Brooksville Vacations from $290

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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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $572, price is now $290 per person
$290
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $739, price is now $380 per person
$380
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,032 reviews)
Rooms were very nice and newly renovated, the property was beautiful and huge!

Reviewed on Aug 5, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $756, price is now $388 per person
$388
per person
Oct 29 - Nov 1
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,521, price is now $813 per person
$813
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,113 reviews)
This really is a nice and clean property, very well-maintained, they have so many staff members around and it’s obvious they really care about the place! Great view of the beach and sunset from our very private balcony on the 6th floor! The room was well-stocked with everything we needed. I highly recommend this place and would come back!

Reviewed on Aug 4, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,148, price is now $650 per person
$650
per person
Oct 9 - Oct 12
found 5 hours ago
Roundtrip flight included
Philadelphia (PHL) 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

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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

$90
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

$94
per adult
90-Minute Guided Eco Airboat Tour in Homosassa
Fast & More Airboat Tour

Fast & More Airboat Tour

$72
per adult
80% of travellers recommend
Fast & More Airboat Tour
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
$66 nightly
The price is $73 total per night from Sep 1 to Sep 2
$73 total
Sep 1 - Sep 2
Total with taxes and 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
$53 nightly
The price is $59 total per night from Aug 9 to Aug 10
$59 total
Aug 9 - Aug 10
Total with taxes and 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
$110 nightly
The price is $123 total per night from Aug 12 to Aug 13
$123 total
Aug 12 - Aug 13
Total with taxes and fees
9.2/10 Wonderful! (1,085 reviews)
"Great experience!!! I most definitely will return & recommend."

Reviewed on Aug 5, 2026

Hyatt Place Tampa/Wesley Chapel
See all 3,248 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

How much does a Brooksville vacation package cost?
You can grab a vacation package to this destination from $290 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.

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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.