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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.

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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.

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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.

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Chatham Wayside Inn
512 Main Street Chatham MA 02633
Main Street Attractions
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
Area Attractions
37 Main St, Chatham, MA 02633-2419, USA
Oyster Pond Beach, Chatham, MA 02633, USA
Main Street Attractions
512 Main St, Chatham, MA 02633, USA
Main Street Attractions
501 Main St, Chatham, MA 02633, USA
Area Attractions
45 Barcliff Ave, Chatham, MA 02633, USA
Area Attractions
235 Orleans Rd, North Chatham, MA 02650, USA
Area Attractions
347 Stage Harbor Rd, Chatham, MA 02633-2229, USA
573 Main St, Chatham, MA 02633-2243, USA
Hardings Beach Rd, Chatham, MA 02633, USA
Shore Rd, Chatham, MA 02633, USA
433 Ridgevale Rd, Chatham, MA 02633, USA
  • All
  • Main Street Attractions
  • Shop
  • Area Attractions
  • Beaches

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.

"The Wayside Inn is our little piece of heaven when we need to have a little bit of downtime. It is heaven on earth. The food is delicious and the staff extraordinary. They have become like a family to us. We would recommend The Wayside Inn to anyone looking for a special place to stay on Cape Cod. You will not be disappointed."

Patricia Abroderick, May 2022, Trip Advisor

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"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

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"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

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Explore Everything our Quaint Seaside Village Has to Offer.