Downtown Historic District Vacations from $296

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Your Downtown Historic District Vacation

Get lost in the wonder of this riverside neighborhood with a Downtown Historic District vacation package. From its shopping and history to its walking, there's lots here for every traveler. When it's time to explore the sights, you'll find lots of awesome attractions nearby including Flagler College, Castillo de San Marcos National Monument and St. Augustine Lighthouse & Maritime Museum. Tick off one, two or all during your trip to Downtown Historic District. Expedia can put your travel plans into action. Book your dream Downtown Historic District vacation now.

The Latest Downtown Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

$296
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (5,282 reviews)
Westgate Towers Resort

Westgate Towers Resort

Save 100% on your flight
$377
per person
Oct 22 - Oct 29
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

Save 100% on your flight
$368
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (2,028 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
Save 100% on your flight
$380
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (1,304 reviews)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

Save 100% on your flight
$728
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
8.6/10 Excellent! (558 reviews)
Always very well I spent three days there very well for the workers to be so polite. All good in my book

Reviewed on Aug 13, 2026

Where to stay in Downtown Historic District

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

Vilano Beach

1 out of top 10 points of interest in this area

Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis.

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

St. Augustine Historic District

Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House.

Find hotels in St. Augustine Historic District
A hammock between trees by a clear lake with a duck swimming nearby.

Crescent Beach

With a family-friendly atmosphere and backdrop of the sparkling Atlantic Ocean, this stretch of sand is a favorite of local and visiting beachgoers.

Find hotels in Crescent Beach
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 cityscape with a prominent historic building, a waterfront promenade, and a bridge connecting two areas.

Davis Shores

If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Tolomato River are top sights worth seeing.

Find hotels in Davis Shores

Downtown Historic District Hotel Deals

AC Hotel St. Augustine Downtown

AC Hotel St. Augustine Downtown

90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
$130 nightly
$145 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (534 reviews)
"Perfect place for a weekend stay."

Reviewed on Aug 17, 2026

AC Hotel St. Augustine Downtown
Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
$246 nightly
$274 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"Amazing!"

Reviewed on Aug 14, 2026

Casa Monica Resort & Spa, Autograph Collection
Best Western Historic Bayfront

Best Western Historic Bayfront

16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
$129 nightly
$144 total
Aug 24 - Aug 25
Total with taxes and fees
Best Western Historic Bayfront
See all 468 properties in Downtown Historic District
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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Kid Friendly Vacations
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Romantic Vacations
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LGBTQ Friendly Vacations
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Where to go when
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Honeymoon Vacations
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Mountain Vacations
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Fishing Vacations
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Adults Only Vacations
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Solo Vacations

Stay near popular Downtown Historic District attractions

A historic stone wall with a flag, a grassy area, and a wooden bridge with people walking.

Castillo de San Marcos National Monument

9.2/10 (8,638 reviews)
Explore one of the the oldest standing masonry forts in North America and watch cannons being fired from the ramparts.
See properties
A bustling street with flags, shops, and pedestrians.

St. George Street

9.4/10 (9,539 reviews)
Meander through St. Augustine’s pedestrian center to discover charming boutiques and art galleries among an array of restaurants with delicious specialties.
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A historic building with two towers, a fountain, and palm trees.

Lightner Museum

9.2/10 (1,689 reviews)
Visit a building with an exterior as interesting as its interior. The contents are varied and exquisite. Stay a while in the unusual café.
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An ornate church interior with a central altar, gold statues, and a large pipe organ.

Cathedral Basilica of St. Augustine

9.4/10 (863 reviews)
Visit the majestic cathedral that has served the oldest parish in the United States for over 200 years.
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A distillery with large copper stills and a sign reading "T. Augustine Gallery Co."

St. Augustine Distillery

9.2/10 (407 reviews)
Located in a historic city in an important landmark building, this distillery produces outstanding products using sustainable methods.
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A marina with boats, palm trees, and historic buildings with towers.

St. Augustine Municipal Marina

8.8/10 (25 reviews)
Explore the waterfront in St. Augustine with a trip to St. Augustine Municipal Marina. Stroll along the area's beautiful beaches or experience its fascinating museums.
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A cobblestone street lined with historic buildings, flags, and a local gallery.

Aviles Street

Visit the oldest street in the nation to step back in time while discovering art galleries, antique stores and charming restaurants.
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A wooden chest with a skull and crossbones, surrounded by glass display cases with documents.

St. Augustine Pirate and Treasure Museum

8.8/10 (16 reviews)
You can study the exhibits at St. Augustine Pirate and Treasure Museum, a museum with a story of its own, during your travels to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.
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Things to do

St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

$40
per adult
90% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

$25
per adult
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
St. Augustine: Dolphin and Wildlife Historical Boat Tour

St. Augustine: Dolphin and Wildlife Historical Boat Tour

$34
per adult
100% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
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.