Trilby Vacations from $550

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Your Trilby Vacation

Come and experience this interesting city for yourself with a Trilby vacation package. Consider basing yourself in the neighborhood of Tarrytown, which is great for camping and families, and your time here will be nothing short of unforgettable. There's a whole load to do and see during a trip to Trilby, including Giraffe Ranch and Pioneer Florida Museum & Village. A couple of quick clicks is all it takes to create a customized Trilby vacation on Expedia.

The Latest Trilby vacation packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $829, price is now $550 per person
$550
per person
Oct 8 - Oct 12
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (2,370 reviews)
Big room. Excellent location and very clean.

Reviewed on Jul 20, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,481, price is now $832 per person
$832
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,087 reviews)

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,653, price is now $988 per person
$988
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
10/10 Exceptional! (6 reviews)
Beautiful, clean property. The unit was huge and well appointed. The front desk staff were very helpful, the manager Shelby was amazing. I will be back to this property for sure.

Reviewed on Jul 20, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,095, price is now $673 per person
$673
per person
Sep 25 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,213 per person
$1,213
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (3,546 reviews)
Beach was closed food and service bad

Reviewed on Jul 20, 2026

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Trilby Hotel Deals

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $189 total per night from Jul 30 to Jul 31
$189 total
Jul 30 - Jul 31
Total with taxes and fees
Saddlebrook Resort
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $93 total per night from Aug 1 to Aug 2
$93 total
Aug 1 - Aug 2
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"NEED A BETTER BREAKFAST AND THERR WERE NO WASH CLOTHES"

Reviewed on Jul 21, 2026

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
Best Western Wesley Chapel

Best Western Wesley Chapel

2.5 out of 5
5639 Oakley Blvd. Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Jul 27 to Jul 28
$106 total
Jul 27 - Jul 28
Total with taxes and fees
Best Western Wesley Chapel
See all 422 properties in Trilby
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.

Find the Best Trilby Vacation Packages

Trilby Essential Information

Language
English
Currency
U.S dollars
Population
420
Top Sights
Pioneer Florida Museum & Village, Dade City Atlantic Coast Line Railroad Depot and Giraffe Ranch

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Frequently asked questions

How much does a Trilby vacation package cost?
Offering great value package deals from $550 on Expedia, you'll be thrilled with how little a vacation to Trilby costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Trilby?
If you're looking to snag a cheap Trilby vacation package, consider planning a trip in February, April and May. You're likely to find better prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Trilby?
The ideal duration for your Trilby vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the major sights and explore some hidden treasures along the way.
How to find the best Trilby package deals?
Use Expedia's handy filters to find some terrific Trilby package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Trilby package deals in the off-season. Switch up your travel dates and you may score even bigger 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 Trilby 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 you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Trilby vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Trilby?
Score incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Trilby break.
Does Expedia offer Book Now, Pay Later Trilby vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Trilby trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.