Brooksville Vacation Packages 2025 from $285

Brooksville flight + hotel vacation packages

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

Westgate Town Center Resort

Save 100% on your flight

per person

Aug 22 - Aug 26

found 1 day ago

Roundtrip 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.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

per person

Aug 22 - Aug 26

found 1 day 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 River Ranch Resort & Rodeo

per person

Aug 14 - Aug 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

A marina, 2 restaurants, and an outdoor tennis court are all featured at this smoke-free resort. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Westgate Towers Resort

Save 100% on your flight

per person

Jul 19 - Jul 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

CoCo Key Hotel and Water Resort

Save 100% on your flight

per person

Jul 23 - Jul 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 3 outdoor pools are all featured at this traditional hotel. There's fun for all ages with a children's pool and a theme park shuttle, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.

Top Brooksville hotels deals

Days Inn by Wyndham Brooksville/Dade City

6320 Windmere Rd, Brooksville, FL

Free Cancellation

Reserve now, pay when you stay

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This motel features an outdoor pool and a 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

Microtel Inn & Suites by Wyndham Brooksville

6298 Nature Coast Blvd, Brooksville, FL

Free Cancellation

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This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites Brooksville by IHG

30455 Cortez Blvd, Brooksville, FL

Free Cancellation

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This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a terrace, and a snack bar/deli are also on offer.

Pool

Breakfast included

Quality Inn & Suites Brooksville I-75/Dade City

30307 Cortez Blvd, Brooksville, FL

Free Cancellation

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This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Luxurious Roman Style Pool Home in Brooksville Near Weeki Wachee and Beaches

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A water park and an outdoor pool are featured at this smoke-free vacation home. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way, Spring Hill, FL

Free Cancellation

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An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace and a safe deposit box are also provided.

Pool

Pet friendly

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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.

Popular places to visit

Withlacoochee Trail State Park

4.5/5(7 reviews)

You can take time to visit Withlacoochee Trail State Park during your travels to Brooksville. While you're in the area, wander around the natural setting.

Withlacoochee State Forest

4.5/5(5 reviews)

Explore the great outdoors at Withlacoochee State Forest, a lovely green space in Brooksville. Amble around the area's forest or experience its jazz scene.

Cabot Citrus Farms

Enjoy a round of golf in Brooksville at Cabot Citrus Farms. While in this family-friendly area, you can enjoy the restaurants.

Frequently asked questions

How much are vacation packages to Brooksville?

$285 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.