Food Scene
Just up the street, you can walk there! Popular seafood restaurant, reservations are recommended
27 locals recommend
Pisces
2653 Main StJust up the street, you can walk there! Popular seafood restaurant, reservations are recommended
Very popular spot with wonderful food- lots of yummy small plates that can be shared. Great drink list and bar. They don’t take reservations, so expect to either get there early or wait for a table during peak season.
19 locals recommend
Mad Minnow Bar & Kitchen
554 ROUTE 28Very popular spot with wonderful food- lots of yummy small plates that can be shared. Great drink list and bar. They don’t take reservations, so expect to either get there early or wait for a table during peak season.
Popular sushi restaurant with lots of other great food options- the Korean ribs are our favorite! It gets very busy during peak season, they don’t take reservations but you can call ahead when they open and get your name on the wait list.
71 locals recommend
Bluefins Sushi & Sake Bar
513 Main StPopular sushi restaurant with lots of other great food options- the Korean ribs are our favorite! It gets very busy during peak season, they don’t take reservations but you can call ahead when they open and get your name on the wait list.
Get a drink and a snack at the poolside restaurant and enjoy spectacular views of Pleasant Bay
59 locals recommend
Wequassett Resort and Golf Club
2173 MA-28Get a drink and a snack at the poolside restaurant and enjoy spectacular views of Pleasant Bay
The most famous Inn! Get a drink on the beach, the beachside restaurant, or sit in the adirondack chairs up at the Inn. There is a cozy pub for a more casual meal, or the upscale restaurant with beautiful views of Chatham Harbor.
97 locals recommend
Chatham Bars Inn
297 Shore RdThe most famous Inn! Get a drink on the beach, the beachside restaurant, or sit in the adirondack chairs up at the Inn. There is a cozy pub for a more casual meal, or the upscale restaurant with beautiful views of Chatham Harbor.
Very popular and quintessential Chatham seafood restaurant. The clam chowder is delicious, the dinner portions are huge- I recommend splitting a meal. They take reservations.
73 locals recommend
Impudent Oyster
15 Chatham Bars AveVery popular and quintessential Chatham seafood restaurant. The clam chowder is delicious, the dinner portions are huge- I recommend splitting a meal. They take reservations.
This is our favorite place, we go way too often. The burgers are awesome, my favorite is the veggie burger. It gets busy, I recommend calling in your order ahead. They have a great craft beer selection and outdoor seating.
20 locals recommend
Mom & Pops Burgers
1603 Main StThis is our favorite place, we go way too often. The burgers are awesome, my favorite is the veggie burger. It gets busy, I recommend calling in your order ahead. They have a great craft beer selection and outdoor seating.
Great lunch option, a large selection of burritos. I recommend ordering ahead of time on line via Toast, the line usually is out the door...
55 locals recommend
Corner Store
1403 Old Queen Anne RdGreat lunch option, a large selection of burritos. I recommend ordering ahead of time on line via Toast, the line usually is out the door...
Delicious Italian food, cozy and charming restaurant with excellent service. This restaurant is popular year round, reservations ahead of time are a must.
55 locals recommend
Buca's Tuscan Roadhouse
4 Depot RdDelicious Italian food, cozy and charming restaurant with excellent service. This restaurant is popular year round, reservations ahead of time are a must.
Restaurant with stunning views of Saquatucket Harbor. Big menu with lots of fish and typical bar-like food. This is next to the ferry to Nantucket.
90 locals recommend
Brax Landing Restaurant
705 MA-28Restaurant with stunning views of Saquatucket Harbor. Big menu with lots of fish and typical bar-like food. This is next to the ferry to Nantucket.
Castaways
986 MA-28Hole in the wall place, has really good pizza!
Larry's PX
1591 Main StTraditional greasy diner breakfast!
Hangar B Eatery
240 George Ryder RdHop on the rail trail with your bike, and stop here for lunch!
Great fresh seafood and outdoor seating. We love the fish tacos. It gets very busy in the summer.
46 locals recommend
Mac's Chatham Fish & Lobster
Massachusetts 28Great fresh seafood and outdoor seating. We love the fish tacos. It gets very busy in the summer.
Pizza Shark Chatham
637 Main StreetOur new favorite pizza! Also located on the bike path in Harwich
Pleasant Lake Pizza Shark
403 Pleasant Lake AveFun and delicious sushi and Asian fusion food. It gets very busy in the summer so be prepared to wait- there is a beer garden across the street that you can grab a beer while waiting.
