
Deals on vacations and trips to O Brien
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O Brien flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Equus Inn Ocala
Price was $647, price is now $531 per person
$531
per person
Feb 5 - Feb 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

The Equestrian Hotel
Price was $1,020, price is now $826 per person
$826
per person
Feb 5 - Feb 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
A full-service spa, 7 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy the gym.

Staybridge Suites Ocala Near Equestrian Aquatics by IHG
Price was $714, price is now $611 per person
$611
per person
Feb 5 - Feb 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG
Price was $796, price is now $686 per person
$686
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Quality Inn & Suites Ocala I-75
Price was $631, price is now $552 per person
$552
per person
Feb 5 - Feb 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Top O Brien hotels deals

Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!
obrien FL
A gym is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Kitchen
Washer

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG
16367 NW 167TH BLVD Alachua FL
Free Cancellation
$113 nightly
The price is $127 total per night
$127 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

La Quinta Inn & Suite by Wyndham Lake City
165NW CALI DRIVE Lake City FL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $105 total per night
$105 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

Tru by Hilton Lake City
284 NW Centurion Court Lake City FL
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $113 total per night
$113 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

Best Western Plus Lake City
350 SW Florida Gateway Dr Lake City FL
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $98 total per night
$98 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

Motel 6 – Lake City, Fl – Medical Center
3340 W US Highway 90 Lake City FL
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $59 total per night
$59 total
Dec 14 - Dec 15
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Pet friendly
Parking included
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.
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