Clearwater Vacations

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Your Clearwater Vacation

Our Clearwater vacation packages provide countless opportunities to uncover new sights, sounds and sensations. And with all the finer details worked out, you can relax and enjoy your city getaway without a worry in the world. When it's time to head out and explore, be sure to put Crown Valley Winery and Cave Vineyard on the itinerary for your trip to Clearwater. Expedia will help you escape the everyday. Tailor your vacation to Clearwater to suit your style of travel, whatever that may look like.

What to do in Clearwater

Group poses in front of Buffalo Trace Distillery

Private Kentucky Bourbon Trail Tour

$1,846
per adult
Private Kentucky Bourbon Trail Tour
See all activities in Clearwater

Clearwater Hotel Deals

Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

Ste. Genevieve MO
Fully refundable
$348 nightly
The price is $372 total per night from Nov 10 to Nov 11
$372 total
Nov 10 - Nov 11
Total with taxes and fees
Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana

5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana

New Offenburg MO
$249 nightly
The price is $266 total per night from Nov 2 to Nov 3
$266 total
Nov 2 - Nov 3
Total with taxes and fees
10/10 Exceptional! (2 reviews)
"This was one of the best places I’ve ever stayed. Owner thought of everything and it was so comfortable. The space was perfect, extra blankets, both types of coffee makers, firewood on site. This is a very new property and everything was immaculate and clean. Was easy to navigate check-in and house ..."

Reviewed on Oct 12, 2026

5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana
5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana

5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana

Ste. Genevieve MO
$241 nightly
The price is $258 total per night from Nov 5 to Nov 6
$258 total
Nov 5 - Nov 6
Total with taxes and fees
10/10 Exceptional! (4 reviews)
"Perfect size cabin to get away and enjoy nature sitting on front porch. Very clean with all the amenities you need. Erin was very nice and prompt response to any of my questions."

Reviewed on Sep 19, 2026

5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana
See all 125 properties in Clearwater
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 Clearwater Vacation Packages

Clearwater Essential Information

Language
English
Currency
U.S dollars
Top Sights
Crown Valley Winery, Hawn State Park and Cave Vineyard

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Frequently asked questions

How much does a Clearwater vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Clearwater costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Clearwater?
December, January and February are great times to look for cheap Clearwater vacation packages. Traveling in quieter months means you can typically find reduced prices on accommodations and flights.
How many days is enough for Clearwater?
With a well-planned itinerary, you can easily hit the most popular Clearwater sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Clearwater vacation for longer.
How to find the best Clearwater package deals?
Start your search for a Clearwater package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Clearwater package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Clearwater adventure underway.
Is it cheaper to book a Clearwater vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Clearwater vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Clearwater?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Clearwater break.
Does Expedia offer Book Now, Pay Later Clearwater vacation packages?
Set off on your perfect trip to Clearwater with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.