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Jennings Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Ocala, Fl I-75

OYO Hotel Ocala, Fl I-75

2.5 out of 5
Price was $722, price is now $527 per person
$527
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Stay at this hotel in Ocala. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bowlero West Ocala and Hampton Aquatic Fun Center are located nearby.
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,384, price is now $1,018 per person
$1,018
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Stay at this 5-star luxury resort in Ocala. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golden Ocala Golf Course and Ocala National Golf Club are located nearby.
Shamrock Cove Inn

Shamrock Cove Inn

2 out of 5
Price was $782, price is now $595 per person
$595
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Stay at this motel in Ocala. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Juniper Prairie Wilderness and Ocala Downtown Square are located nearby.
Howard Johnson by Wyndham Ocala FL I-75

Howard Johnson by Wyndham Ocala FL I-75

3 out of 5
Price was $737, price is now $564 per person
$564
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Stay at this 3-star business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions I-75 Super Flea Market and Hampton Aquatic Fun Center are located nearby.
Quality Inn & Suites Ocala I-75

Quality Inn & Suites Ocala I-75

2.5 out of 5
Price was $734, price is now $564 per person
$564
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Popular attractions I-75 Super Flea Market and Hampton Aquatic Fun Center are located nearby.
Red Roof Inn Ocala

Red Roof Inn Ocala

2 out of 5
Price was $791, price is now $610 per person
$610
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bowlero West Ocala and Regal Hollywood - Ocala are located nearby.
Country Inn & Suites by Radisson Ocala Southwest

Country Inn & Suites by Radisson Ocala Southwest

2.5 out of 5
Price was $788, price is now $608 per person
$608
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Paddock Mall and Easy Street Family Fun Center are located nearby.
avid Hotel Ocala Downtown by IHG

avid Hotel Ocala Downtown by IHG

2.5 out of 5
Price was $785, price is now $608 per person
$608
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ocala Downtown Square and Juniper Prairie Wilderness are located nearby.

Jennings Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Ocala, Fl I-75

OYO Hotel Ocala, Fl I-75

2.5 out of 5
Price was $722, price is now $527 per person
$527
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,384, price is now $1,018 per person
$1,018
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Shamrock Cove Inn

Shamrock Cove Inn

2 out of 5
Historic Downtown
Price was $782, price is now $595 per person
$595
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
Howard Johnson by Wyndham Ocala FL I-75

Howard Johnson by Wyndham Ocala FL I-75

3 out of 5
Price was $737, price is now $564 per person
$564
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)

Jennings Vacation Packages 5-7 Night Stays

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 $570, price is now $379 per person
$379
per person
Nov 5 - Nov 11
found 7 hours ago
Roundtrip flight included
Indianapolis (IND) to Gainesville (GNV)
Landing Apartments Newberry

Landing Apartments Newberry

4 out of 5
Save 100% on your flight
Price was $778, price is now $574 per person
$574
per person
Nov 15 - Nov 22
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Gainesville (GNV)
Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Historic Downtown
Price was $778, price is now $619 per person
$619
per person
Dec 14 - Dec 20
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,581, price is now $1,285 per person
$1,285
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Dec 9 - Thu, Dec 25
LGA
LaGuardia
GNV
Gainesville Regional
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Dec 9 from LaGuardia to Gainesville Regional, returning Thu, Dec 25, priced at $275 found 5 days ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
LGA
LaGuardia
GNV
Gainesville Regional
$291 Roundtrip, found 5 days ago
$291
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Oct 21 from LaGuardia to Gainesville Regional, returning Sat, Oct 25, priced at $291 found 5 days ago
American Airlines
Thu, Oct 9 - Mon, Oct 13
CLT
Charlotte-Douglas Intl.
GNV
Gainesville Regional
$329 Roundtrip, found 6 days ago
$329
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Oct 9 from Charlotte-Douglas Intl. to Gainesville Regional, returning Mon, Oct 13, priced at $329 found 6 days ago
American Airlines
Wed, Oct 15 - Tue, Oct 21
JFK
John F. Kennedy Intl.
GNV
Gainesville Regional
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 15 from John F. Kennedy Intl. to Gainesville Regional, returning Tue, Oct 21, priced at $344 found 1 day ago