Historic Downtown Vacations from $307

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Your Historic Downtown Vacation

Immerse yourself in all this neighborhood has to offer with a customized Historic Downtown vacation package. However you picture yourself spending your days here, you'll find endless opportunities for fun, adventure and relaxation. Wondering what to see and do during your trip to Historic Downtown? Nearby attractions such as Paddock Mall, Ocala Downtown Square and Juniper Prairie Wilderness are good places to begin. Don't just think about it — take action! Lock in your perfect Historic Downtown vacation with Expedia and enjoy traveling your way.

The Latest Historic Downtown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Royal Inn

Royal Inn

2 out of 5
Price was $340, price is now $307 per person
$307
per person
May 3 - May 5
found 4 hours ago
Roundtrip flight included
New York (NYC) to Gainesville (GNV)
7.2/10 Good! (192 reviews)
This is our first time that we stayed in the hotel without a remote control for TV and no chairs.

Reviewed on Sep 3, 2025

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,187, price is now $954 per person
$954
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Gainesville (GNV)
9.8/10 Exceptional! (613 reviews)
The best hotel experience I’ve ever had- beautiful, aesthetic, polished- Honestly, if any one says anything different they’ll never be satisfied! Loved every minute, down to the chocolates by the bed. I even forgot my medicine at home, and the on site pharmacy called my home pharmacy and had it transferred and ready for pick up in 2 hours! 10/10 Chef’s Kiss!

Reviewed on Mar 10, 2026

The Riding Academy Hotel

The Riding Academy Hotel

2.5 out of 5
Price was $1,009, price is now $862 per person
$862
per person
Apr 24 - Apr 26
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (813 reviews)
The only amenity in the room was small tube of body lotion. Glad I brought my own shower cap!! Carpet in room had not been vacuumed in some time; lots of little papers all over, very untidy.

Reviewed on Mar 12, 2026

Landing Apartments Northwest Ocala

Landing Apartments Northwest Ocala

3 out of 5
Price was $896, price is now $770 per person
$770
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Gainesville (GNV)
No reviews
Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Historic Downtown
Price was $852, price is now $756 per person
$756
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Gainesville (GNV)
7.8/10 Good! (634 reviews)
Great location, decent hotel.

Reviewed on Mar 4, 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
Downtown Square Pano

Historic District

If you're looking for some top things to see and do in Historic District and surrounding area, you can visit Reilly Arts Center and Paddock Mall.

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
$138 nightly
The price is $154 total per night from Apr 5 to Apr 6
$154 total
Apr 5 - Apr 6
Total with taxes and fees
7.8/10 Good! (636 reviews)
Great location, decent hotel.

Reviewed on Mar 4, 2026

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
$76 nightly
The price is $85 total per night from Mar 22 to Mar 23
$85 total
Mar 22 - Mar 23
Total with taxes and fees
8.6/10 Excellent! (929 reviews)
Very basic.

Reviewed on Mar 15, 2026

Shamrock Cove Inn
Apartment in the heart of Historic Ocala Downtown

Apartment in the heart of Historic Ocala Downtown

Ocala FL
$196 nightly
The price is $216 total per night from Apr 6 to Apr 7
$216 total
Apr 6 - Apr 7
Total with taxes and fees
10/10 Exceptional! (23 reviews)
Great apartment. Very clean. Comfortable in every way. We would stay again! Highly recommend!

Reviewed on Mar 8, 2026

Apartment in the heart of Historic Ocala Downtown
See all 1,069 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Historic Downtown

Wild Horse Foal Playing Running Paynes Prairie Micanopy FL

Florida Horse Park

Explore the great outdoors at Florida Horse Park, a lovely green space in Ocala. Discover the museums in this family-friendly area, or seek out its horseback riding.

Florida Horse Park

Ocala Downtown Square

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.

Ocala Downtown Square

World Equestrian Center – Ocala

Learn about the events happening at World Equestrian Center – Ocala during your trip to Ocala. Check out the shops and top-notch restaurants in this family-friendly area.

World Equestrian Center – Ocala

Things to do

Kayaking Silver Springs

Silver Springs Clear Kayak Manatee, Monkey & Wildlife Adventures

$80
per adult
Silver Springs Clear Kayak Manatee, Monkey & Wildlife Adventures
Silver Springs: Clear Kayaking Wildlife Tour

Silver Springs: Clear Kayaking Wildlife Tour

$65
per adult
Silver Springs: Clear Kayaking Wildlife Tour
See all activities in Ocala
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.