21 locals recommend
3 Monkeys
554 Massachusetts 28Fun and delicious sushi and Asian fusion food. It gets very busy in the summer so be prepared to wait- there is a beer garden across the street that you can grab a beer while waiting.
Excellent and very popular restaurant, yummy appetizers, steak and other food.
25 locals recommend
Pate's Restaurant
1260 Main StExcellent and very popular restaurant, yummy appetizers, steak and other food.
Del Mar Bar & Bistro
907 Main StAnother delicious dinner spot with a big menu
Our favorite place on Cape Cod- a Mexican food truck with the most amazing Tacos Dorados. Call ahead and order if you can.
Clean Slate Eatery
702 Main StreetOur favorite place on Cape Cod- a Mexican food truck with the most amazing Tacos Dorados. Call ahead and order if you can.
New restaurant in Orleans, a menu that offers a variety of small plates with international cuisine.
Abroad
89 Old Colony WayNew restaurant in Orleans, a menu that offers a variety of small plates with international cuisine.
The Italian sub is our favorite. Also has great prepared meals that are easy to heat up for an easy dinner like meatballs and chicken parm.
6 locals recommend
Scribano's Italian Market & Deli
302 MA-28The Italian sub is our favorite. Also has great prepared meals that are easy to heat up for an easy dinner like meatballs and chicken parm.
Drinks & Nightlife
Of course you need to go to the Squire, it’s the most famous bar here! It’s nothing fancy, but it’s where everyone hangs out.
140 locals recommend
Chatham Squire
487 Main StOf course you need to go to the Squire, it’s the most famous bar here! It’s nothing fancy, but it’s where everyone hangs out.
Hot Stove Saloon
551 MA-28fun bar with good bar food, a fun night time hangout
Outdoor beer garden with good selection of beers and some bar food. They usually have live music in the summer evenings.
27 locals recommend
Perks Coffee Shop & Beer Garden
545 MA-28Outdoor beer garden with good selection of beers and some bar food. They usually have live music in the summer evenings.
Sightseeing
It is THE Chatham beach with views of Monomoy, you can park downtown and walk there.
73 locals recommend
Lighthouse Beach
30 Main StreetIt is THE Chatham beach with views of Monomoy, you can park downtown and walk there.
This is a nature reserve, you can park there, go bird watching, and stroll along the beach. Best to go during low tide.
Morris Island
This is a nature reserve, you can park there, go bird watching, and stroll along the beach. Best to go during low tide.
Obviously this is our favorite beach! Walk all the way to the end to Mill Creek, and you’ll find our favorite spot with views in every direction and the best place to swim.
10 locals recommend
Forest Beach
Obviously this is our favorite beach! Walk all the way to the end to Mill Creek, and you’ll find our favorite spot with views in every direction and the best place to swim.
Catch the Rail Trail on Morton a Road- just go right up Forest Beach rd, Cross 28, and follow Morton rd to the bike trail entrance, take a right to go to White Pond, the airport, and downtown Chatham, go left to get to Dennis, Nickerson State Park, Orleans and National Seashore
Cape Cod Rail Trail
Cape Cod Rail TrailCatch the Rail Trail on Morton a Road- just go right up Forest Beach rd, Cross 28, and follow Morton rd to the bike trail entrance, take a right to go to White Pond, the airport, and downtown Chatham, go left to get to Dennis, Nickerson State Park, Orleans and National Seashore
Great wide beach with lifeguards, bathrooms, hot dog stand. It’s very close by, but you have to pay to park, or walk about 20 minutes.
41 locals recommend
Red River Beach
Red River Beach Parking LotGreat wide beach with lifeguards, bathrooms, hot dog stand. It’s very close by, but you have to pay to park, or walk about 20 minutes.
Launch a kayak at the end of Mill Creek Road for a paddle through the Forest Beach Conservation area. See the Osprey and many other seabirds frolicking in the area. Paddle out to Nantucket sound.
Mill Creek Road
Mill Creek RoadLaunch a kayak at the end of Mill Creek Road for a paddle through the Forest Beach Conservation area. See the Osprey and many other seabirds frolicking in the area. Paddle out to Nantucket sound.
