4 days in Chatham, MA ($$$) — Chatham Bars Inn provides a great upscale resort base to enjoy beach activities, fine dining, boat explorations, and bicycling. Your group will stay in style, relax on the beach, take an evening boat tour and hit up the Nauset Light beach before heading out for a last-day bike tour of this New England paradise by the ocean.
297 Shore RoadChatham, MAGet a Map
This luxurious resort is surrounded by 25 acres of magnificently landscaped grounds and exclusive beaches


How to Book — Reserve online or call 508-945-0096.
487 Main StChatham, MAGet a Map
A family restaurant that boasts a multi-cultural menu so everyone is sure to find something they love. A stop at The Squire is a must while vacationing in Chatham.


How to Book — Call for reservations.
297 Shore RoadChatham, MAGet a Map
Catch the Boat Shuttle across the harbor to North Beach and spend the morning relaxing on the sand and in the surf. The beach is not crowded except for the seals that will occasionally swim up to the island. Complementary chairs and chaise lounges are available and umbrellas can be rented.

297 Shore RoadChatham, MAGet a Map
Have an indoor/outdoor lunch near the water.


297 Shore RoadChatham, MAGet a Map
Take an evening cruise through Chatham Harbor, Pleasant Bay and Aunt Lydia's Cove. See the lighthouse, watch the fishing boats and enjoy the sunset. Private tours for groups are available with champagne and hors d'oeuvres. Contact the hotel for details.


746 Main StreetChatham, MAGet a Map
A very popular bar in downtown Chatham. Grab some appetizers and drinks and enjoy the lively atmosphere.


637B Main StreetChatham, MAGet a Map
Stop in at the Pampered Palate to stock up on delicious food for your picnic lunch before you head off to Eastham for a day the beach. Try one of their fabulous sandwiches or grab some fresh baked bread and imported cheese to whip one up yourself.

Ocean View DriveChatham, MAGet a Map
A visit to the Cape Cod National Seashore's Nauset Light Beach is a must while on the Cape. The waves are huge, the locals are friendly, and the beach is endless.

443 Main StreetChatham, MAGet a Map
After a long day at the beach, relax and be served at Christian?s restaurant. Enjoy fine dining in the Heart of Downtown Chatham.


How to Book — Call ahead to make reservations.
297 Shore RoadChatham, MAGet a Map
Rent bikes or take a guided tour of the 35-mile Cape Cod Rail Trail.

How to Book — Contact hotel for details, reservations, prices and schedules.
Planning a group trip has never been easier. Get started. It's free.