The Wayside Inn

Online Reservations

The House at 393 Main Street

Located on Main Street in the heart of the village, step outside your door to the many delightful shops, galleries, and restaurants Chatham has to offer. Enjoy a short stroll to Lighthouse Beach, the Chatham Fish Pier, tranquil Mill Pond or the Orpheum Theatre.

This historically recognized renovated home offers three bedrooms, full kitchen, dining room and living area.

Complete your day with a cocktail on the front porch or dinner on the private outdoor patio complete with a gas grill.

With your 5 night stay minimum booking you will be able to enjoy the amenities offered at The Chatham Wayside Inn. These include outdoor heated pool, fitness room, full service restaurant and a concierge to assist with planning of daytrips during your Cape Cod vacation.

The Cross Street Cottage

A Quaint two bedroom cottage located in the heart of Chatham Village, just steps from Main Street. This lovely home boasts two bedrooms. The first offering a queen bed, the second a Twin Trundle. A cozy living area, full kitchen and Wi-Fi complete this special space. Housekeeping is available with a minimum four night stay.

With your booking you will be able to enjoy the amenities offered at The Chatham Wayside Inn located a short 5 minute walk down Main Street, as well as a dedicated parking space - there is no on-site parking available at the cottage location.

Amenities at The Inn include a heated outdoor pool, fitness room & Full service restaurant. Concierge to assist with planning of daytrips during your Cape Cod Vacation at The Front Desk.

The Cottage is a perfect retreat for families as well as couples- Call us today to Reserve.


Please make other arrangements for your pets. Though we love pets, they are not allowed at the Cottage.

Chatham Wayside Inn Rooms & Suites

The spacious Inn has 56 guest rooms, each with private baths (some with whirlpool spa jets), flat screen TVs, DVD players, air-conditioning and heat, along with helpful touches such as hair dryers and irons. Some rooms have porches or patios with lovely views of the adjacent park or the Chatham Seaside Links Golf Course. There are rooms with fireplaces, and many feature four-poster beds.

Enjoy our outdoor heated pool Memorial Day through Columbus Day.

Come for a summer vacation, a fall getaway, a holiday gathering or a springtime break- the Wayside Inn is an ideal destination any time of the year. 
The Chatham Wayside Inn welcomes children of all ages. 

Please make other arrangements for your pets.  Though we love pets,  they are not allowed at the Inn. 

The Chatham Wayside Inn: 512 Main Street, P.O. Box 685 Chatham, Cape Cod, MA 02633 | 1-800-CHATHAM 508-945-5550 - Fax 508-945-3407 - E-mail Us

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