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.

Price found within the past 48 hours. Click for updated prices.
  • Outdoor pool
    Jul 6 - Jul 13

    ChartHouse Clearwater Beach Marina Hotel + Flight

    Clearwater Beach
    7 nights
    2.0 star property
    9.6/10 - Exceptional (1,072 reviews)
    "Perfect place to take the family. They don't offer breakfast but there's plenty of places to eat with in walking distance. Will be staying again."
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • Nonstop TPA - YUL • Nonstop
    CA $2,024
    CA $1,321
    per traveller
    found 1 day ago
    ChartHouse Clearwater Beach Marina Hotel
  • Classic Double Room, Bay View
    Jul 18 - Jul 22

    CW Hotel + Flight

    Clearwater Beach
    4 nights
    2.0 star property
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $2,859
    CA $1,639
    per traveller
    found 1 day ago
    CW Hotel
  • Grand Suite, 3 Bedrooms, Ocean View | Terrace/patio
    Jul 6 - Jul 13

    The Avalon Club + Flight

    Clearwater Beach
    7 nights
    4.0 star property
    9.4/10 - Exceptional (550 reviews)
    "Hotel was nice enough. The dishwasher was broken so that was disappointing but otherwise unit was fully stocked."
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • Nonstop TPA - YUL • Nonstop
    CA $4,589
    CA $2,949
    per traveller
    found 1 day ago
    The Avalon Club
  • 2 bedrooms, memory foam beds, in-room safe, blackout drapes
    Jul 3 - Jul 11

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    8 nights
    4.0 star property
    9.6/10 - Exceptional (987 reviews)
    "Lovely stay. Very clean, a bit farther walk from the beach than I expected but absolutely beautiful beach and hotel"
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • 1 stop TPA - YUL • 1 stop
    CA $3,866
    CA $2,498
    per traveller
    found 23 hours ago
    Ocean Club Treasure Island Hotel
  • Outdoor pool, pool umbrellas, sun loungers
    Jul 6 - Jul 13

    Wyndham Grand Clearwater Beach + Flight

    Clearwater Beach
    7 nights
    4.0 star property
    9.4/10 - Exceptional (3,294 reviews)
    "Definitely add $100 to the cost of the room Parking $40 Day Resort fees $35 per day Oceanfront views were fabulous Room was fabulous Best seafood is Frenchy’s Marina Cantina was great also"
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • Nonstop TPA - YUL • Nonstop
    CA $3,515
    CA $2,288
    per traveller
    found 1 day ago
    Wyndham Grand Clearwater Beach

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
Beautiful Day Hiking at Weekiwachee Preserve, Spring Hill, Florida

Weeki Wachee

1 out of top 10 points of interest in this area
4/5(1 area review)

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.

Find hotels in Weeki Wachee

Timber Pines Hotel Deals

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 $72 per night from May 31 to Jun 1
CA $72
CA $80 total
May 31 - Jun 1
includes taxes & fees
7.4/10 Good! (1,507 reviews)
"Old and not maintained hotel that is at the very bottom of the acceptable scale. The bed and sheets were clean but that was about it. Spend $20 more and find another."

Reviewed on May 28, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (316 reviews)
"Property is amazing. Weeki Wachee River is clear. Lots of action on the river, humans and otherwise. Close to WW Springs and shopping. We were happy staying at the house all day. Kids (old and young) had a blast. Plenty of space on the screened-in patio or literally on the river on two large decks. ..."

Reviewed on May 25, 2026

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jun 13 to Jun 14
CA $88
CA $103 total
Jun 13 - Jun 14
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"The room was clean and comfortable."

Reviewed on May 27, 2026

Rodeway Inn Port Richey North
See all 1,373 properties in Timber Pines
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.
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Frequently asked questions

How much does a Timber Pines vacation package cost?
You'll find cheap prices 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Discover the most popular places to visit in Timber Pines

Coastal waterway near Spring Hill and Weeki Wachee, Florida

Weeki Wachee Springs

4.5/5(5 reviews)

Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.

Weeki Wachee Springs

Bayport Park Boat Ramp

Explore the great outdoors at Bayport Park Boat Ramp, a lovely green space in Bayport. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bayport Park Boat Ramp

Silverthorn Country Club

Enjoy a round of golf in Spring Hill at Silverthorn Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Silverthorn Country Club

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $123
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
See all activities in Spring Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.