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

St. Augustine Historic District Vacations from $440

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.
    Jan 10 - Jan 16

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,643 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $834
    $440
    per traveler
    found 1 day ago
    Meliá Orlando Celebration
  • A resort with multiple buildings, a central pool area, a beach, and a dock with a boat.
    Jan 10 - Jan 16

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,799
    $781
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • A spacious lobby with high ceilings, large windows, and traditional decor.
    Dec 13 - Dec 19

    Disney's Animal Kingdom Lodge + Flight

    Bay Lake
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,004 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • 1 stop
    $3,741
    $1,880
    per traveler
    found 1 day ago
    Disney's Animal Kingdom Lodge
  • An outdoor pool area with red umbrellas, chairs, and a view of a body of water.
    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 (637 reviews)
    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 stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
    Dec 14 - Dec 19

    The Delaney Hotel + Flight

    South Orange
    5 nights
    3.5 star property
    9.6/10 - Exceptional (1,244 reviews)
    "Great Hotel. Well Located and the staff is very friendly!"
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • 1 stop
    $1,048
    $575
    per traveler
    found 1 day ago
    The Delaney Hotel

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.