A church with a clock tower and a red car parked in front.

St. Augustine Historic District Vacations from $284

Book a Hotel + Flight or Car together to unlock savings

Your St. Augustine Historic District Vacation

Lock in a vacation package to St. Augustine Historic District and experience the best of what this leafy neighborhood has to offer. Loved by many for its shopping, history and culture, your next awesome adventure can be found right here. Some popular nearby attractions to check out during your trip to St. Augustine Historic District include Flagler College, Castillo de San Marcos National Monument and St. Augustine Lighthouse & Maritime Museum. Expedia can help you turn your dream St. Augustine Historic District vacation into reality, no matter your budget or travel plans.

The Latest St. Augustine Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.
    Jan 8 - Jan 11

    Westgate Towers Resort + Flight

    Kissimmee
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "La limpieza fue excelente"
    Reviewed October 28, 2026
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • 1 stop MCO - EWR • 1 stop
    $475
    $284
    per traveler
    found 1 day ago
    Westgate Towers Resort
  • A resort with multiple buildings, a central pool area, a beach, and a dock with a boat.
    Jan 12 - Jan 16

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,235
    $615
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.
    Jan 12 - Jan 16

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    4 nights
    2.0 star property
    9.0/10 - Wonderful (4,098 reviews)
    "Todo esta muy bien, limpio, servicial los empleados"
    Reviewed November 7, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $644
    $330
    per traveler
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • A hotel room with a large bed, two bedside tables, a nightstand, a chair, and a window with blinds.
    Jan 10 - Jan 16

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    6 nights
    3.0 star property
    7.8/10 - Good (636 reviews)
    "It was a newly remodeled property. Everything was real nice. Ran smooth. Would definitely stay there again."
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $848
    $441
    per traveler
    found 1 day ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • A hotel with multiple balconies, a wooden walkway, and palm trees.
    Jan 28 - Feb 1

    Ocean Landings Resort and Racquet + Flight

    Cocoa Beach
    4 nights
    2.5 star property
    7.2/10 - Good (52 reviews)
    "This is an older property but very clean and well maintained. The two ocean front buildings are under a major renovation but there is still access to the beach. We would stay again."
    Reviewed October 30, 2026
    Roundtrip • Philadelphia (PHL) - Orlando (MCO)
    TTN - MCO • Nonstop SFB - TTN • Nonstop
    Save 100% on your flight
    $761
    $431
    per traveler
    found 1 day ago
    Ocean Landings Resort and Racquet

Where to stay in St. Augustine Historic District

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

Vilano Beach

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

A grand building with arched walkways and a fountain in the center.

Downtown Historic District

Walk the city’s older streets for lessons on the state’s history through its architecture. With such a rich legacy, there’s so much to see and do during your visit.

An aerial view of a coastal area with a beach, a pier, and a small island with buildings.

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.

A pier extending into the ocean at sunset with waves crashing against it.

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.

A bridge with multiple arches and towers, spanning over a body of water during sunset.

Colonial Quarter

While visiting Colonial Quarter, you might make a stop by sights like St. Augustine Pirate and Treasure Museum and St. George Street.

Discover the most popular places to visit in St. Augustine Historic District

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.
See properties

What to do near St. Augustine Historic District

St. Augustine: Dolphin and Wildlife Historical Boat Tour

St. Augustine: Dolphin and Wildlife Historical Boat Tour

$34
per adult
100% of travelers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
See all activities near St. Augustine Historic District

St. Augustine Historic District Hotel Deals

A balcony with wicker chairs and a table, overlooking a waterfront with boats and palm trees during sunset.

Best Western Historic Bayfront

Best Western Historic Bayfront
2.5 star property
St. Augustine Historic District
9.0 out of 10, Wonderful, (1,038 reviews)
$139 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Best Western Historic Bayfront
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 all properties in St. Augustine Historic District
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.