Callaway Vacations
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Your Callaway Vacation
Book a custom vacation package to Callaway and get ready to experience this amazing city the way you want. Think about spending some time in the neighborhood of Wildewood, which is good for walking and more. You'll want to go sightseeing during your trip to Callaway. Swing by major attractions such as St. Marys River State Park, Patuxent River Naval Air Museum and Cecils Old Mill. Don't delay your visit to this destination any longer. The ultimate Callaway vacation is just a few clicks away with Expedia.
Callaway Hotel Deals
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
$93 nightly
$103 total
Sep 8 - Sep 9
Total with taxes and fees
9.4/10 Exceptional! (183 reviews)
"Everything was wonderful, hotel located close to restaurants, gas stations, etc. Staff was wonderful, hotel was very clean, room great, comfortable beds. Breakfast was good. All was wonderful."
Reviewed on Aug 21, 2026
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
22769 Three Notch Rd California MD
Fully refundableReserve now, pay when you stay
$93 nightly
$103 total
Sep 7 - Sep 8
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
"I stayed here for 10 days they double charged me holding up over $1,000 on my checking account then did the same thing again I am still currently waiting for pending double charges to drop. Shannon was great but the overall experience was not good. The General Manager of the hotel is never there ..."
Reviewed on Aug 20, 2026
Island Inn & Suites, an Ascend Collection Hotel
16810 Piney Point Road Piney Point MD
Fully refundable
$88 nightly
$98 total
Sep 2 - Sep 3
Total with taxes and fees
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 Callaway Vacation Packages
Callaway Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | St. Marys River State Park, Port of Leonardtown Winery and Jefferson Patterson Park and Museum |
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Frequently asked questions
How much does a Callaway vacation package cost?
You'll find cheap prices on Expedia for your Callaway escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Callaway costs.
What are the cheapest months to go to Callaway?
If you'd like to score a cheap Callaway vacation package, consider visiting in November, December and January. You'll generally find lower rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Callaway?
With a well-planned schedule, you can easily hit the most popular Callaway sights in a few days. But if you'd like to discover hidden gems or go on day tours, think about booking your Callaway vacation for longer.
How to find the best Callaway package deals?
Bagging a cheap Callaway package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Callaway package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Callaway vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can personalize your Callaway trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Callaway?
If you have your Callaway vacation dates finalized, book early to bag some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Callaway vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Callaway break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
