Timber Pines Vacation Packages 2026 from $749

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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.

The Latest Timber Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Residence Inn By Marriott Tampa Downtown

Downtown Tampa

Save 100% on your flight

$749

per person

Dec 12 - Dec 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.4/10 Very Good! (1,007 reviews)

CW Resort

Save 100% on your flight

$1,693

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Great hotel!!!

Reviewed on Oct 11, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$924

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,042

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

The Avalon Club

Save 100% on your flight

$966

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.

Reviewed on Oct 7, 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

A field with tall grasses and a line of palm trees under a clear sky.

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.

A small island with Spanish moss-covered trees surrounded by calm water.

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.

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.

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.

A winding forest path surrounded by trees and greenery.

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 Nature Coast Botanical Gardens.

Timber Pines Hotel Deals

La Vista Inn

11736 US HIGHWAY 19 Port Richey FL

Fully refundableReserve now, pay when you stay

$57 nightly

$63 total

Nov 10 - Nov 11

Total with taxes and fees

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL

Fully refundableReserve now, pay when you stay

$53 nightly

$59 total

Oct 18 - Oct 19

Total with taxes and fees

Comfort Inn & Suites New Port Richey Downtown District

6206 US HWY 19 New Port Richey FL

Fully refundable

$85 nightly

$95 total

Nov 1 - Nov 2

Total with taxes and fees

9.2/10 Wonderful! (1,480 reviews)

"Nice clean place. Breakfast is a nice addition."

Reviewed on Oct 11, 2026

See all 1,451 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.