Historic Downtown Vacations from $389

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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.
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Save 100% on your flight
Price was $560, price is now $389 per person
$389
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9/10 Wonderful! (1,560 reviews)
Everything was good

Reviewed on Sep 3, 2025

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,377, price is now $1,067 per person
$1,067
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Gainesville (GNV)
9.8/10 Exceptional! (534 reviews)
Probably the beautiful hotel we've ever experienced.

Reviewed on Aug 22, 2025

Candlewood Suites Ocala I-75 by IHG

Candlewood Suites Ocala I-75 by IHG

2.5 out of 5
Price was $938, price is now $741 per person
$741
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Gainesville (GNV)
9.2/10 Wonderful! (358 reviews)
Clean hotel, good coffee and friendly staff. Thanks.

Reviewed on Aug 8, 2025

Staybridge Suites Ocala Near Equestrian Aquatics by IHG

Staybridge Suites Ocala Near Equestrian Aquatics by IHG

3 out of 5
Price was $851, price is now $713 per person
$713
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Gainesville (GNV)
No reviews
La Quinta Inn & Suites by Wyndham Ocala

La Quinta Inn & Suites by Wyndham Ocala

3 out of 5
Price was $799, price is now $692 per person
$692
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Gainesville (GNV)
6.8/10 (1,002 reviews)
Everything was perfect

Reviewed on Aug 18, 2025

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
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Historic District

If you're looking for some top things to see and do in Historic District and surrounding area, you can visit Southeastern Livestock Pavilion SELP 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
$110 nightly
The price is $122 total per night from Sep 14 to Sep 15
$122 total
Sep 14 - Sep 15
Total with taxes and 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
$71 nightly
The price is $80 total per night from Sep 7 to Sep 8
$80 total
Sep 7 - Sep 8
Total with taxes and fees
Shamrock Cove Inn
Apartment in the heart of Historic Ocala Downtown

Apartment in the heart of Historic Ocala Downtown

Ocala
$191 nightly
The price is $211 total per night from Sep 7 to Sep 8
$211 total
Sep 7 - Sep 8
Total with taxes and fees
Apartment in the heart of Historic Ocala Downtown
See all 955 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

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

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

Things to do

Best Salsa 1:1 Lesson in Miami

Best Salsa 1:1 Lesson in Ocala

$90
per adult
Best Salsa 1:1 Lesson in Ocala
Kayaking Silver Springs

Silver Springs Clear Kayak Manatee & Monkey Adventures

$80
per adult
Silver Springs Clear Kayak Manatee & Monkey Adventures
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.