Historic Downtown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Historic Downtown

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Ocala North

Days Inn by Wyndham Ocala North

2 out of 5
Price was CA $682, price is now CA $594 per person
CA $594
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Gainesville (GNV)
7.8/10 Good! (689 reviews)

Nature Coast Inn and Cottages

Nature Coast Inn and Cottages

3 out of 5
Price was CA $1,589, price is now CA $1,307 per person
CA $1,307
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Gainesville (GNV)
9/10 Wonderful! (2 reviews)
The room was cooled by wondow AC and bed/pillows comfortable. It was a holiday weekend, so kids in pool couldn’t use it too mich. The bicycles were not usable (rusty chains & flt tires). Game room was a nice screened sitting area. Parking was outside the unit l.

Reviewed on Sep 7, 2026

Quality Inn near Manatee Springs State Park

Quality Inn near Manatee Springs State Park

2.5 out of 5
Price was CA $1,212, price is now CA $1,005 per person
CA $1,005
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Gainesville (GNV)
7.6/10 Good! (931 reviews)

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was CA $2,561, price is now CA $2,200 per person
CA $2,200
per person
Dec 24 - Dec 31
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Gainesville (GNV)
9.8/10 Exceptional! (804 reviews)
It was definitely an rx

Reviewed on Nov 9, 2026

Days Inn by Wyndham Chiefland

Days Inn by Wyndham Chiefland

2.5 out of 5
Price was CA $1,082, price is now CA $936 per person
CA $936
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Gainesville (GNV)
6/10 (1,005 reviews)
Place was dirty. Took a shower and after walking around on the wood floors and went to put my socks on my feet were filthy. Some bugs in the bathroom area and when I mentioned to staff on the way out I got “it’s Florida, there’s bugs”

Reviewed on Nov 8, 2026

Where to stay in Historic Downtown

Find the best Historic Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown
A gazebo with a dome roof, surrounded by brick buildings and trees.

Historic District

If you're looking for some top things to see and do in Historic District and surrounding area, you can visit Paddock Mall and Silver Springs State Park.

Find hotels in Historic District

Historic Downtown Hotel Deals

Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
120 East Silver Springs Blvd. Ocala FL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Nov 25 to Nov 26
CA $168
CA $187 total
Nov 25 - Nov 26
includes taxes & fees
Hilton Garden Inn Ocala Downtown
Shamrock Cove Inn

Shamrock Cove Inn

2 out of 5
215 S Pine Ave. Ocala FL
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Nov 24 to Nov 25
CA $88
CA $98 total
Nov 24 - Nov 25
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Walking distance to downtown!"

Reviewed on Nov 8, 2026

Shamrock Cove Inn
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Nov 19 to Nov 20
CA $100
CA $112 total
Nov 19 - Nov 20
includes taxes & fees
9/10 Wonderful! (2,529 reviews)
"Easy peasy lemon squeesie. Great place for a overnight. No problems whatsoever."

Reviewed on Nov 9, 2026

Equus Inn Ocala
See all 1,120 properties in Historic Downtown
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 Historic Downtown vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Historic Downtown from just CA $594. And the more you bundle, the more money you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Historic Downtown?
Simply by bundling. Flights, rental cars and hotels — combine whatever you need into a Historic Downtown vacation package to save a pile of cash. Score even better deals when you include extras such as day tours to your booking. But that's not the only impressive part. You have the freedom to put together your trip your way. We offer more than 550 airlines and 1,000,000 hotel options all over the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Historic Downtown?
Make sightseeing easy by staying in a hotel right around the corner from Historic Downtown's iconic attractions. Appleton Museum of Art and Paddock Mall are two of the best in this neighborhood.
What are the top hotels in Historic Downtown?
Secure a room at Shamrock Cove Inn. It's one of the neighborhood's most popular properties. Another well-known option in Historic Downtown is Hilton Garden Inn Ocala Downtown.
How far in advance should I book my Historic Downtown vacation?
While prices change from time to time, we generally recommend booking your flight as soon as possible. Many international fares become available on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be in luck. Cheap tickets to Historic Downtown sometimes emerge just weeks before departure.
What does an Expedia Historic Downtown travel package include?
That mostly depends on you. You can choose from a range of Historic Downtown bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your ideal Historic Downtown escape looks like, get ready to save!
What should I know before booking a Historic Downtown travel package?
You'll score terrific savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything together just makes things easier. So why waste money or time? Whether you're putting together a luxury romantic escape or a budget solo adventure, check out our vacation packages today.
Can I choose my airline with a Historic Downtown Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Historic Downtown vacation package?
Yes you can, and we're here to help. You may be able to change or cancel your Historic Downtown vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances suddenly change, have a look at our Customer Service Portal for more information.

Stay near popular Historic Downtown attractions

Ocala Downtown Square

8.8/10 (669 reviews)
Ocala Downtown Square is just one of the places to see in Ocala, so why not enjoy the other things to explore during your travels? Discover the area's live music and monuments.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.