Brooksville Vacation Packages 2026 from $168

Brooksville flight + hotel vacation packages

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

Palazzo Lakeside Hotel

$168

per person

Feb 28 - Mar 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Westgate Towers Resort

$409

per person

Feb 28 - Mar 3

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Residence Inn by Marriott Daytona Beach Oceanfront

$601

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Westgate Town Center Resort

$460

per person

Mar 7 - Mar 14

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.

Delray House With Hot tub & Game Room

Palm River-Clair Mel

Save 100% on your flight

$633

per person

Feb 17 - Feb 24

found 15 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, free self parking, and a virtual front desk are featured at this vacation home. Dry cleaning is also provided.

Top Brooksville hotels deals

Days Inn by Wyndham Brooksville/Dade City

6320 Windmere Rd Brooksville FL

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$79 total

Dec 29 - Dec 30

Total with taxes and fees

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.

Microtel Inn & Suites by Wyndham Brooksville

6298 Nature Coast Blvd Brooksville FL

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$94 total

Dec 30 - Dec 31

Total with taxes and fees

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.

Hampton Inn Brooksville Dade

30301 Cortez Blvd Brooksville FL

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$136 total

Jan 3 - Jan 4, 2026

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A gym and luggage storage are also provided.

Holiday Inn Express Hotel & Suites Brooksville by IHG

30455 Cortez Blvd Brooksville FL

Free Cancellation

$107 nightly

$119 total

Dec 30 - Dec 31

Total with taxes and fees

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.

Quality Inn Weeki Wachee

9373 Cortez Blvd Spring Hill FL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$103 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Quality Inn & Suites Brooksville I-75/Dade City

30307 Cortez Blvd Brooksville FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$82 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 business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

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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

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.

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.

Frequently asked questions

How much are vacation packages to Brooksville?

$168 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.