Edgartown weekend scene

Weekend itinerary

Three days in Edgartown: village, beach, Chappy

Walk North Water Street Friday, take the Katama Road route to South Beach Saturday, and cross to Chappaquiddick Sunday before returning to the mainland ferry.

By Cal Mercer — a Second Star Guide itinerary

Edgartown combines a compact whaling-era center with Katama's Atlantic beach and Chappaquiddick across the narrow harbor.

Best length

2 nights

Two nights fit the village, one full Katama or Chappaquiddick day, and an unhurried final morning. Add a third night for Aquinnah or a six-town island circuit.

Stay

The Edgartown Inn

A small historic inn in the walkable village core, close to Main Street dining and Memorial Wharf without the…

Best stretch

Edgartown village, Katama Beach, and Chappaquiddick

North Water Street, Katama Beach, and Chappaquiddick show three different Edgartowns: historic harbor village, Atlantic shore, and quiet salt-marsh island.

Pace

Village, beach, and Chappy

Keep Friday and most evenings in town. Use Saturday for Katama, then reserve Sunday morning for Chappaquiddick or a short historic walk.

Illustrative Edgartown captain houses and brick sidewalk near the harbor
Friday stays in the village: North Water Street, Memorial Wharf, the lighthouse, and dinner within walking distance.
Illustrative bicycles beside the coastal path to Katama Beach
Saturday's town-to-Katama route trades white clapboard streets for dunes, wind, and Atlantic surf.
Illustrative sandy Chappaquiddick road beside salt marsh and coastal scrub
Sunday can cross the narrow harbor to Chappaquiddick for Mytoi and the island's quieter marsh-and-scrub landscape.

Friday

Check in, walk North Water Street, and reach the lighthouse before dinner.

After the ferry transfer, leave the bags and follow Main Street to Memorial Wharf, North Water Street, Fuller Street Beach, and Edgartown Lighthouse. Keep dinner in the village.

4:00 PM

Saturday

Ride the Katama Road path to South Beach, then return for the historic district.

Start with breakfast in town, take the bike path or bus toward Katama, and give the Atlantic beach the middle of the day. Return for the Vincent House area, captain houses, and a reserved dinner.

4:30 PM

Afternoon

Return through Edgartown's historic center.

Use Main Street, South Water Street, and the Vincent House area for the late-afternoon transition from sand to shops, gardens, and whaling-era architecture.

Sunday

Cross to Chappaquiddick for Mytoi, then leave time for the main ferry.

Take an early pedestrian or vehicle crossing from Memorial Wharf. Visit Mytoi when open and continue only as far as road, beach, and refuge conditions allow before returning to Edgartown.