A two-story white building with a grey roof and illuminated windows, surrounded by trees, a white fence, and adjacent to a road.

A swimming pool with lounge chairs and a patio, next to a brick building with a porch and white railing.

Since 1860.

A Boutique Hotel in Chatham MA

Our hotel is a rare find. Within a historic downtown setting, Chatham Wayside Inn has combined a fresh, contemporary feel with the warm touch and exemplary service of a boutique hotel. We’ve created a restful retreat here, with a heated pool, and fitness center. Settle in on our patio or your private balcony and let the sea air revive your senses.

Two Adirondack chairs with footrests and a small table are placed on a stone patio, overlooking a lush garden with a large tree.

A bright and spacious hotel room featuring a large bed, a cozy seating area with sofas, and a light, airy decor with soft blue accents.

A well-lit hotel room features two large beds, a seating area with two armchairs, a dresser, and windows with blinds. The room is clean and modern.

A backyard with two wooden chairs on a stone patio, lush green grass, and a hedge lining the left side of the property, adjacent to a cozy house.

A cozy hotel room features a king-size bed, bedside tables with lamps, two chairs, and a windowed door opening to a view of greenery outside.

Rooms & Suites

Choose Your Stay Experience

Each of our rooms and suites has a different look, but all have been attentively restored and cared for. “Historic property” and “spacious rooms” aren’t often had together, but Chatham Wayside accommodations offer both in equal measure. The coastal light from the large windows buoys your spirit, and upscale amenities restore you after a day at the beach or tooling around town. For extra shine on your holiday, book a room with a fireplace or terrace.

Rooms & Suites

Things to Do in Chatham

The Classics & More...

Read our guide to the delights of this historic town, nearby attractions, and the “musts” for any visit to the Cape. We’re locals, so we know the history and happenings, and we’re always pleased to share.

VIEW ALL THINGS TO DO