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Fishing boats moored in Chatham Harbor with a shingled cottage and seagull, a classic Cape Cod view near Chatham Inn, Massachusetts.

Chatham, Cape Cod Attractions

Beyond the inn’s luxurious comforts lies a world of discovery. Explore our collection of private experiences, curated to capture the spirit and charm of Cape Cod.

A woman sitting in a lawn chair out front of Chatham Inn

Our Signature Amenities

Close to Chatham’s Main Street, the Inn offers room to roam and room to rest. Gather by the fire pit, settle into a porch rocker, enjoy a glass in the wine bar, or warm up by the indoor fireplace.

The inn is at 359 Main Street in downtown Chatham, so the galleries, boutiques, theaters and museums of Main Street are at the door. Lighthouse Beach and Chatham’s working harbor are both within walking distance. That is the trade the inn makes: no resort campus, but a village you can cross on foot after dinner. The concierge arranges day trips further afield across Cape Cod, to Nantucket and to Martha’s Vineyard, and the Island Escape package includes round-trip Nantucket ferry tickets for two.

Autumn is cranberry season, and the inn builds around it with a harvest experience and the Cranberry Coast Escape package, which includes a curated guide to local bogs and markets. Winter turns the stay indoors: fireplace rooms, afternoon tea with house-made pastries, the indoor fireplace and the patio fire pit, and the Cozy on the Cape offer at 25 percent off. Spring brings Chatham in Bloom. Cuvée and The Wine Bar serve through the year, and the village stays walkable once the summer crowds have gone.

Five are listed on this page, all seasonal and all booked by calling 508.945.9232. A private whale watch runs aboard a 33-foot Intrepid into Nantucket Sound, where Humpback, Fin, Pilot, Minke and Right whales feed. Private sailing takes an evening along the shores of Cape Cod and Nantucket Sound. A dune tour crosses the Peaked Hill Bars sand dunes past Pilgrim Lake and the artists’ dune shacks. A vintage biplane flight goes up open-air over the Cape. In the fall, the cranberry harvest experience visits the bogs.

Chatham Inn sits on Main Street in downtown Chatham, so galleries, boutiques, theatres, and museums are all at the door. It is an 18-room luxury boutique, adults-oriented, and Cape Cod’s only Relais & Châteaux member. Guests can spend a morning along Main Street, walk to Lighthouse Beach and the working harbor, then be back for afternoon tea at the inn. The concierge can also arrange day trips to Nantucket and Martha’s Vineyard. It suits travelers who want to explore art, shops, and dining on foot.

Yes. Chatham Inn runs an in-house artists program, a rotating showcase of work by local artists hung through the hotel and at Cuvée rather than a fixed collection. Paul Blackmore, a Cape Cod photographer, is the artist currently featured, with images drawn from the line where the sand meets the sea. Because the showcase rotates, what is on the walls changes through the year, and the front desk can tell you whose work is up during your stay. Main Street’s own galleries are a short walk from the front door.

Yoga in the Garden runs on the front lawn Wednesdays and Sundays from 8:00 am to 9:00 am, 31 May through Labor Day, complimentary for in-house guests with reservations required for non-guests. The rest of the property offers a patio fire pit,
porch rocking chairs, an indoor fireplace and a rotating in-house artists showcase, and a beach shuttle plus beach supplies come with every stay. Chatham Inn sits at 359 Main Street in downtown Chatham, on the elbow of Cape Cod, with private experiences arranged by the concierge on 508.945.9232.

  • Walkable from the front door: Main Street galleries, boutiques, theaters and museums; Lighthouse Beach; Chatham’s working harbor
  • Seasonal private experiences: a whale watch aboard a 33-foot Intrepid, private sailing on Nantucket Sound, a dune tour of the Peaked Hill Bars, a vintage biplane flight, the cranberry harvest
  • Day trips: across Cape Cod, to Nantucket and to Martha’s Vineyard, arranged by the concierge; the Island Escape package includes round-trip Nantucket ferry tickets for two