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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $910, price is now CA $472 per person
CA $472
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
Hotel rooms are spacious. Right in a rear location. Walmart is 3 min drive, CVS across the street. Hot tbs ar lean, pool is clean. For people who don’t read, there is no room service, have to ask for any extra items.

Reviewed on Mar 25, 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,721, price is now CA $552 per person
CA $552
per person
May 2 - May 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
Fantastic value. Clean, comfortable and great location.

Reviewed on Mar 26, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $1,083, price is now CA $546 per person
CA $546
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
2nd stay here. Love it and staff is so nice!

Reviewed on Mar 26, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $975, price is now CA $535 per person
CA $535
per person
Jun 1 - Jun 6
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,820 reviews)
Absolutely loved this property! We will be back

Reviewed on Mar 26, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,290, price is now CA $743 per person
CA $743
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (381 reviews)
Breakfast menu very cheap. They only have boiled eggs that smelled like sulfur from reheating

Reviewed on Mar 26, 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
Aerial view of serene sunset over Vilano Beach shoreline, St. Augustine, Florida, United States.

Vilano Beach

1 out of top 10 points of interest in this area
4/5(5 area reviews)

Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis.

Find hotels in Vilano Beach

Downtown Historic District Hotel Deals

AC Hotel St. Augustine Downtown

AC Hotel St. Augustine Downtown

3.5 out of 5
90 Riberia Street St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Mar 31 to Apr 1
CA $215
CA $239 total
Mar 31 - Apr 1
includes taxes & fees
9/10 Wonderful! (205 reviews)
Everything was excellent; AC worked well, great bed, sheets, shower, towels.

Reviewed on Mar 26, 2026

AC Hotel St. Augustine Downtown
Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

4 out of 5
95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $435 per night from Mar 31 to Apr 1
CA $435
CA $519 total
Mar 31 - Apr 1
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Beautiful, clean, spacious room with friendly staff. 2 negatives are the fact that the room wasn’t ready until after 5 pm and had to request clean towels for the next day. Once asked they brought immediately.

Reviewed on Mar 25, 2026

Casa Monica Resort & Spa, Autograph Collection
Best Western Historic Bayfront

Best Western Historic Bayfront

2.5 out of 5
16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Apr 5 to Apr 6
CA $234
CA $261 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
The room was clean. Parking was on site.

Reviewed on Mar 27, 2026

Best Western Historic Bayfront
See all 443 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $472. 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.

Discover the most popular places to visit in Downtown Historic District

Florida featuring street scenes

St. George Street

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.

St. George Street
Castillo de San Marcos featuring heritage elements

Castillo de San Marcos National Monument

Explore one of the the oldest standing masonry forts in North America and watch cannons being fired from the ramparts.

Castillo de San Marcos National Monument
Spanish Historical Building St Augustine Florida, Shutterstock ID 36372406, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Flagler College

Explore the campus of Flagler College, during your trip to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.

Flagler College

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 Live Music Cruise with Drinks and Sunset Option

St. Augustine Live Music Cruise with Drinks and Sunset Option

CA $95
per adult
78% of travellers recommend
St. Augustine Live Music Cruise with Drinks and Sunset Option
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

CA $36
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
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.