Chatham Area Guidebook
Neighborhoods
Orleans is a lovely scenic drive from the cottage; be sure to visit downtown Orleans for shopping, eating, and biking. Eat at Sunbird Café, groceries at Friends Market.
19 locals recommend
Orleans
Orleans is a lovely scenic drive from the cottage; be sure to visit downtown Orleans for shopping, eating, and biking. Eat at Sunbird Café, groceries at Friends Market.
Charming fishing village about 30 minute drive from cottage - heading to Provincetown. Great shops, restaurants, clam shacks, town pier
54 locals recommend
Wellfleet
Charming fishing village about 30 minute drive from cottage - heading to Provincetown. Great shops, restaurants, clam shacks, town pier
Neighboring town, short drive heading west from cottage; quaint downtown with great restaurants, library, etc.
28 locals recommend
Harwich Port
Neighboring town, short drive heading west from cottage; quaint downtown with great restaurants, library, etc.
Chatham main street is the place to stroll and window shop, eat, get candy and ice cream, visit the historic library, et.
129 locals recommend
Chatham
Chatham main street is the place to stroll and window shop, eat, get candy and ice cream, visit the historic library, et.
Local Food & Drink
Chatham Bars Inn for fancy cocktails and appetizers on the front porch, or Adirondack chairs outside - beautiful vistas looking out to Atlantic.
97 locals recommend
Chatham Bars Inn
297 Shore RdChatham Bars Inn for fancy cocktails and appetizers on the front porch, or Adirondack chairs outside - beautiful vistas looking out to Atlantic.
Great selection of organic produce, fresh bakery, meats, wines
26 locals recommend
Friends' Marketplace
57 Main StGreat selection of organic produce, fresh bakery, meats, wines
Wellfleet locations Local favorite for raw bar, drinks, and fresh seafood -casual outdoor cafe; also clam shack at town pier
99 locals recommend
Mac's Shack
91 Commercial StWellfleet locations Local favorite for raw bar, drinks, and fresh seafood -casual outdoor cafe; also clam shack at town pier
delicious Italian dinners and pizza, casual dining at tables or small bar area; great take out and bakery.
17 locals recommend
The Talkative Pig
2642 Main Stdelicious Italian dinners and pizza, casual dining at tables or small bar area; great take out and bakery.
Around the corner from the cottage; little cafe at the local airport, breakfast & lunch, old school feel and local organic dishes; worth the wait
46 locals recommend
Hangar B Eatery
240 George Ryder RdAround the corner from the cottage; little cafe at the local airport, breakfast & lunch, old school feel and local organic dishes; worth the wait
A must visit for awesome sandwiches, panini's and burritos - take out for beach lunch
55 locals recommend
Corner Store
1403 Old Queen Anne RdA must visit for awesome sandwiches, panini's and burritos - take out for beach lunch
Across the street from the cottage ! best seafood around - nice casual restaurant - inside and out; take out lunches/dinners, craft brews, and fresh seafood market.
46 locals recommend
Mac's Chatham Fish & Lobster
Massachusetts 28Across the street from the cottage ! best seafood around - nice casual restaurant - inside and out; take out lunches/dinners, craft brews, and fresh seafood market.
Fish pier dock, watch the fishing boats, chowder, fresh or cooked dinner at the fish market.
77 locals recommend
Chatham Pier Fish Market
45 Barcliff AveFish pier dock, watch the fishing boats, chowder, fresh or cooked dinner at the fish market.
Best restaurant in town, great bar for dining; put your name on list and get a drink at bar; worth the wait
64 locals recommend
Del Mar Bar & Bistro
907 Main StBest restaurant in town, great bar for dining; put your name on list and get a drink at bar; worth the wait
Red Nun Bar & Grill - Chatham
746 Main StNo fuss tavern, down the road from cottage
Main St Chatham; Great for drinks and local scene; pretty good food, stick to basics and fresh seafood; turns into quite the rocking nightclub- a complete 180 from daytime main street strollers.
140 locals recommend
Chatham Squire
487 Main StMain St Chatham; Great for drinks and local scene; pretty good food, stick to basics and fresh seafood; turns into quite the rocking nightclub- a complete 180 from daytime main street strollers.
Beaches/Water
2 miles from cottage;take left at Dunkin Donuts on Harding Rd, follow signs. Restrooms
44 locals recommend
Harding Beach
2 miles from cottage;take left at Dunkin Donuts on Harding Rd, follow signs. Restrooms
Lovely scenic drive from cottage, head to Nauset Beach on the Altantic, with sandy dunes (and yes, shark sitings);
154 locals recommend
Nauset Beach
250 Beach RdLovely scenic drive from cottage, head to Nauset Beach on the Altantic, with sandy dunes (and yes, shark sitings);
Short drive from cottage, heading west; Ridgevale Beach at Rt 28 & Ridgevale road. Great for little kids. Snack bar
21 locals recommend
Ridgevale Beach
431 Ridgevale RdShort drive from cottage, heading west; Ridgevale Beach at Rt 28 & Ridgevale road. Great for little kids. Snack bar
across from Coast Guard station - expansive views of Atlantic, really soft sand, and sand bars; limited short-term meter parking (get dropped off)
73 locals recommend
Lighthouse Beach
30 Main Streetacross from Coast Guard station - expansive views of Atlantic, really soft sand, and sand bars; limited short-term meter parking (get dropped off)
Activities
Rainy days: Brewster natural history museum, arrive at feeding time.
124 locals recommend
Cape Cod Museum of Natural History
869 Main StreetRainy days: Brewster natural history museum, arrive at feeding time.
Start your morning with a great stretch and nice people. Yoga on the beach at Chatham Lighthouse Beach at +/- 7:30 am.
105 locals recommend
Chatham Lighthouse
37 Main StStart your morning with a great stretch and nice people. Yoga on the beach at Chatham Lighthouse Beach at +/- 7:30 am.
City advice
What to pack
Always bring a fleece, sweatshirt and warm clothes!
Even on hot summer days, afternoons at the beach, and evenings cool down.
What to pack
IMPORTANT - Bring your sheets and towels!
I provide quilts, duvets, blankets, pillows only; there are no laundry facilities at cottage, but there is a laundromat down the road from cottage.