A historic building with classical architecture, a street with red and yellow traffic lights, and a palm tree.

Historic Downtown Vacations from $909

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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.
  • A breakfast bar with a coffee shop sign, a fruit display, and various coffee machines.
    Jan 15 - Jan 19

    La Quinta Inn & Suites by Wyndham Ocala + Flight

    Ocala
    4 nights
    3.0 star property
    7.0/10 - Good (1,011 reviews)
    Roundtrip • Minneapolis (MSP) - Gainesville (GNV)
    MSP - MCO • Nonstop MCO - MSP • Nonstop
    $1,084
    $909
    per traveler
    found 1 day ago
    La Quinta Inn & Suites by Wyndham Ocala
  • A covered outdoor area with a stone wall, wooden benches, and a white fence.
    Jan 15 - Jan 19

    Equus Inn Ocala + Flight

    Ocala
    4 nights
    2.5 star property
    9.0/10 - Wonderful (2,519 reviews)
    "Everything was great: room, staff, breakfast and pool. You can't ask for much more."
    Reviewed November 7, 2026
    Roundtrip • Minneapolis (MSP) - Gainesville (GNV)
    MSP - MCO • Nonstop MCO - MSP • Nonstop
    $1,159
    $1,001
    per traveler
    found 1 day ago
    Equus Inn Ocala
  • A modern kitchen with white cabinetry, a stainless steel refrigerator, a dishwasher, a microwave, and a sink.
    Jan 15 - Jan 19

    Shire Village + Flight

    Ocala
    4 nights
    3.5 star property
    Roundtrip • Minneapolis (MSP) - Gainesville (GNV)
    MSP - MCO • Nonstop MCO - MSP • Nonstop
    $1,811
    $1,568
    per traveler
    found 1 day ago
    Shire Village
  • A reception area with a reception desk, a ceiling fan, hanging pendant lights, a framed picture, and a logo for Quality Inn by Choice Hotels.
    Dec 28 - Jan 3

    Quality Inn near Manatee Springs State Park + Flight

    Chiefland
    6 nights
    2.5 star property
    7.6/10 - Good (935 reviews)
    Roundtrip • New York (NYC) - Gainesville (GNV)
    EWR - GNV • 1 stop GNV - LGA • 1 stop
    $1,065
    $954
    per traveler
    found 16 hours ago
    Quality Inn near Manatee Springs State Park
  • A grand hotel entrance with a covered patio, large columns, and a well-maintained garden with colorful flowers.
    Dec 22 - Dec 26

    The Equestrian Hotel + Flight

    Ocala
    4 nights
    5.0 star property
    9.8/10 - Exceptional (821 reviews)
    Roundtrip • Boston (BOS) - Gainesville (GNV)
    PSM - MCO • Nonstop MCO - BOS • Nonstop
    $1,039
    $940
    per traveler
    found 1 day ago
    The Equestrian Hotel

Where to stay in Historic Downtown

Find the best Historic Downtown areas and neighborhoods for the activities you enjoy most.
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.

A wooden barn with a large opening, surrounded by a grassy field and a wooden fence, under a partly cloudy sky.

Fort King District

If you're spending some time in Fort King District, Silver Springs State Park and Appleton Museum of Art are top sights worth seeing.

A wooden boardwalk through a dense forest with tall trees and lush greenery.

West Ocala

If you're looking for some top things to see and do in West Ocala and surrounding area, you can visit Southeastern Livestock Pavilion SELP and Paddock Mall.

North Magnolia Business District

While North Magnolia Business District might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Southeastern Livestock Pavilion SELP and Paddock Mall.

Discover the most popular places to visit in Historic Downtown

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.
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What to do near Historic Downtown

Silver Springs: Silver River Guided Kayak Tour

Silver Springs: Silver River Guided Kayak Tour

$62
per adult
0% of travelers recommend
Silver Springs: Silver River Guided Kayak Tour
See all activities near Historic Downtown

Historic Downtown Hotel Deals

A multi-story hotel with a central atrium, balconies, and outdoor seating areas.

Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown
3.0 star property
Historic Downtown
7.8 out of 10, Good, (742 reviews)
$127 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
Hilton Garden Inn Ocala 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.
See all properties in Historic Downtown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.