Historic Downtown Vacations from $229

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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
Price was $325, price is now $229 per person
$229
per person
Oct 24 - Oct 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9/10 Wonderful! (1,545 reviews)
The property appears recently renovated and is quite nice and I love the equine theme. It’s a great little stay if you’re passing through town. Unfortunately, (through no fault of the hotel) a very loud and drunken couple walk us by passing by our room in the night and sound Carrie’s very well in the outdoor courtyard. The pool was also closed for repairs for the month of August but once that’s useable, it will be a nice, affordable stay when in Ocala.

Reviewed on Aug 27, 2025

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
Price was $2,567, price is now $1,939 per person
$1,939
per person
Oct 12 - Oct 19
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (530 reviews)
Probably the beautiful hotel we've ever experienced.

Reviewed on Aug 22, 2025

Days Inn by Wyndham Ocala North

Days Inn by Wyndham Ocala North

2 out of 5
Price was $875, price is now $715 per person
$715
per person
Oct 12 - Oct 19
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
7.8/10 Good! (312 reviews)
Very nice room. I love the bathroom the most, very clean.

Reviewed on Aug 14, 2025

Howard Johnson by Wyndham Ocala FL I-75

Howard Johnson by Wyndham Ocala FL I-75

3 out of 5
Price was $863, price is now $713 per person
$713
per person
Oct 12 - Oct 19
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
6.6/10 (1,002 reviews)
Good customer service

Reviewed on Aug 10, 2025

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

3.5 out of 5
Price was $664, price is now $551 per person
$551
per person
Oct 31 - Nov 3
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
9.4/10 Exceptional! (1,001 reviews)
Great place to stay plus so clean-up, breakfast very delicius!!!!

Reviewed on Aug 27, 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
$118 nightly
The price is $132 total per night from Sep 7 to Sep 8
$132 total
Sep 7 - Sep 8
Total with taxes and fees
7.6/10 Good! (566 reviews)
"Very pleasant front desk staff Very helpful friendly and professional"

Reviewed on Aug 24, 2025

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
$69 nightly
The price is $77 total per night from Sep 28 to Sep 29
$77 total
Sep 28 - Sep 29
Total with taxes and fees
8.6/10 Excellent! (854 reviews)
"Property very clean and the manager was so understanding and so very helpful with unexpected late check in."

Reviewed on Aug 1, 2025

Shamrock Cove Inn
Apartment in the heart of Historic Ocala Downtown

Apartment in the heart of Historic Ocala Downtown

Ocala
$194 nightly
The price is $214 total per night from Sep 1 to Sep 2
$214 total
Sep 1 - Sep 2
Total with taxes and fees
9.8/10 Exceptional! (9 reviews)
Adorable Place
"This apartment was so cute and perfect for my daughter and I's stay. I had a question about parking and the host called me right away and was so helpful and sweet! I come to Ocala as often as I can, to visit family, and the location of this place is perfect. It is right downtown so that was fun. ..."

Reviewed on Jun 29, 2025

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.