Fun and beautiful town at the tip of Cape Cod, a must see. Beautiful National Seashore beaches, and an amazing bike trail through the dunes.
328 locals recommend
Provincetown
Fun and beautiful town at the tip of Cape Cod, a must see. Beautiful National Seashore beaches, and an amazing bike trail through the dunes.
Another beautiful Chatham beach, a very nice long walk to the end brings you to stage harbor and a light house
44 locals recommend
Harding Beach
Another beautiful Chatham beach, a very nice long walk to the end brings you to stage harbor and a light house
This is our favorite hike! It’s beautiful, make sure to take the high trail above the dunes. Give about 2-3 hours for the full hike
47 locals recommend
Great Island Trail
1440 Chequessett Neck RdThis is our favorite hike! It’s beautiful, make sure to take the high trail above the dunes. Give about 2-3 hours for the full hike
Free parking. You can park in the upper lot and enjoy a walk on the trail that goes through the woods and marsh, or park further up closer to the beach. The beach goes on forever. It’s a beautiful hidden gem!
19 locals recommend
Crowes Pasture Conservation Area
Free parking. You can park in the upper lot and enjoy a walk on the trail that goes through the woods and marsh, or park further up closer to the beach. The beach goes on forever. It’s a beautiful hidden gem!
Beautiful conservation area, great place to bring the kids
70 locals recommend
Mass Audubon's Wellfleet Bay Wildlife Sanctuary
291 US-6Beautiful conservation area, great place to bring the kids
White Cedar Swamp Trail
Marconi Site RdAnother fun little hike great for kids
Coast Guard Beach
Coast Guard RdA great beach on the National Seashore
Shopping
A funny little store that sells all sorts of fun ocean themed stuff, like shark head bottle openers.
Monomoy Salvage Ltd
1134 Main StA funny little store that sells all sorts of fun ocean themed stuff, like shark head bottle openers.
Filled with rubber ducks of every category- teacher ducks, musician ducks, doctor ducks, etc. Who doesn't love a rubber duck?
8 locals recommend
Ducks in the Window
507 Main StFilled with rubber ducks of every category- teacher ducks, musician ducks, doctor ducks, etc. Who doesn't love a rubber duck?
Jaks Chatham
505 Main StGreat collection of fun Chatham and Cape Cod themed clothing
Fun little shop with all sorts of things, not just kites!it has games, chairs, souvenirs, t-shirts, etc.
11 locals recommend
Dr. Gravity's Kite Shop
560 MA-28Fun little shop with all sorts of things, not just kites!it has games, chairs, souvenirs, t-shirts, etc.
Essentials
Great little liquor store with a huge selection of craft beers. They also carry a few essentials like milk and local meat.
South Chatham Liquors
2447 Main StGreat little liquor store with a huge selection of craft beers. They also carry a few essentials like milk and local meat.
The closest grocery store here, but beware it gets so crowded during peak season, so best to avoid it on the weekends or just get Peapod delivery.
61 locals recommend
Stop & Shop
111 Brewster-Chatham RdThe closest grocery store here, but beware it gets so crowded during peak season, so best to avoid it on the weekends or just get Peapod delivery.
Shop Ahoy Liquor Store
1589 Main StLiquor store with a large selection of wine and beer
Cute one stop shop grocery store, it also has beer and wine. It’s a little more expensive than stop & shop, but it’s a little less busy and conveniently on the way to downtown.
40 locals recommend
Chatham Village Market
20 Queen Anne RdCute one stop shop grocery store, it also has beer and wine. It’s a little more expensive than stop & shop, but it’s a little less busy and conveniently on the way to downtown.
Entertainment & Activities
Cute little movie theater. They serve beer, wine and food.
52 locals recommend
Chatham Orpheum Theater
637 Main StCute little movie theater. They serve beer, wine and food.
Getting Around
Chatham Hood Bikes
400 Main StCall ahead and they will deliver your bike rentals to you
Freedom Cruise Line
731 MA-28Take the ferry to Nantucket, bring a bike!
The Plymouth-Brockton and Peter Pan bus companies run between Hyannis and Boston
16 locals recommend
Hyannis Transportation Center station
215 Iyannough RdThe Plymouth-Brockton and Peter Pan bus companies run between Hyannis and Boston
Hy-Line Cruises
220 Ocean StFerry to Martha’s Vineyard or Nantucket