Chatham Wayside Inn is centrally located on Main Street in Chatham, Massachusetts, in the heart of Cape Cod. Guests are just steps from shops, restaurants, galleries, and a short distance from Lighthouse Beach and the Chatham Lighthouse.

Check-in at our Main Street hotel in Chatham begins at 4:00 PM, and check-out is at 11:00 AM. Our central downtown location makes it easy to arrive, park, and immediately begin exploring Cape Cod.

Guests must be at least 18 years old and present a valid ID upon check-in at our 512 Main Street location.

The $35 (plus tax) daily destination fee enhances your Cape Cod stay with a range of convenient amenities in downtown Chatham. Guests enjoy on-site parking, high-speed Wi-Fi, fitness center access, a seasonal outdoor heated pool, complimentary bicycle rentals, daily continental breakfast with coffee, and beach towels. This all-inclusive fee adds value and ensures a seamless stay without hidden surprises.

Yes. On-site guest parking is included through our destination fee - a rare and valuable perk in downtown Chatham, especially during peak Cape Cod summer season.

Cancellation policies vary by season. During the off-season (November 1 through April 30), reservations must be canceled at least 72 hours prior to arrival to avoid penalties. During peak season (May 1 through October 31), a deposit of up to three nights is collected at the time of booking due to high demand in Chatham. Cancellations made more than 21 days prior to arrival incur a 10% fee, while cancellations within 21 days result in forfeiture of the deposit.

Absolutely. Guests enjoy complimentary Priority bicycles, perfect for riding to Chatham Lighthouse, the Old Village, or connecting to the scenic Old Colony Rail Trail.

Yes. We provide complimentary beach towels so you can easily enjoy Lighthouse Beach, South Beach, or explore the natural beauty of Monomoy National Wildlife Refuge.

We welcome dogs up to 70 lbs (maximum two per room) in select pet-friendly accommodations. Because availability is limited, we recommend booking directly to secure your pet-friendly room in Chatham.

Yes. We are home to Wild Goose Tavern, a favorite dining destination in downtown Chatham. The Tavern serves breakfast, lunch, and dinner with fresh New England flavors and seasonal patio seating.

Yes. Our sister hotel, the Greyfinch Chatham Inn, is located just a scenic 10-minute walk down Main Street at 946 Main Street, near the Chatham Fish Pier.