Downtown Historic District Vacations from ￥230,948
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The Latest Downtown Historic District Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
￥1,043,268
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
This place was fantastic to stay at. We had a two bedroom cottage, the facilities were fantastic. All bedrooms ensuite, TVs in every room. Full kitchen and living room. Hot tub. Great pool nearby and sunset walk is five minutes walk away. They had live music in most nights and there is a lot of different food and drink places there.
Reviewed on Oct 15, 2026
The Grove Resort & Water Park Orlando
￥322,268
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8/10 Very Good! (10,922 reviews)
Clean rooms. Plenty of activity’s for the whole family. Restaurants were great. Pools were awesome!
Reviewed on Oct 17, 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
St. Augustine Historic District
1 out of top 10 points of interest in this area
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.
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.
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.
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.
Colonial Quarter
While visiting Colonial Quarter, you might make a stop by sights like St. Augustine Pirate and Treasure Museum and St. George Street.
Downtown Historic District Hotel Deals
The Bayfront Inn
138 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
￥23,945
￥26,699 total
Oct 25 - Oct 26
includes taxes & fees
AC Hotel St. Augustine Downtown
90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
￥23,501
￥26,203 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (606 reviews)
"Beautiful and modern hotel with easy walking distance to town."
Reviewed on Oct 16, 2026
Best Western Historic Bayfront
16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
￥21,976
￥24,504 total
Oct 18 - Oct 19
includes taxes & fees
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 ￥230,948. 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
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.
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.
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.
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.
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.
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.
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.
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.
Things to do
St. Augustine: Treasure Hunt Cruise with Onboard Show
￥5,994
per adult
94% of travellers recommend
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
￥3,908
per adult
74% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
￥5,334
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.