Timber Pines Vacation Packages
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Your Timber Pines Vacation
With every last detail organized before you head off, our Timber Pines vacation packages mean you can simply focus on having a good time. Whether you're based in the neighborhood of Heritage Pines, which is great for golfing, or another part of town, this fun city promises a wealth of discoveries. If your trip to Timber Pines includes some sightseeing, don't miss renowned attractions like Weeki Wachee Springs, Weeki Wachee River and Weeki Wachee Springs State Park. Don't delay visiting this destination any longer. The ultimate Timber Pines vacation is a few quick clicks away with Expedia.
Top Holiday Package Deals in Timber Pines
Price found within the past 48 hours. Click for updated prices.
CW Resort
CA $1,014
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (99 reviews)
Our stay was amazing, we had a 2 bedroom, 2 bath suite which was perfect for our teens. Great view, enjoyed the pool and walking distance to beach and shops. Kitchen space was great for late night snacks and good size table for cards. Only small comment would be the limited space to sit in the living area, small pull out sofa and one chair. We didn't spend much time inside anyway but would have been nice for us all to be comfy watching a movie. We will definitely stay here again. There are resort fees and valet parking which is the norm for the area.
Reviewed on Aug 29, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,011
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,165 reviews)
Property was very clean and well maintained. The unit was well equipped and stocked w/ laundry/dish detergent and plenty of towels.
Reviewed on Aug 28, 2026
Captiva Beach Resort
South Village
CA $1,229
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,300 reviews)
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.
Reviewed on Aug 27, 2026
Where to stay in Timber Pines
Find the best Timber Pines areas and neighborhoods for the activities you enjoy most. Learn more about Timber Pines
Weeki Wachee
1 out of top 10 points of interest in this area
Unique features of Weeki Wachee include the shopping and restaurants. Make a stop by Weeki Wachee Springs or Weeki Wachee Springs State Park while you're exploring the area.
Shady Hills
Shady Hills might not have many top sights, but Adventure Coast Fun Park and Strong Tower Vineyard are two attractions nearby that you can check out.
River Country Estates
While River Country Estates might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Weeki Wachee Springs State Park and Weeki Wachee Springs.
Berkeley Manor
While Berkeley Manor isn't home to many top sights, Weeki Wachee Springs and Weeki Wachee Springs State Park are some notable places to visit nearby.
Forest Oaks
Though Forest Oaks might not have many top sights, you can venture to the surrounding area to see attractions like Bowlero Spring Hill and Weeki Wachee Springs State Park.
Timber Pines Hotel Deals
Comfort Inn & Suites New Port Richey Downtown District
6206 US HWY 19 New Port Richey FL
Fully refundable
CA $124
CA $139 total
Sep 7 - Sep 8
includes taxes & fees
Motel 6 Spring Hill, FL - Weeki Wachee
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
CA $72
CA $80 total
Sep 6 - Sep 7
includes taxes & fees
The Hacienda
5621 Main St New Port Richey FL
Fully refundableReserve now, pay when you stay
CA $156
CA $175 total
Aug 30 - Aug 31
includes taxes & fees
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.
Frequently asked questions
How much does a Timber Pines vacation package cost?
You'll find cheap prices from CA $954 on Expedia for your Timber Pines escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Timber Pines costs.
What are the cheapest months to go to Timber Pines?
You're likely to find lower rates and better availability in January, February and September. Check out our cheap Timber Pines vacation packages and you could land some excellent off-season deals.
How many days is enough for Timber Pines?
With around 2 days, you'll have plenty of time to experience popular neighbourhoods like Weeki Wachee and Forest Oaks during your Timber Pines vacation. Remember to also add Adventure Coast Fun Park and Weeki Wachee Springs to your must-see list. In the mood for more adventures? Consider venturing outside of Timber Pines on day trips and tours.
How to find the best Timber Pines package deals?
Use Expedia's handy filters to find some terrific Timber Pines package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Timber Pines package deals in the low season. Play around with 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 Timber Pines 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 enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Timber Pines vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Timber Pines?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Timber Pines break.
How to plan a trip to Timber Pines?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Timber Pines.
- Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Timber Pines. Then, pick a property that suits your budget, whether that's a low-cost stay or a high-end retreat.
- Decide your trip length: Consider how long you'd like to spend discovering Timber Pines. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Timber Pines vacation package.
Things to do
Clear Kayak Tours in Weeki Wachee
CA $127
per adult
100% of travellers recommend
90-Minute Guided Eco Airboat Tour in Homosassa
CA $130
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.