
Chestertown Family hotels with AARP Discounts
Featured Chestertown Family Hotels

Pine Tree Motel & Cabins

Friends Lake Inn

The Fern Lodge
Have a Family Friendly Vacation in Chestertown
Is it time to pick your next family vacation destination? Not to worry, because the AARP Travel Center Powered by Expedia® is here to help you make all your travel decisions much easier. You can quickly and conveniently book with us, as well as save time while doing so. AARP Travel combines members-only discounts with the best rates from Expedia, offering AARP members the best prices in travel.
What Should We See and Do in Chestertown?
While you and your family are staying in Chestertown, you might want to check out some of our family-friendly ideas. If there's other activities you're specifically looking forward to in Chestertown, we can help you get them scheduled. Remember to check the weather forecast before you pack your bags, so you don't have any surprises along the way. You may experience a longer than usual commute time, so please prepare in advance and double-check your reservation and excursion schedule.
Kid-Friendly Hotels Near Me
If you are looking for a vacation where you can kick back or quality time at your hotel, our family accommodations feature so many amenities that will help your trip run smoothly. From enormous resort pools, kids' clubs, cribs, and roll-away beds, you'll be able to satisfy even the pickiest of travelers.
Your kids and grandkids will be thrilled to stay at one of our Chestertown kid-friendly hotels. And the adults will love that they're located near activities, attractions, and dining options.
Book Your Family Chestertown Vacation Today
A family that plays together saves together. From grandparents to toddlers and everyone in between, you're sure to have an unforgettable Chestertown holiday. Do not miss out on these all-inclusive deals, and make sure you have your member advantage information handy. The best family getaway in Chestertown is just a click away.