Brooksville Vacations from $364

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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.

The Latest Brooksville vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $696, price is now $364 per person
$364
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
Activities for all ages,clean, safe and friendly

Reviewed on Oct 2, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
Price was $961, price is now $487 per person
$487
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (386 reviews)
The hotel was good but now with the water park and other amenities it’s even better. My grandkids loved it, it was s great experience for them and something very different to other hotels in Fl

Reviewed on Sep 16, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $2,450, price is now $1,244 per person
$1,244
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug 19, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,375, price is now $1,223 per person
$1,223
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
They messed up my reservation for our second and third days by putting my name incorrectly. I was called out of the pool in front of all the guests in the middle of the dayand made to go to the front desk. Only to find we had to scurry to pack our belongings and moved to another room. No fault of ours yet we were left to fend for ourselves. . It took 1 1/2 hours of prime day with our friends. It was humiliating and beyond inconvenient. We were compensated with 2 free drinks tickets. Judge for yourself if this was proper and professional.

Reviewed on Sep 28, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $776, price is now $408 per person
$408
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,360 reviews)
Over All It Was Great Me And My Kids Had Wonderful Time And Wanna Go Back

Reviewed on Oct 1, 2025

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Where to stay in Brooksville

Find the best Brooksville areas and neighborhoods for the activities you enjoy most. Learn more about Brooksville
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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.

Find hotels in High Point

Discover the most popular places to visit in Brooksville

Withlacoochee State Forest

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.

Withlacoochee State Forest

Withlacoochee Trail State Park

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 Trail State Park

Brooksville Country Club

Enjoy a round of golf in Brooksville at Brooksville Country Club. Take in the jazz scene and sunsets in the area.

Brooksville Country Club

What to do in Brooksville

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

$73
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
Fast & More Airboat Tour

Fast & More Airboat Tour

$66
per adult
Fast & More Airboat Tour
90-Minute Guided Eco Airboat Tour in Homosassa

90-Minute Guided Eco Airboat Tour in Homosassa

$86
per adult
90-Minute Guided Eco Airboat Tour in Homosassa
See all activities in Brooksville

Brooksville Hotel Deals

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd, Brooksville, FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Oct 5 to Oct 6
$88 total
Oct 5 - Oct 6
Total with taxes and fees
6.8/10 (1,000 reviews)
"A very good staff. Very friendly to"

Reviewed on Sep 29, 2025

Days Inn by Wyndham Brooksville/Dade City
Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

2 out of 5
6298 Nature Coast Blvd, Brooksville, FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Oct 5 to Oct 6
$94 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Suoer quite and friendly will visit again"

Reviewed on Sep 24, 2025

Microtel Inn & Suites by Wyndham Brooksville
Holiday Inn Express Hotel & Suites Brooksville by IHG

Holiday Inn Express Hotel & Suites Brooksville by IHG

2.5 out of 5
30455 Cortez Blvd, Brooksville, FL
Fully refundable
$97 nightly
The price is $108 total per night from Oct 19 to Oct 20
$108 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (699 reviews)
"Staff was nice and room was clean and quiet."

Reviewed on Sep 24, 2025

Holiday Inn Express Hotel & Suites Brooksville by IHG
See all 2,850 properties in Brooksville
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.

Brooksville Essential Information

Language
English
Currency
U.S dollars
Population
7,900
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Withlacoochee Trail State Park, Train Depot Museum and World Woods Golf Club

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Frequently asked questions

How much does a Brooksville vacation package cost?
You can grab a vacation package to this destination from $364 on Expedia. But how much your vacation to Brooksville costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Brooksville?
You can generally find lower prices and greater availability in June, July and November. Check out our cheap Brooksville vacation packages and you could get some great off-season discounts.
How many days is enough for Brooksville?
Generally, a handful of days is enough to visit the main attractions during your Brooksville vacation. However, if you want to have time to relax or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Brooksville?
Whether you're looking to visit key attractions like Train Depot Museum and Hernando Heritage Museum on your Brooksville vacation, or coming for its great watersports, camping and golfing, there's something for everyone here. With so much to see and do, you'll soon discover why so many families think Brooksville is a good vacation destination.
How to find the best Brooksville package deals?
Use Expedia's filter tool to help you find some fabulous Brooksville package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Brooksville package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Brooksville vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Brooksville trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Brooksville?
If you've got your Brooksville travel dates locked in, book as early as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Brooksville?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Brooksville.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Brooksville.
  3. Explore Brooksville using our trip planning tool: Gain insights into the leading attractions and best properties for your trip to Brooksville. You can also save your favorite places, collaborate with friends and family and manage all your plans in one place.
  4. Work out your trip length: Consider how much time you'd like to spend exploring Brooksville. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Brooksville vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Take a look at our travel guide to find some incredible things to do in Brooksville. Book tickets or make reservations in advance to save time and avoid the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Brooksville vacation packages?
Your Brooksville trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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