Chestertown Pet-friendly hotels with AARP Discounts

Photo by Julie Miller

Featured Chestertown Pet-friendly Hotels

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8, Chestertown, NY
Pine Tree Motel & Cabins
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.
Chestertown, New York, United States of America
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Chestertown Pet-Friendly Resorts

A vacation simply isn't complete without your pet at your side. Bringing your furry friend along for the ride has never been easier with pet-friendly hotels in Chestertown. When you book with the AARP Travel Center Powered by Expedia®, you'll find it easier to bring your pet along, as we have plenty of pet-friendly accommodations. So cancel the pet-sitter, pack the treats, and hit the road.

Things to Do in Chestertown With Your Pet

When you and your pet arrive in Chestertown, you'll likely want to go exploring. Besides, why would you bring them all the way to Chestertown just to keep them restricted to your hotel room? If you are bringing your pooch with you, you can take them out to dog parks, pet-friendly restaurants, and stores. If you don't know where to start, speak with the front desk, and they'll give you plenty of ideas. And if your little critter needs to rest when you have plans, we can help you find pet-sitting and dog-walking services close by. There might even be a pet-sitting service available, so make sure to check when you look at the hotel information.

AARP Members–Bring Your Pet Along for the Ride

When you book with AARP Travel, you'll notice that we have a broad spectrum of pet-friendly hotels. Some of them even offer extra pet-specific conveniences, like dog-walking services, pet food, "t-r-e-a-t-s", feeding stations, and posh beds. So why should you stay in a pet-friendly hotel? The simple answer is to choose a hotel that allows your pet to stay with you. But if the hotel you stay at goes above and beyond for your pet, then the experience is even better. So cancel the pet-sitter, pack the treats, and head off on your shared getaway.