Downtown Historic District Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

€372
per person
16 Oct - 21 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
8.4/10 Very good! (5,311 reviews)
I Enjoy the nice friendly Staff especially FRONT DESK ASSOCIATE are the Best ,helpful at the times i have stayed here. They make me feel as Family, greet me with a smiles and alway find the perfect room and comfortable Beds. The entire property is amazing , pool, excerise gym, laundry and the Breakfest lots of choices to eat. This Great place to stay I would recommend to try it. I Promise u will be back. Thank you . Enjoy my Stays 💯

Reviewed on 30 Aug 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

€1,402
per person
5 Nov - 12 Nov
found 19 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
€587
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9.6/10 Exceptional! (1,203 reviews)
A place to stay in the medical area off downtown. Not a great place to stay if you are trying to see downtown. Staff is super helpful and nice however. If getting surgery or treatment, not a better option.

Reviewed on 29 Aug 2026

Galleria Palms Hotel

Galleria Palms Hotel

€435
per person
16 Oct - 21 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9/10 Wonderful! (3,828 reviews)
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

Florida Center
€631
per person
16 Oct - 21 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9/10 Wonderful! (7,513 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

Travellers to Vilano Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Vilano Beach and Castle Otttis.

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

St. Augustine Historic District

St. Augustine Historic District is known for its abundant dining options, and you can plan a trip to St. George Street and Ponce de León Hall while you're in town.

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 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. George Street and St. Augustine Pirate and Treasure Museum.

Top hotels in Downtown Historic District

AC Hotel St. Augustine Downtown

AC Hotel St. Augustine Downtown

90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
€125
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (558 reviews)
"Modern clean environment with helpful staff. Walking distance from downtown stores, restaurants and entertainment. Parking was $22 per night, per car. The pillows were very uncomfortable; created some muscular skeletal issues. Rooms were cleaned every other day."

Reviewed on 30 Aug 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
€134
31 Aug - 1 Sept
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
€261
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Poseidon Spa was one of the highlights of our anniversary trip. The atmosphere was peaceful, relaxing, and beautifully maintained, and the staff made us feel completely comfortable from the moment we arrived. Everything felt clean, professional, and first-class. It was the perfect place to unwind, ..."

Reviewed on 29 Aug 2026

Casa Monica Resort & Spa, Autograph Collection
See all 478 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 holiday package cost?
Say yes to new adventures with our Downtown Historic District holiday packages, which start from only €372. 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 holiday package makes it a cinch to organise 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 holiday?
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 favourite 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 holiday is only clicks away.
If I'm not able to travel, can I cancel my Downtown Historic District holiday 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 holiday 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 browse for the perfect souvenirs at St. George Street during your visit to St. Augustine. You can enjoy the cafes 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 holiday in St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
See properties
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.
See properties
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.
See properties
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.
See properties
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
A cobblestone street lined with historic buildings, flags, and a local gallery.

Aviles Street

During your trip to St. Augustine, you can search for that perfect souvenir at Aviles Street. While in this walkable area, you can savour the top-notch restaurants.
See properties

Things to do

St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

€39
per adult
92% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

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

€28
per adult
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
ca4033ab9d314be2bf1b8f6b1ee642cc

Old St. Johns County Jail Tour

€17
per adult
94% of travellers recommend
Old St. Johns County Jail 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.