Living in Massachusetts, we travel to Cape Cod often year-round for daytrips and weekend trips! Below are our favorite places to stay, eat and things to do!
WHERE TO STAY
Chatham Wayside Inn: Located in Chatham. We stayed here in May 2021 and loved it because of the location, cozy and spacious interior, amenities, onsite restaurant and friendly staff!
The Captain Freeman Inn: Located in Brewster. We stayed here in January 2021 and loved it because of the location, cozy yet modern interior and friendly Inn Keepers.
Chatham Bars Inn: Located in Chatham, We stayed here in February 2019 and loved it for a luxury getaway.
AutoCamp Cape Cod: Located in Falmouth. We stayed here in February 2023 and loved it for a fun glamping experience.
Pelham House : Located in Dennis Port. Stayed March 2024 and loved that it was beachfront, had an outdoor pool, had an excellent onsite restaurant and was beautifully designed.
WHERE TO EAT/DRINK
● Leonessa for dinner (Yarmouth Port)
● Skipper Chowder House for lunch (Yarmouth)
● Lighthouse Keeper’s for coffee/breakfast (Yarmouth)
● Sesuit Harbor Cafe for casual picnic table oceanfront seafood lunch/BYOB (Dennis)
● Sand Bar for waterfront mudslides/cocktails (Dennis)
● Chapin’s Fish and Chips for lunch and cocktails (Dennis)
● The Rooftop at Pelham House Resort for oceanfront dinner and brunch (Dennis Port)
● Three Fins Coffee Roasters for coffee and pastries in a spacious creative cafe (Dennis) *Woman and Veteran Owned
● Barnstable Brewing (Hyannis)
● Cape Cod Beer (Hyannis)
● Cape Cod Central Railroad for brunch or dinner (departs from Hyannis)
● Tap City Grille for dinner and drinks (Hyannis)
● Pain D’Avignon for brunch, pizza and wine (Hyannis)
● The Sacred Cod for dinner and drinks (inside the Chatham Bars Inn)
● Hangar B for brunch (Chatham)
● Wild Goose Tavern for dinner and drinks (inside Chatham Wayside Inn)
● Chatham Squire for dive bar drinks and atmosphere (Chatham)
● The Bagel Dudes for bagels/coffee (Chatham)
● Snowy Owl Coffee (Brewster, Chatham, Sandwich)
● Spinnaker for dinner (Brewster)
● Ocean Edge Resort for dinner (Brewster) *also have winter igloos
● Capeside Kitchen for breakfast (Harwichport)
● First Crush Winery (Harwich)
● Cape Roots Market & Cafe for breakfast/lunch/coffee (Harwich Port)
● The Port for mudslides and lobster rolls/lunch (Harwich Port)
● The Canteen for lunch (Provincetown)
● Cafe Heaven for brunch (Provincetown)
● PATIO American Grill for lunch and cocktails (Provincetown)
● The Nut House for ice cream (Provincetown)
● Beth’s Bakery & Cafe for coffee/breakfast (Sandwich)
● Tree House Brewing Company for craft beer (Sandwich)
● Fishermen’s View for lunch/dinner (Sandwich)
● Dunbar House for high tea (Sandwich)
● Tree House Brewing for beachfront craft beer (Sandwich)
● The Pilot House for waterfront lunch/dinner and cocktails (Sandwich)
● Shipwreck Ice Cream (Sandwich)
● Gone Acai for acai bowls (Hyannis)
● Chart Room for mudslides (Cataumet)
● The Raw Bar at Popponesset Marketplace for one of the biggest lobster rolls (Mashpee)
● Siena Italian Bar & Grill for dinner (Mashpee)
● The Blended Berry for acai bowls (Buzzards Bay and Falmouth)
● Bad Martha Brewery for craft beer and lunch (Falmouth)
● Aquatic Brewing for craft beer (Falmouth)
● Landfall Restaurant for pre-ferry food and drinks (Falmouth)
● Cape Cod Winery (Falmouth)
● Bucatino for dinner (Falmouth)
● Josh’s at Davisville for dinner (Falmouth)
● Chapoquoit Grill for dinner (Falmouth)
● Pickle Jar Kitchen for brunch (Falmouth)
● Quahog Republic for lunch and drinks (Onset)
● Marc Anthony’s for pizza (Onset)
● Nanna’s Ice Cream and Candy Shop (Onset)
● The Blue Foot Cafe for coffee/breakfast (Wareham)
● Ella’s Wood Burning Oven for dinner and drinks (Wareham)
● Cape Cod Coffee for brunch (Wareham)
● Turk’s Seafood for sushi and seafood (Mattapoisett)
WHAT TO DO
● Walk around the many quaint downtown areas of Falmouth, Chatham, Dennis, Yarmouth, Provincetown
● Grays Beach (Yarmouth Port)
● Chatham Lighthouse + Lighthouse Beach
● Ridgevale Beach (Chatham)
● Cape Cod Canal
● Museums at Aptucxet (Bourne)
● Three Sisters Lighthouse (Eastham)
● Nauset Lighthouse + Beach (Eastham)
● Nobska Lighthouse (Falmouth)
● Falmouth Heights Beach (Falmouth)
● Ferry to Nantucket or Sightseeing tour with Hy-Line Cruises (Hyannis)
● Arts Dunes Tours (Provincetown)
● Pilgrim Monument and Provincetown Museum (Provincetown)
● Popponesset Marketplace (Mashpee)
● Popponesset Spit (Mashpee)
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