Brooksville Vacation Packages 2026 from $343

Brooksville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Seasons Florida Resort

Save 100% on your flight

$343

per person

Nov 20 - Nov 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$476

per person

Nov 7 - Nov 11

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Vacation Villas Resort

Save 100% on your flight

$403

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Town Center Resort

Save 100% on your flight

$377

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$398

per person

Nov 7 - Nov 11

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Stay near popular Brooksville attractions

A person paddleboarding on a clear river surrounded by dense vegetation and trees.

Weeki Wachee Springs

9.0/10 (607 reviews)

Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.

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Frequently asked questions

How much are vacation packages to Brooksville?

$343 is all you'll need for an unforgettable vacation in Brooksville. Bundle your flights and hotel into a Travelocity vacation package and see how much the savings pile up. With these kinds of prices, you'll want to start packing your suitcase now!

How long should my Brooksville vacation be?

On average, visitors spend 3 nights in Brooksville. However, that might not be nearly enough time for you. If you'd like to see some of the area's off-the-beaten-path gems, how about adding another night or two to your itinerary?

Where can I get the best vacation package deals for Brooksville?

There are awesome Brooksville package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Keep this in mind the next time you're ready to check another destination off your travel bucket list.

Why should I purchase my Brooksville vacation package via Travelocity?

From our 24/7 customer support to our range of amazing destinations, we're committed to giving you the most unforgettable vacation. All you have to do is click and book — our Price Match Guarantee will make sure you get the best price.

Will I save money on my Brooksville car rental if I bundle it with hotels and flights?

With a Brooksville vacation package, you can bundle your flight, hotel and car bookings and save loads. If you're in the mood to see the best of this fantastic part of the world, why not check out Universal Studios Florida? This famous sight is 55 mi from Brooksville. With a rental car, you'll be there in no time.

What is the best time of year to go to Brooksville?

Pack your bags in and you can spend more money on memorable experiences, not your hotel. This is the least costly month to organize your stay. Prices are at their most expensive in , so avoid traveling then if you're on a shoestring budget. February, March and August are the peak season months for Brooksville. You'll need to book in advance and be ready to pay more. June, July and November are when things are at their quietest.

Which airport is best for Brooksville?

You have two options for touching down at Brooksville, the first being Tampa Intl. Airport (TPA). It's situated 40 mi from downtown, while St. Petersburg-Clearwater Intl. Airport (PIE) is 50 mi away from central Brooksville.

What is there to do in Brooksville?

While veering off the tourist trail can be rewarding, you shouldn't miss the popular attractions that make a place famous. Chassahowitzka Wildlife Management Area and World Woods Golf Club are just two of them in Brooksville.

Where should I stay when visiting Brooksville?

Many travelers opt to check in to the Quality Inn & Suites Brooksville I-75/Dade City. It's a great base for your Brooksville escape.