Brooksville Vacation Packages
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Your Brooksville Vacation
Our Brooksville vacation packages give you the power to customize your own adventure. Tailor your journey to your interests and needs and make the most of your time in this exciting city. Fill your itinerary with visits to Hernando Oaks Golf and Country Club, Brooksville Country Club and Train Depot Museum, some of the top attractions you shouldn't miss during a trip to Brooksville. A couple of quick clicks is all it takes to craft a tailored Brooksville vacation on Expedia.
Top Brooksville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
CA $573
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
The hotel itself on its own was great; however, if they’re going to charge resort fees then the resort amenities should be available. When I tried to use the pool, it was closed early, and the neighboring hotel that we were supposed to have access to nothing was open on a Monday. Rooms were clean and updated. Staff was not avai when called multiple times.
Reviewed on Sep 15, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,124
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Property was amazing! The ONLY problem we had was ordering cleaning services. We asked for cleaning services the next day and the order wasnt placed. But we loved our suite! It was so clean and well stocked. The kitchen had plenty of dishes and silverware, along with pots, pans and other convenient amenities. Fresh towels (and plenty of them) delivered daily. We will DEFINITELY be back
Reviewed on Sep 18, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,461
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
The unit itself is beautiful. The bedrooms and bathrooms are gorgeous with really nice furnishings. The showers are really nice and each bedroom has an attached bathroom, which is very convenient.
There were a few issues with cleanliness in the unit and the pool. We had stained washcloths in one bathroom, the sofa fabric is pilling and we found several items on the kitchen floor that hadn't been swept up. The pool filter doesn't appear to work well at all. We continually skimmed the pool but there was still dirt and leaves in the bottom of the pool that never went away.
The pictures in the listing show the pool as having an attached hot tub. It does not. It also shows loungers by the pool, but there are none. I did call the front desk to advise them of this. I asked for loungers to be delivered but they will not do that as it seems it's the responsibility of the owners to provide those. They didn't have much to say about the pool not having the hot tub, even though it is advertised as having one so that was disappointing.
The resort lobby is beautiful and check in was fairly easy. The resort pools and hot tubs were very nice as well. The pool bar food and drinks are expensive ($40 for a drink and hummus appetizer) and an automatic 20% gratuity is automatically added to all orders. Something to keep in mind.
Overall, we had a great stay and would definitely do it again, although I would not rent this particular unit the next time.
Reviewed on Sep 14, 2026
Where to stay in Brooksville
Find the best Brooksville areas and neighborhoods for the activities you enjoy most. Learn more about Brooksville
High Point
1 out of top 10 points of interest in this area
While there might not be top attractions in High Point, you can explore the larger area and discover places like Weeki Wachee River and Weeki Wachee Springs.
South Brooksville
South Brooksville might not have many top sights, but Hernando Heritage Museum and Brooksville Country Club are two attractions nearby that you can check out.
Downtown Brooksville
1 out of top 10 points of interest in this area
If you're looking for some top things to see and do in Downtown Brooksville and surrounding area, you can visit Hernando Heritage Museum and Brooksville Country Club.
Avis Oaks
Though Avis Oaks might not have many top sights, you can venture to the surrounding area to see attractions like Weeki Wachee River and Weeki Wachee Springs.
North Brooksville
Though North Brooksville might not have many top sights, you can venture to the surrounding area to see attractions like Hernando Heritage Museum and Brooksville Country Club.
Ready to book your vacation to Brooksville?
Brooksville Hotel Deals
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
CA $102
CA $114 total
Oct 4 - Oct 5
includes taxes & fees
7.6/10 Good! (322 reviews)
"Ac broken, cobwebs n dust everywhere, bugs everywhere, had to get up n leave Iwas sweating at 2am with the ac on 65."
Reviewed on Sep 18, 2026
Microtel Inn & Suites by Wyndham Brooksville
6298 Nature Coast Blvd Brooksville FL
Fully refundableReserve now, pay when you stay
CA $118
CA $131 total
Sep 22 - Sep 23
includes taxes & fees
Quality Inn & Suites Brooksville I-75/Dade City
30307 Cortez Blvd Brooksville FL
Fully refundable
CA $90
CA $100 total
Oct 18 - Oct 19
includes taxes & fees
6.8/10 (891 reviews)
"You definitely get what you pay for. It was somewhat clean. The bed was comfortable."
Reviewed on Sep 14, 2026
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.
Stay near popular Brooksville attractions
Photo by Adventures on Wheels
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.
Withlacoochee State Forest
8.0/10 (36 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.
Withlacoochee Trail State Park
8.4/10 (48 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.
Brooksville Country Club
7.0/10 (30 reviews)
Enjoy a round of golf in Brooksville at Brooksville Country Club. Take in the jazz scene and sunsets in the area.
Hernando Oaks Golf and Country Club
6.8/10 (15 reviews)
Enjoy a round of golf in Brooksville at Hernando Oaks Golf and Country Club. While in this family-friendly area, you can savor the top-notch restaurants.
Hernando Heritage Museum
8.0/10 (14 reviews)
You can browse the exhibits at Hernando Heritage Museum, a museum with a story of its own, during your trip to Brooksville. Take in the art scene and sunsets in the area.
Withlacoochee Riverside Community Park
Explore the great outdoors at Withlacoochee Riverside Community Park, a lovely green space in Brooksville. While in this family-friendly area, you can enjoy the restaurants.
What to do in Brooksville
Clear Kayak Tours in Weeki Wachee
CA $109
per adult
100% of travellers recommend
90-Minute Guided Eco Airboat Tour in Homosassa
CA $130
per adult
Frequently asked questions
How much does a Brooksville vacation package cost?
Offering excellent value package deals from CA $573 on Expedia, you'll be thrilled with how little a vacation to Brooksville costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Brooksville?
July, August and September are great times to look for cheap Brooksville vacation packages. Travelling in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Brooksville?
The ideal duration for your Brooksville vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to tick off all the leading sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Brooksville?
Popular for its nature, walking trails and camping, a Brooksville vacation is a hit with all kinds of travellers. Be sure to check out leading sights like Brooksville Country Club and Train Depot Museum, and consider renting a set of wheels for day trips to experience even more.
How to find the best Brooksville package deals?
Use Expedia's handy filters to help you find some fabulous Brooksville package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Brooksville package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Brooksville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still have the freedom to create a customized Brooksville vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Brooksville?
If you have your Brooksville vacation dates confirmed, book early to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Brooksville?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Brooksville.
- Budget wisely: As well as the price of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Brooksville.
- Determine how many days away: Start by making a list of all the attractions you'd like to experience in Brooksville. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Brooksville vacation package.
Explore a world of travel with Expedia
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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.
