Downtown Brooksville Vacations from $440
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The Latest Downtown Brooksville Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Beachcomber
Save 100% on your flight
Price was $1,399, price is now $804 per person
$804
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8/10 Very Good! (1,005 reviews)
Everything was nice. Beds could be a little higher off the floor , otherwise very nice
Reviewed on Dec 7, 2025
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,525, price is now $906 per person
$906
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.
Reviewed on Nov 21, 2025
Plaza Beach Hotel Beachfront Resort
Price was $1,845, price is now $1,124 per person
$1,124
per person
Feb 21 - Feb 27
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
Amazing property and the great amenities. Staff was friendly and helpful.
Reviewed on Dec 7, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,408, price is now $887 per person
$887
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Disappointed in the sound barrier between walls and ceiling. Heard everything above our Unit.
Reviewed on Dec 6, 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
$45 nightly
The price is $50 total per night from Dec 17 to Dec 18
$50 total
Dec 17 - Dec 18
Total with taxes and fees
7.2/10 Good! (1,265 reviews)
Great rates
Reviewed on Dec 2, 2025
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Spring Hill FL
9.8/10 Exceptional! (296 reviews)
The host is more than welcoming! She is very thoughtful and helpful. The home is beautiful and has everything you could ever need! We are already planning our next visit.
Reviewed on Nov 13, 2025
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
$75 nightly
The price is $83 total per night from Dec 9 to Dec 10
$83 total
Dec 9 - Dec 10
Total with taxes and fees
7/10 Good! (1,004 reviews)
Room was very clean, they were very friendly to me, and also very sweet to my basset hound. Would stay again no doubt
Reviewed on Dec 2, 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 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.
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.
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
$79
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.