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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,141, price is now CA $641 per person
CA $641
per person
Sep 24 - Sep 30
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very good! (2,032 reviews)
No cleaning service for a 6 day stay.

Reviewed on Aug 4, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,473, price is now CA $769 per person
CA $769
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Very nice hotel and location was great. The staff was very helpful.

Reviewed on Aug 4, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,507, price is now CA $792 per person
CA $792
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (561 reviews)

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $3,447, price is now CA $1,915 per person
CA $1,915
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
9.2/10 Wonderful! (563 reviews)
Will stay there again. Very convenient location near everything one might need while on vacation. Cottage was very clean and well equipped. Staff was very friendly and helpful.

Reviewed on Aug 3, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $2,043, price is now CA $1,141 per person
CA $1,141
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (555 reviews)
It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is very hard to find. The map they offer does not depict the most accurate information. There is no room service and the “restaurant” on property is very limited Not worth the money at all

Reviewed on Jul 31, 2026

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

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 $92 per night from Sep 1 to Sep 2
CA $92
CA $103 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (277 reviews)
"They need an upgrade , saw roaches in Room"

Reviewed on Aug 2, 2026

Days Inn by Wyndham Brooksville/Dade City
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from Sep 1 to Sep 2
CA $80
CA $89 total
Sep 1 - Sep 2
includes taxes & fees
Motel 6 Spring Hill, FL - Weeki Wachee
Hyatt Place Tampa/Wesley Chapel

Hyatt Place Tampa/Wesley Chapel

3 out of 5
26000 Sierra Center Boulevard Lutz FL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Aug 28 to Aug 29
CA $156
CA $175 total
Aug 28 - Aug 29
includes taxes & fees
9.2/10 Wonderful! (1,084 reviews)
"The staff was very helpful and as friendly as possible and the room was clean, the bed was comfortable and the area was very convenient."

Reviewed on Aug 4, 2026

Hyatt Place Tampa/Wesley Chapel
See all 3,224 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 $127
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 $132
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 $641 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.