Downtown Brooksville Vacations from $374
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The Latest Downtown Brooksville Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $906, price is now $548 per person
$548
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
Great overall experience. Already planning a return trip
Reviewed on Oct 3, 2025
St Pete Beach Suites
Save 100% on your flight
Price was $802, price is now $499 per person
$499
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (967 reviews)
Staff here is always very nice and attentive. Location is GREAT! Very short 2min walk to beach on a quiet street. The beach has $45 chairs with umbrella rentals if you need it. Paradise Grill is on the beach with beach fare and bar drinks. Delicious! Night life is a couple blocks away with live bands/ DJ. Corey Street is fun too. They have a Sunday farmers/craft market and some cute shops. Lots of yummy restaurants near by. We had dinner at Snappers. Great Seafood. We had a king bedroom. Bed and pillows were comfortable. Ac worked well and it had ceiling fans too. The pool was clean and a great temp. There are also ice-cream shops walking distance too. WE love Upham Beach.
Reviewed on Sep 29, 2025
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $687, price is now $450 per person
$450
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (387 reviews)
Oh my goodness.....from the time I entered they hotel staff treated me wonderful. Service was great. When i checked out I immediately checked my calendar and looked for more off time just to return to this hotel.
I will definitely be back.
Thank you for an amazing experience.
PS - My highlight was seeing the sports games every night playing above the pool. Made my trip memorable.
Reviewed on Oct 3, 2025
Where to stay in Downtown Brooksville
Find the best Downtown Brooksville areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Brooksville
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.
Downtown Brooksville Hotel Deals
Motel 6 Spring Hill, FL - Weeki Wachee
6172 Commercial Way, Spring Hill, FL
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Oct 7 to Oct 8
$100 total
Oct 7 - Oct 8
Total with taxes and fees
7.2/10 Good! (1,194 reviews)
"Friendly staff and comfortable rooms!"
Reviewed on Sep 29, 2025
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Spring Hill
9.8/10 Exceptional! (293 reviews)
"What a truly hidden gem. This property is amazing. I can not wait to get back. Right on the river. This was the perfect place to be. We went simming right off the back dock. Kayaks were in great shape and easy to just launch right out your back door. I can go on and on about this house. The large ..."
Reviewed on Sep 16, 2025
Days Inn by Wyndham Brooksville/Dade City
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
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.
Discover the most popular places to visit in Downtown 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 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.
Brooksville Country Club
Enjoy a round of golf in Brooksville at Brooksville Country Club. Take in the jazz scene and sunsets in the area.
Things to do
Clear Kayak Tours in Weeki Wachee
$73
per adult
100% of travellers recommend
90-Minute Guided Eco Airboat Tour in Homosassa
$86
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.