Brooksville Vacations from $262

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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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $492, price is now $262 per person
$262
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,105 reviews)
Good place

Reviewed on Nov 9, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $618, price is now $305 per person
$305
per person
Jan 12 - Jan 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,210, price is now $597 per person
$597
per person
Jan 12 - Jan 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Ocean Landings Resort and Racquet

Ocean Landings Resort and Racquet

2.5 out of 5
Save 100% on your flight
Price was $1,287, price is now $704 per person
$704
per person
Jan 13 - Jan 20
just found
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.2/10 Good! (50 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $1,062, price is now $592 per person
$592
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)

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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
A clear, turquoise river with a fallen tree in the center surrounded by dense greenery.

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

Stay near popular Brooksville attractions

A person paddleboarding on a clear river surrounded by dense vegetation and trees.
Photo by Adventures on Wheels
Open Photo by Adventures on Wheels

Weeki Wachee Springs

9.0/10 (607 reviews)
Weeki Wachee Springs captivates visitors with its legendary underwater mermaid performances dating back to 1947. Watch performers gracefully dance in crystal-clear waters before exploring the spring-fed water park.
See properties

What to do in Brooksville

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

$79
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
Fast & More Airboat Tour

Fast & More Airboat Tour

$72
per adult
80% of travellers recommend
Fast & More Airboat Tour
90-Minute Guided Eco Airboat Tour in Homosassa

90-Minute Guided Eco Airboat Tour in Homosassa

$94
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
$71 nightly
The price is $79 total per night from Nov 30 to Dec 1
$79 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (362 reviews)
"This hotel is AMAZING!!! Everything is SPARKLY CLEAN. I observed an employee sweeping the concrete walk in front of the guest rooms. I've NEVER seen that type of attention to detail. The breakfast is not expansive, but EVERYTHING was beautifully laid out and CLEAN. For the price, this is an EXCEPTIONAL ..."

Reviewed on Nov 9, 2026

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
$93 nightly
The price is $103 total per night from Nov 15 to Nov 16
$103 total
Nov 15 - Nov 16
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"3/5 rating - front desk staff was nice & helpful at check in. Rooms are pretty small, bedding was not the softest or comfiest. The hallways smelt like cigarettes & weed, walls are thin so you can hear your neighbors. Overall, it was fine for a quick stay, would def stay somewhere nicer if there was ..."

Reviewed on Nov 9, 2026

Microtel Inn & Suites by Wyndham Brooksville
Quality Inn & Suites Brooksville I-75/Dade City

Quality Inn & Suites Brooksville I-75/Dade City

2.5 out of 5
30307 Cortez Blvd Brooksville FL
Fully refundable
$67 nightly
The price is $75 total per night from Dec 2 to Dec 3
$75 total
Dec 2 - Dec 3
Total with taxes and fees
6.8/10 (906 reviews)
"Had to request another room. First one was dirty. AC vents, shower, floor, dead ROACHES. Night manager very friendly"

Reviewed on Nov 10, 2026

Quality Inn & Suites Brooksville I-75/Dade City
See all 3,285 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.

Find the Best Brooksville Vacation Packages

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

What's included in a Brooksville vacation package?
A Brooksville vacation package lets you combine round-trip flights, your hotel stay, and often a rental car for exploring the area. Many hotels in Brooksville offer complimentary breakfast, providing a convenient start to your day. While airport shuttle service is not universally bundled, you can often arrange transfers from major hubs like Orlando International Airport (MCO) when booking your package.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Brooksville vacation package?
When you bundle, you can save up to 30%*. To save money on a Brooksville package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Brooksville?
For families seeking a Brooksville vacation package, a stay at Quality Inn & Suites Brooksville I-75/Dade City is a strong choice. This hotel offers family rooms and an outdoor pool, with travelers often praising the comfortable rooms and friendly staff.

If you're looking for the best value vacation packages in Brooksville, consider a package with Days Inn by Wyndham Brooksville/Dade City. This hotel costs around $80 per night and features an outdoor pool and a playground, with travelers frequently highlighting the comfortable rooms and the outdoor pool.

For a comfortable stay that appeals to many travelers, a Brooksville vacation package built around Holiday Inn Express Hotel & Suites Brooksville by IHG, rated 8.6 out of 10, is a great option. It includes an outdoor pool and free breakfast, and travelers particularly enjoy the hot tub and note the overall cleanliness.

*Package availability and prices may change depending on dates and demand.
What are the top things to do in Brooksville?
A Brooksville vacation can focus on outdoor adventures and family-friendly attractions, as it is an outdoor and nature destination outside the city.

Browse and book things to do in Brooksville on Expedia.
Do you need to rent a car in Brooksville, or is public transport enough?
For exploring Brooksville and its surrounding outdoor and nature attractions, a rental car is highly recommended for your Brooksville vacation package. While local buses, specifically THE Bus's Purple and Green Routes, serve the area, many of the natural sights and family-friendly activities are spread out. Having a car provides the flexibility to visit various state parks, rivers, and other points of interest at your own pace, making it easier to customize your Brooksville vacation packages with flights to your itinerary.
Are Brooksville vacation package hotels conveniently located?
Brooksville vacation package hotels are typically located a short drive from the central area, offering convenient access to the region's outdoor and nature attractions.

For example, Hampton Inn Brooksville Dade, rated 8.7 out of 10, is about 9 miles from central Brooksville. Similarly, Holiday Inn Express Hotel & Suites Brooksville by IHG, rated 8.6 out of 10, is also about 9 miles from central Brooksville. These locations provide a good base for exploring the surrounding natural landscapes and family-friendly activities.
Can I change or cancel my Brooksville vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Brooksville vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Brooksville vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Brooksville vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Brooksville?
To find last-minute vacation packages to Brooksville, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Brooksville vacation packages?
Free cancellation on a Brooksville vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Brooksville vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Brooksville getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Brooksville vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.