Downtown Historic District Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Downtown Historic District

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

Palazzo Lakeside Hotel

CA $601
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very good! (5,282 reviews)
Todo céntrico, me encantó

Reviewed on Aug 12, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
CA $803
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
9/10 Wonderful! (1,304 reviews)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

CA $604
per person
Oct 20 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very good! (2,028 reviews)
Westgate Towers Resort

Westgate Towers Resort

CA $604
per person
Oct 20 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
CA $1,016
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,178 reviews)

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.

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.

A hammock between trees by a clear lake with a duck swimming nearby.

Crescent Beach

Crescent Beach is known for its beaches, and you can plan a trip to Fort Matanzas National Monument and Crescent Beach while you're in town.

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.

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, The Conch House Restaurant and Anastasia Island Mini-Golf are top sights worth seeing.

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
CA $181
CA $202 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (531 reviews)
"Enjoyed my brief stay at the hotel Unfortunately didn't get a chance to use pool or gym. Quiet location within walking distance of town centre. Trolley passes hotel stopping by distillery next door - get tickets in advance to be able to board at this stop Pricey charge for parking at hotel - which ..."

Reviewed on Aug 12, 2026

AC Hotel St. Augustine Downtown
Best Western Historic Bayfront

Best Western Historic Bayfront

16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $193
CA $216 total
Aug 13 - Aug 14
includes taxes & fees
Best Western Historic Bayfront
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
CA $312
CA $382 total
Aug 31 - Sep 1
includes taxes & fees
Casa Monica Resort & Spa, Autograph Collection
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.

Frequently asked questions

How much does a Downtown Historic District vacation package cost?
Say yes to new adventures with our Downtown Historic District vacation packages, which start from only CA $601. Choose the hotels and flights that suit your style. Then, add on some sightseeing activities for an unforgettable escape.
How do I get a cheap travel package to Downtown Historic District?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a pretty penny too. A Downtown Historic District vacation package makes it a cinch to organize the ideal trip. With more than 550 airlines throughout the world to select from, finding flights that fit your busy schedule won't be a challenge. On top of that, we have over 1,000,000 hotel options globally to take your pick of. Now that's what you call choice. No matter who you are, Expedia brings the world within your reach.
Where should I stay in Downtown Historic District?
A trip to Downtown Historic District isn't complete until you've seen World Golf Village and Flagler College. Book a room within walking distance and easily access these famous attractions.
What are the top hotels in Downtown Historic District?
The Ray - Penthouse Suite - 360° Rooftop View and The Ray - 2nd Floor Historic Condo are two of the most popular hotels in Downtown Historic District. Why not look up the rates and facilities at each and then make up your mind?
How far in advance should I book my Downtown Historic District vacation?
To score rock-bottom prices, book as early as you can. Airlines usually advertise flights, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Downtown Historic District, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Downtown Historic District travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply choose your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to crafting your Downtown Historic District getaway, the choice is all yours!
What should I know before booking a Downtown Historic District travel package?
Design deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save big bucks just by combining your bookings. Whether you're taking off on a skiing adventure or kicking back on a warm beach, your ideal vacation is only clicks away.
If I'm not able to travel, can I cancel my Downtown Historic District vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Downtown Historic District vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

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)
You can find the perfect gifts to bring home at St. George Street during your visit to St. Augustine. You can enjoy the coffeehouses while in the area.
See properties
A historic building with two towers, a fountain, and palm trees.

Lightner Museum

9.2/10 (1,689 reviews)
You can study the exhibits at Lightner Museum, a museum with a storied past, during your trip to St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
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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)
You can take time to visit St. Augustine Distillery during your travels to St. Augustine. Stroll along the area's beautiful beaches or experience its fascinating museums.
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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

During your trip to St. Augustine, you can browse for the perfect souvenirs at Aviles Street. While in this walkable area, you can savor the top-notch 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.
See properties

Things to do

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

CA $25
per adult
96% of travellers recommend
Potter's Wax Museum
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

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

CA $35
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

CA $48
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.