Clearwater Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Clearwater Vacation Packages

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
The price is AEDĀ 1,102 per night from Dec 7 to Dec 8
AEDĀ 1,102
AEDĀ 1,493 total
7 Dec - 8 Dec
includes taxes & 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
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 12 October 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
The price is AEDĀ 698 per night from Nov 24 to Nov 25
AEDĀ 698
AEDĀ 942 total
24 Nov - 25 Nov
includes taxes & 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 19 September 2026

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

Frequently asked questions

How much does a Clearwater vacation package cost?
You'll find cheap prices on Expedia for your Clearwater escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Clearwater costs.
What are the cheapest months to go to Clearwater?
If you'd like to snag a cheap Clearwater vacation package, consider traveling in January, February and March. You're likely to find lower prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How to find the best Clearwater package deals?
Bagging a cheap Clearwater package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Clearwater package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Clearwater vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can tailor your Clearwater getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Clearwater?
If you're planning a spur-of-the-moment Clearwater trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Clearwater?

  1. Choose when to travel: Check your schedule and get packing. Your preferred season and the available activities will also help you decide when to escape to Clearwater.
  2. Plan your budget wisely: In addition to the price of your hotel, you should factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Clearwater.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to get to in Clearwater. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Clearwater vacation package.