Skip to main content

Covid-19 Travel Advisory

Welcome to Chatham
Wayside Inn


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.

Most visitors come for the New England summer experience, and right outside our door you have bustling, iconic Main Street. We highly recommend a stay during the fall: the light is changing, the weather is still warm, and the crowds are gone.

At any time of year, Chatham Wayside Inn awaits with genuine welcome.

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.

View Our Unique Accommodations
Book Now

Special Offers

Year-Round Reasons to Visit Cape Cod

Go big with our Birthday & Anniversary package—which includes champagne and dinner for two at the Wild Goose Tavern. We offer enticements to plan a Chatham getaway for every season.

View All Offers

Things to Do in Chatham

The Classics and 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.

Below is an interactive Map that's not accessible using keyboard. Hit enter to skip this section.
Chatham Wayside Inn
512 Main Street Chatham MA 02633
37 Kent Pl, Chatham, MA 02633-2247, USA
512 Main St, Chatham, MA 02633-2239, USA
475 Main St, Chatham, MA 02633-2216, USA
Main Street Attractions
484 Main St, Chatham, MA 02633-2239, USA
Main Street Attractions
487 Main St, Chatham, MA 02633, USA
37 Main St, Chatham, MA 02633-2419, USA
Oyster Pond Beach, Chatham, MA 02633, USA
  • All
  • Dine
  • Shop
  • Main Street Attractions
  • Others

Chatham Wayside Inn welcomes guests of all abilities. Our facilities are compliant with the ADA (Department of Justice ADA Title III Regulation 28 CFR Part 36, 1991). For more information on accessibility, please see our Accessibility Statement.

"Google says 3 star hotel, but it definitely deserves more than that. Staff was welcoming and inviting, Great service at their restaurant (Wild Goose Tavern), perfect location and the place was very clean. I felt very comfortable staying at the Wayside during COVID, and can't wait to go back.
(I stayed back in September, 2020)"

Layla Edwards, Google

Book Now

"When I hear continental breakfast I don’t think of the outstanding breakfast they offer! Top notch breakfast, exquisite dinner, and the location is perfect! Excellent friendly housekeeping and quiet comfortable rooms! Couldn’t have been happier!"

Expedia Reviewer

Book Now

"The charm of the facility and the friendliness of the staff was amazing and we would definitely recommend this place and stay here again."

Expedia Review

Book Now

Explore Everything our Quaint Seaside Village Has to Offer.