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When a city escape is calling, answer it with a vacation package to Cuba. With all your travel needs under control before you go, all you need to do here is concentrate on having fun. Make your trip to Cuba even more fun by including some sightseeing. Fanning Route 66 Outpost, Peaceful Bend Vineyard and Crawford County Historical Museum are some of the most popular attractions worth exploring. Your perfect Cuba vacation is just a few clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored just for you.
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Jan 29 - Feb 1
Delmar Loop
3 nights
9.0/10 - Wonderful (2,054 reviews)
Roundtrip • Houston (HOU) - St. Louis (STL)
HOU - STL • Nonstop STL - IAH • 1 stop
$506
per traveler
found 1 day ago
Dec 27 - Dec 31
Foggy River Woods
4 nights
9.0/10 - Wonderful (936 reviews)
"Rooms were simple but very clean, gathering lounge was very nice where you could find a Barista for your coffee needs along with some good cookies to eat, only drawback might be the outside pool."
Reviewed November 14, 2026
Roundtrip • Atlanta (ATL) - Springfield (SGF)
ATL - SGF • Nonstop SGF - ATL • 1 stop
$805
per traveler
found 1 day ago
Dec 27 - Dec 31
Branson
4 nights
7.8/10 - Good (220 reviews)
"This is a property that wants to sell you a time share. When you check in they send you to another counter where they want to get you to tour the property. They will pay you to go to a sales presentation.😱"
Reviewed November 8, 2026
Roundtrip • Atlanta (ATL) - Springfield (SGF)
ATL - SGF • Nonstop SGF - ATL • 1 stop
$785
per traveler
found 1 day ago
Jan 29 - Feb 1
Richmond Heights
3 nights
8.8/10 - Excellent (1,003 reviews)
"Our first impression when we walked into the room - drape wasn't hanging properly and needs to be fixed. Bottom dresser drawer wouldn't shut so needs repaired. Toliet seat needs fixed. Then toliet would not fill up when flushed. Couldn't get cold water from sink in bathroom. Light on the dresser switch was broken - could not turn light switch off."
Reviewed November 13, 2026
Roundtrip • Houston (HOU) - St. Louis (STL)
HOU - STL • Nonstop STL - IAH • 1 stop
$538
per traveler
found 1 day ago
Jan 29 - Feb 1
Downtown West
3 nights
Roundtrip • Houston (HOU) - St. Louis (STL)
HOU - STL • Nonstop STL - IAH • 1 stop
$654
per traveler
found 1 day ago
Cuba, Missouri is an ideal weekend getaway for outdoor enthusiasts and families alike. Explore nearby Missouri attractions, where adventure meets stunning scenery. Experience the friendly atmosphere and rich history that make this charming city in the United States a delightful escape for travelers from certain countries.
View properties in map for Steelville
Discover Steelville, a welcoming destination perfectly suited for families and nature enthusiasts who will appreciate its stunning outdoor scenery and adventurous activities. With attractions like the Meramec River for fishing and floating, Birds Nest Beach Park for relaxing picnics, and Collins Spring for a refreshing dip, there's plenty to explore. Located about 7 miles from Cuba, Steelville offers a vibrant atmosphere, especially from May to July, making it a smart choice for your vacation stay.
Photo by Tim Brewer
View properties in map for St. James
Plan your stay in St. James, a top-rated choice for families and adventure seekers eager to explore Missouri's natural beauty. This charming city offers easy access to attractions like the Woodson K. Woods Memorial Conservation Area and the Missouri University of Science and Technology, ideal for outdoor fun and educational experiences. Located about 12 miles by car from Cuba, St. James is a smart choice for a memorable getaway that blends adventure and scenery perfectly.
Photo by Kelly Eisbacher
View properties in map for Leasburg
Make your vacation planning effortless by staying in Leasburg, a haven for outdoor enthusiasts thanks to its stunning natural scenery and proximity to attractions like Onondaga Cave State Park and Hood Park. Enjoy activities in the recreational area or explore the enchanting Onondaga Cave, perfect for family adventures. Located about 6 miles by car from Cuba, Leasburg offers a charming base for your explorations, making it a smart choice for your getaway.
Photo by Jennifer Radman
View properties in map for Bourbon
Immerse yourself in Bourbon, where adventure seekers and families alike can easily access the stunning Meramec Caverns, the natural beauty of Onondaga Cave State Park, and the recreational opportunities at Hood Park. With its variety of outdoor activities and cultural experiences, Bourbon stands out as a prime spot for travelers eager to explore the scenic landscapes of Missouri. Located about 11 miles from Cuba, this charming city offers a welcoming atmosphere that makes it an excellent choice for your next vacation.
View properties in map for St. Cloud
Travelers seeking family-friendly adventures will find St. Cloud to be the ideal base for their vacation, featuring a range of outdoor activities and cultural experiences. Visitors can explore the stunning Meramec Caverns and the scenic Meramec State Park, or delve into local history at the Jesse James Wax Museum. Located about 13 miles from Cuba, St. Cloud offers easy access to these attractions while providing a welcoming atmosphere. Choosing St. Cloud ensures a memorable stay filled with exploration and enjoyment.
Rating: 8.2/10 (21 reviews)
Home to the enormous 42-foot Route 66 Red Rocker, this iconic roadside stop captures classic Americana charm. Browse over 250 glass-bottled sodas and sample from 75 flavors of homemade fudge.
This tranquil man-made reservoir offers peaceful fishing away from crowded recreational areas. Bring your own gear and visit during spring or fall when fish are most active.
Rating: 7.4/10 (14 reviews)
This 58-acre community hub hosts the historic Crawford County Fair, a tradition since 1902. Enjoy ball fields, a fishing pond, and trails through tree-lined grounds—perfect for family picnics or leisurely afternoons.
Castanis Lake offers a tranquil fishing retreat for bass enthusiasts near Cuba, Missouri. Anglers appreciate the quiet atmosphere and uncrowded shores perfect for early morning casting sessions.
Britton's Memory Park offers a tranquil retreat for locals seeking a moment of quiet reflection. This modest green space provides a peaceful atmosphere away from the bustle of everyday life.
Durbin Lake offers a tranquil fishing retreat in Missouri's Crawford County. Anglers enjoy the peaceful reservoir's variety of fish species, especially during the productive spring and fall seasons.
Mapleshade Park offers serene trails winding through lush greenery in the heart of Cuba, Missouri. Enjoy a rejuvenating morning walk or bring the family to the playground for a peaceful outdoor retreat.
Paul Bryan Park offers 19.7 acres of tranquil green space with hiking trails and sports facilities in Cuba, Missouri. Visitors can enjoy peaceful walks or play baseball and tennis on well-maintained courts.
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.
Offering excellent value package deals from $506 on Expedia, you'll be surprised at how little a vacation to Cuba costs! Expedia's packages make travel planning easier and save you more.
November, December and January are great times to look for cheap Cuba vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
The ideal length of your Cuba vacation depends on what you'd like to do. Typically, a few days to a week will give you time to hit all the major sights and discover some hidden gems along the way.
Use Expedia's filters to find some unbeatable Cuba package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Cuba package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
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 usually get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Cuba vacation by choosing your favorite accommodation type, airline and car class.
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Cuba break.
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Cuba trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.