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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,172, price is now CA $780 per person
CA $780
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Room was very clean.

Reviewed on Mar 29, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $3,294, price is now CA $2,151 per person
CA $2,151
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (524 reviews)
We really enjoyed the Avalon, this is the second time we have stayed there. Albeit, the view of the gulf was nice, I wouldn't pay the higher rate for this feature. The unit was incredible, the gym was handy, and the pool bartender was very friendly.

Reviewed on Apr 7, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,406, price is now CA $1,588 per person
CA $1,588
per person
May 16 - May 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,151 reviews)
The property is pretty, the view is amazing, I didn’t like that the kitchen cookware was extremely low quality (goodwill have better frying pan) no towel at the pool, they change resorts fee, but never a single towel to use, the price for room Was high, the free shuttle to beach was a joke, but overall the hotel was nice but I won’t stay again. To pricey for they offer.

Reviewed on Apr 4, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $3,357, price is now CA $2,239 per person
CA $2,239
per person
May 16 - May 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,074 reviews)
I got a standard room for four people, and it was really small. No room anywhere to put any suitcases but other than that everything was excellent. Definitely will be going back and getting a bigger room next time.

Reviewed on Apr 9, 2026

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Price was CA $1,905, price is now CA $1,296 per person
CA $1,296
per person
May 16 - May 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (529 reviews)
This is a quiet property

Reviewed on Apr 1, 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
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 $75 per night from Apr 19 to Apr 20
CA $75
CA $83 total
Apr 19 - Apr 20
includes taxes & fees
7.4/10 Good! (1,456 reviews)
The people staying there are the issue

Reviewed on Apr 9, 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! (313 reviews)
Living our best river life! 🛶 Between the kayaking, fishing, and tree-jumping, we didn't want the days to end. We even got lucky with the local wildlife—dolphins, otters, manatees, and turtles all made an appearance! Wish we had a few more days, but we’ll be back soon!

Reviewed on Mar 25, 2026

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Apr 29 to Apr 30
CA $157
CA $176 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (1,267 reviews)
Yes, great breakfast 😋

Reviewed on Apr 9, 2026

Comfort Inn & Suites New Port Richey Downtown District
See all 1,355 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Timber Pines vacation package cost?
You'll find cheap prices from CA $780 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

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 $124
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.