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 Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was CA $1,168, price is now CA $670 per person
CA $670
per person
Dec 17 - Dec 22
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very good! (7,259 reviews)

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,913, price is now CA $963 per person
CA $963
per person
Jan 1 - Jan 8
found 21 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
It was a clean and quaint little spot. It had all the things I needed for a restful stay.

Reviewed on Oct 26, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was CA $4,439, price is now CA $2,259 per person
CA $2,259
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (565 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was CA $3,420, price is now CA $1,881 per person
CA $1,881
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $2,194, price is now CA $1,250 per person
CA $1,250
per person
Jan 1 - Jan 8
found 21 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)

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

Ready to book your vacation to Brooksville?

 

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Brooksville Hotel Deals

Hampton Inn Brooksville Dade

Hampton Inn Brooksville Dade

2.5 out of 5
30301 Cortez Blvd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Oct 29 to Oct 30
CA $192
CA $214 total
Oct 29 - Oct 30
includes taxes & fees
Hampton Inn Brooksville Dade
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
The price is CA $98 per night from Nov 9 to Nov 10
CA $98
CA $109 total
Nov 9 - Nov 10
includes taxes & fees
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
The price is CA $118 per night from Oct 29 to Oct 30
CA $118
CA $131 total
Oct 29 - Oct 30
includes taxes & fees
Microtel Inn & Suites by Wyndham Brooksville
See all 3,279 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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)
Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.
See properties

What to do in Brooksville

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $112
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
90-Minute Guided Eco Airboat Tour in Homosassa

90-Minute Guided Eco Airboat Tour in Homosassa

CA $133
per adult
90-Minute Guided Eco Airboat Tour in Homosassa
Fast & More Airboat Tour

Fast & More Airboat Tour

CA $101
per adult
80% of travellers recommend
Fast & More Airboat Tour
See all activities in Brooksville

Frequently asked questions

How much does a Brooksville vacation package cost?
Offering excellent value package deals from CA $670 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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

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