Callaway Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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.
Ready to book your vacation to Callaway?
Callaway Hotel Deals
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
CA $128
CA $142 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (184 reviews)
"Friendly staff, comfortable beds, convenient location"
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
CA $127
CA $142 total
Sep 20 - Sep 21
includes taxes & 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
CA $122
CA $135 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very good! (702 reviews)
"We were good travel at this time."
Reviewed on Aug 21, 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.
Frequently asked questions
How much does a Callaway vacation package cost?
You'll find cheap prices on Expedia for your Callaway break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Callaway costs.
What are the cheapest months to go to Callaway?
If you'd like to book a cheap Callaway vacation package, consider visiting in January, February and March. You'll typically find lower prices on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Callaway?
Usually, a few days is ideal for a Callaway vacation. With a well-organized itinerary, you can check out all the top attractions like Dennis Point Marina, as well as discover some hidden gems along the way.
How to find the best Callaway package deals?
Start your search for a Callaway package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Callaway package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Callaway escape off to a flying start.
Is it cheaper to book a Callaway vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Callaway getaway 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've got your Callaway vacation dates confirmed, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Callaway?
- Choose when to go: Check your schedule and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit Callaway.
- Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Callaway. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a lavish getaway.
- Decide your trip length: Consider how much time you'd like to spend exploring Callaway. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Callaway vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
