Downtown Historic District Vacation Packages
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Top Holiday Package Deals in Downtown Historic District
Price found within the past 48 hours. Click for updated prices.
Westgate Cocoa Beach Resort
CA $1,404
per person
Nov 15 - Nov 21
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
This location was so much fun. We loved the lazy river and the staff were wonderful. I do wish they had a way to air up your own flotation devices. I needed to get one the would accommodate my size and Michael thank you for allowing it. We will be back.
Reviewed on Sep 20, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,679
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 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 State Park.
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
CA $179
CA $199 total
Sep 29 - Sep 30
includes taxes & fees
9.4/10 Exceptional! (1,010 reviews)
"A perfect place for a couple or a family to plan their next vacation. Very clean, friendly, and helpful to all of their guests needs."
Reviewed on Sep 27, 2026
AC Hotel St. Augustine Downtown
90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $198
CA $221 total
Oct 4 - Oct 5
includes taxes & fees
Best Western Historic Bayfront
16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $197
CA $219 total
Sep 29 - Sep 30
includes taxes & fees
9/10 Wonderful! (1,016 reviews)
"Great location clean as can be expected with the volume of reservations they handle"
Reviewed on Sep 27, 2026
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 $899. 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 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 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.
San Sebastian Winery
8.8/10 (75 reviews)
You can enjoy a tasting or tour at San Sebastian Winery during your travels to St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
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.
Things to do
St. Augustine: Treasure Hunt Cruise with Onboard Show
CA $53
per adult
94% of travellers recommend
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
CA $35
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.