Clearwater Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.

Top Clearwater vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 23 - Jan 28

    Motel 6 Rolla, MO + Flight

    Rolla
    5 nights
    2.0 star property
    6.6/10 - (293 reviews)
    "I stayed there last night. The room was clean, the property was clean. My only issue was that I was asked to wait 15 minutes prior to entering tje room so they could make sure it was clean. I checked in late, after 10 pm so I think they should've known if the room was clean. I slept really good and the bed was comfortable. No issues with anything else."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,123
    CA $1,021
    per traveller
    found 1 day ago
    Motel 6 Rolla, MO
  • Dec 18 - Dec 20

    The Wildwood Hotel + Flight

    Wildwood
    2 nights
    3.5 star property
    9.2/10 - Wonderful (1,683 reviews)
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 1 stop
    CA $1,344
    CA $1,062
    per traveller
    found 20 hours ago
    The Wildwood Hotel
  • Jan 23 - Jan 28

    Hermann Grain Bins BNB + Flight

    Hermann
    5 nights
    2.0 star property
    7.4/10 - Good (3 reviews)
    "Our stay at the Grain Bins was excellent! The spaces were exactly as described! Everything was very clean and well appointed. Communication was great. We especially enjoyed relaxing around the fire pit. Homemade breakfast each morning was such a nice touch! Added bonus: The Hermann trolley was able to pick us up and drop us back off at the end of the day. Highly recommend staying at the Hermann Grain Bins and hope to stay again in the future!"
    Reviewed October 30, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $2,771
    CA $2,359
    per traveller
    found 1 day ago
    Hermann Grain Bins BNB
  • Jan 23 - Jan 28

    Comfort Inn Sullivan + Flight

    Sullivan
    5 nights
    2.5 star property
    8.6/10 - Excellent (959 reviews)
    "Great location"
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,320
    CA $1,215
    per traveller
    found 1 day ago
    Comfort Inn Sullivan
  • Jan 23 - Jan 28

    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG + Flight

    Rolla
    5 nights
    2.5 star property
    8.8/10 - Excellent (970 reviews)
    "Elevator has been out of service for 2 weeks! No notice by Expedia of this"
    Reviewed October 31, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,342
    CA $1,261
    per traveller
    found 1 day ago
    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG

Clearwater Hotel Deals

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 from CA $1,021 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 travelling 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 many days is enough for Clearwater?

Typically, a handful of days is enough to visit the top attractions during your Clearwater vacation. But if you'd like to have some time to chill out or go on day tours, consider extending your itinerary.

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 travelling 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.