Owings Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Owings Vacation Packages
Owings Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
₩138,142
₩157,481 total
Aug 30 - Aug 31
includes taxes & fees
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
₩129,832
₩196,424 total
Aug 25 - Aug 26
includes taxes & fees
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
₩145,815
₩166,229 total
Sep 15 - Sep 16
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Everything was great except the pool and hot tub closed. In the summer !!!"
Reviewed on Aug 13, 2026
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.
Stay near popular Owings attractions
Fridays Creek Winery
This 1920s tobacco barn turned winery showcases Calvert County's agricultural heritage through local wines. Sample vintages on the patio while enjoying art displays and occasional live music.
Frequently asked questions
How much does an Owings vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Owings costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Owings?
Travel in the off-peak season and you're likely to score cheap Owings vacation packages. Keep in mind that school vacation periods and local festivals and events can impact prices, so do your research before you go.
How many days is enough for Owings?
With a well-organized travel plan, you can easily tick off the main Owings sights in a few days. But if you want to discover hidden spots or go on day trips, think about booking your Owings vacation for longer.
How to find the best Owings package deals?
Begin your search for an Owings package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Owings package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Owings escape underway.
Is it cheaper to book an Owings 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 enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Owings vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Owings?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Owings vacation.
How to plan a trip to Owings?
- Choose your dates: What you'd like to do in Owings and your preferred season will help you decide when to travel.
- Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Owings.
- Set the duration of your trip: Start by compiling a list of the activities and attractions you want to experience in Owings. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Owings vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
