O Brien Vacations from $446

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The Latest O Brien vacation packages

Price found within the past 48 hours. Click for updated prices.
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 $511, price is now $446 per person
$446
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Gainesville (GNV)
9.4/10 Exceptional! (1,002 reviews)
Room was spotless and staff was great.

Reviewed on Feb 2, 2026

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,189, price is now $983 per person
$983
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
9.8/10 Exceptional! (566 reviews)
The room was spotless!! The staff is super friendly. The amenities are amazing. Definitely one of out favorite spots every time we go to Ocala!

Reviewed on Feb 3, 2026

Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Historic Downtown
Price was $1,141, price is now $964 per person
$964
per person
Mar 12 - Mar 17
found 8 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gainesville (GNV)
7.8/10 Good! (589 reviews)
Room was spotless, staff was amazing

Reviewed on Jan 1, 2026

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Price was $866, price is now $757 per person
$757
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9/10 Wonderful! (1,694 reviews)
Very nice rooms. Good breakfast. A little to noisy for our liking with our rooms being right along the highway. Recommend requesting a room not located on the north side of the property.

Reviewed on Feb 6, 2026

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O Brien Hotel Deals

Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!

Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!

obrien FL
9.8/10 Exceptional! (33 reviews)
Very welcoming and personable hosts. They came over to relatives house and had dinner with us. Very relaxed environment with family and friends.

Reviewed on Jan 11, 2026

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Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!
Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

3.5 out of 5
16367 NW 167TH BLVD Alachua FL
Fully refundable
$106 nightly
The price is $119 total per night from Feb 15 to Feb 16
$119 total
Feb 15 - Feb 16
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
Room was spotless and staff was great.

Reviewed on Feb 2, 2026

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG
La Quinta Inn & Suite by Wyndham Lake City

La Quinta Inn & Suite by Wyndham Lake City

2.5 out of 5
165NW CALI DRIVE Lake City FL
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $117 total per night from Feb 8 to Feb 9
$117 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (1,068 reviews)
Very clean, and felt safe. Close to restaurants and quiet. Very nice hotel.

Reviewed on Feb 1, 2026

La Quinta Inn & Suite by Wyndham Lake City
See all 355 properties in O Brien
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.

Find the Best O Brien Vacation Packages

O Brien Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does an O Brien vacation package cost?
Offering great value package deals from $446 on Expedia, you'll be surprised at how little a vacation to O Brien costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to O Brien?
If you're hoping to book a cheap O Brien vacation package, consider planning a trip in January, April and June. You'll generally find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for O Brien?
The ideal length for your O Brien vacation depends on what you'd like to see. Typically, a few days to a week will give you time to go to all the major attractions and discover some hidden treasures along the way.
How to find the best O Brien package deals?
Landing a cheap O Brien package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical O Brien package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an O Brien vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can personalize your O Brien trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to O Brien?
If you're planning a spur-of-the-moment O Brien vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later O Brien vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your O Brien trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.