunning city views and top amenities. Expect attentive service, with staff eager to help you discover the best local gems, ensuring your stay is both comfortable and memorable.

Find the best romantic hotels in Uptown

Couples seeking a romantic getaway in Uptown, St. Augustine will find a selection of charming hotels that cater to love and intimacy. Here are some excellent options for a memorable stay.

Renaissance St. Augustine Historic Downtown Hotel

  • Why it's great for a couples retreat: The Renaissance St. Augustine Historic Downtown Hotel is an upscale choice for romantic travelers, featuring a remarkable review rating of 9.4. With its stunning traditional hotel design and beautiful outdoor pool, this hotel is ideal for couples looking to indulge in a luxurious getaway.
  • Other amenities: Guests can enjoy amenities such as valet parking for added convenience, and cozy terraces to relax and soak in the historic ambiance. The hotel also offers premium bedding and complimentary toiletries to elevate the overall experience, ensuring a comfortable and memorable stay.
  • Neighborhood: Uptown
  • Nearby attractions: St. George Street - 0.19 miles, Ripley's Believe It Or Not - 0.2 miles, St. Augustine Pirate and Treasure Museum - 0.29 miles

Economy Inn

  • Why it's great for a couples retreat: The Economy Inn offers an affordable option for couples who want to enjoy a romantic getaway in Uptown St. Augustine, with a solid review rating of 8.4. The inn features a rooftop terrace, providing a lovely spot to watch the sunset together, making it a simple yet romantic experience.
  • Other amenities: Additional amenities include free toiletries for a straightforward stay and concierge services to assist with planning romantic activities in the area. Its prime location in the Historical District allows couples to explore the charming surroundings hand in hand.
  • Neighborhood: Uptown
  • Nearby attractions: Ponce de Leon's Fountain of Youth Archaeological Park - 0.31 miles, St. George Street - 0.38 miles, Ripley's Believe It Or Not - 0.38 miles

Villa 1565

  • Why it's great for a couples retreat: Villa 1565 is a cozy retreat perfect for couples looking to relax in a romantic setting, a review rating of 7.8. With an outdoor pool surrounded by lush gardens, this hotel provides an intimate atmosphere for couples to unwind and enjoy each other's company.
  • Other amenities: The hotel offers complimentary breakfast, ensuring a delightful start to your day together. Guests can also take advantage of the onsite concierge service to plan romantic outings, while the Colonial hotel design adds to the charming ambiance of your stay.
  • Neighborhood: Uptown
  • Nearby attractions: Ponce de Leon's Fountain of Youth Archaeological Park - 0.24 miles, St. George Street - 0.67 miles, Ripley's Believe It Or Not - 0.68 miles

Top Uptown Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Uptown?
Are you looking for a romantic escape? If you'd like to explore some of the area's notable sights, you might make a stop by Ponce de Leon's Fountain of Youth Archaeological Park, Mission of Nombre de Dios, or Old Jail Museum. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
What is there to do in Uptown?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Uptown. If you want to spend a day exploring, you might consider a stop at Ponce de Leon's Fountain of Youth Archaeological Park, Mission of Nombre de Dios, or Old Jail Museum.

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