As a dog owner in our beautiful riverside town, you know the unique rhythm of life in Chestertown. Between strolling down High Street, exploring the Chester River waterfront, or enjoying a weekend festival in Fountain Park, our pups are cherished members of the family. But what about those busy weekdays when work calls, errands pile up, or you need a reliable solution for your energetic companion? That’s where the right dog daycare becomes more than a convenience—it’s a key part of a happy, balanced life for both you and your four-legged friend.

Dog daycare isn't just about supervision; it's about providing essential socialization, mental stimulation, and physical exercise in a safe, structured environment. For our local pups, this means a chance to practice their social skills with other dogs beyond the occasional meet-and-greet at Wilmer Park. A great daycare helps curb behaviors born from boredom or loneliness, like excessive barking or chewing, which is especially valuable for those living in our historic homes where peace and quiet are prized.

So, how do you choose the right fit in our area? Start by looking beyond the brochure. **Schedule a tour** and ask to see the play areas, both indoor and outdoor. Notice if spaces are clean, secure, and appropriately sized for different play styles. **Ask about staff-to-dog ratios and training**—knowledgeable handlers who understand canine body language are non-negotiable. Inquire about the daily schedule: is there a balance of active play, rest periods, and enrichment activities? A good facility will welcome your questions.

For Chestertown-specific considerations, think about your dog’s routine. Does the daycare offer flexible drop-off times that work with your commute to Washington College or a shift at the hospital? If your dog is sensitive, ask how they manage noise levels in group play. Given our proximity to nature, a facility with secure outdoor space where dogs can safely enjoy fresh air (without the risks of the riverbanks) is a huge plus. Don’t forget to ask about their protocol for our sometimes-sweltering Eastern Shore summers or rainy days.

Finally, trust your gut—and your dog’s reaction. A trial day is the best test. You should receive thoughtful feedback about how your pup interacted, what they enjoyed, and if they seemed comfortable. The goal is to find a place where your dog is genuinely excited to go, giving you peace of mind as you go about your day in our wonderful community. Your pup deserves a safe, fun “home away from home” right here in Chestertown.