Search Deals onO Brien Vacation Packages
O Brien Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
OYO Hotel Ocala, Fl I-75
Price was $730, price is now $614 per person
$614
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.
Staff is good, there’s plenty of parking and the area is pretty good
Reviewed on Nov 3, 2026
Equus Inn Ocala
Price was $981, price is now $764 per person
$764
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 pool in our reviews. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.
Everything was great: room, staff, breakfast and pool.
You can't ask for much more.
Reviewed on Nov 7, 2026
Shire Village
Price was $1,933, price is now $1,561 per person
$1,561
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
Stay at this apartment in Ocala. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sholom Park and Florida Aquatics Swimming and Training are located nearby.
Holiday Motel Ocala Downtown I-75
Price was $747, price is now $630 per person
$630
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
Stay at this hotel in Ocala. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Ocala Downtown Square and Silver Springs State Park are located nearby.
Holiday Inn Express & Suites Ocala by IHG
Price was $1,095, price is now $942 per person
$942
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.
avid Hotel Ocala Downtown by IHG
Price was $978, price is now $852 per person
$852
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Silver Springs State Park are located nearby.
Great time
Reviewed on Nov 7, 2026
Holiday Inn & Suites Ocala Conference Center by IHG
Price was $975, price is now $850 per person
$850
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.
Candlewood Suites Ocala I-75 by IHG
Price was $974, price is now $849 per person
$849
per person
Jan 14 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.
O Brien Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
O Brien Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Dec 9 - Sat, Dec 12
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$114 Roundtrip, found 2 hours ago
$114
Roundtrip
found 2 hours ago
Sat, Dec 12 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$119 Roundtrip, found 9 hours ago
$119
Roundtrip
found 9 hours ago
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$155 Roundtrip, found 20 hours ago
$155
Roundtrip
found 20 hours ago
Wed, Nov 18 - Sat, Dec 5
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
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