Tall Timbers Vacations from $550

Tall Timbers is primarily an outdoor and nature destination, offering a blend of scenic views and beaches for a relaxing Tall Timbers vacation. Travelers can enjoy the shores of Piney Point Beach, about 3 miles from central Tall Timbers, or explore the natural beauty of Calvert Cliffs State Park, about 13 miles away.


While the focus is on nature and beaches, a Tall Timbers vacation package can also include visits to historic sites. Historic St. Mary's City, about 12 miles from central Tall Timbers, offers a glimpse into the region's past. Your Tall Timbers vacation can be customized to combine these outdoor and historical experiences.

When you bundle, you can save up to 30%*. To save money on a Tall Timbers package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

A Tall Timbers vacation offers a variety of outdoor and historical attractions to explore:


Browse and book things to do in Tall Timbers on Expedia.

For a Tall Timbers vacation package, a rental car is highly recommended to fully explore the area. As an outdoor and nature destination with beaches, attractions like Calvert Cliffs State Park and Historic St. Mary's City are spread out, making a car the most flexible option for your Tall Timbers vacation. Many Tall Timbers vacation packages with flights will involve flying into airports such as Washington, DC (DCA-Ronald Reagan Washington National) or Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall), from which you'll need ground transportation to reach Tall Timbers.


If your Tall Timbers beach vacation package centers on a specific resort, many properties offer on-site dining and activities, which can reduce the daily need for a car. However, to visit multiple beaches like Piney Point Beach or Cove Point Beach, a car provides the freedom to explore at your own pace.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Tall Timbers vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Tall Timbers, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Tall Timbers vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Tall Timbers getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.