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Katie & Jack

September 6, 2025 • Barnstable, MA

Katie & Jack

September 6, 2025 • Barnstable, MA

Things to Enjoy

Amie Bakery

1254 Main St, Osterville, MA 02655, USA
(508) 428-1005

Our favorite local coffee shop; a staple any Saturday morning in Osterville. They have great cold brew and breakfast pastries.

North Sister Cafe

15 W Bay Rd, Osterville, MA 02655, USA
(508) 681-0206

A great spot for coffee and breakfast sandwiches in the morning, right in Osterville center!

Hometown Juice & Co

3 Wianno Ave, Osterville, MA 02655, USA
(508) 419-1240

If we are looking for a healthier option in the morning, Hometown Juice is our go to. They have great juices, smoothies, and acai bowls.

The Daily Paper on Main

546 Main St, Hyannis, MA 02601, USA
(508) 775-9711

Great diner right between Centerville and Hyannis!

Fancy's Market

699 Main St, Osterville, MA 02655, USA
(508) 428-6954

The local grocery store in Osterville. While you grab any necessities for the weekend (wine, beer, snacks), you can also pick-up some amazing subs and sandwiches at the deli counter.

Baxter's Boathouse

177 Pleasant St, Hyannis, MA 02601, USA
(508) 775-4490

At Baxter’s you can enjoy one of the best lobster rolls and a Bloody Mary while overlooking Hyannis Harbor!

Crisp Flatbread

791 Main St, Osterville, MA 02655, USA
(508) 681-0922

This is our FAVORITE dinner spot in Osterville, and you can find us here most weekends. It is an artisanal pizza spot that also has an amazing selection of apps and pastas. Our typical meal is an order of buffalo chicken meatballs with a buffalo or angry beekeeper pizza.

Chart Room at Crosby's

330 W Bay Rd, Osterville, MA 02655, USA
(774) 602-8156

A favorite spot of ours to grab a drink or some dinner after a long day on the boat, since it is located right in the boatyard overlooking the water. Try our favorite drinks – a Mudslide and an Oysterville Ricky.

Five Bays Bistro

825 Main St, Osterville, MA 02655, USA
(508) 420-5559

Five Bays is a great option for more upscale dining in Osterville Center.

Anejo Mexican Bistro

599 Main St, Hyannis, MA 02601, USA
(774) 470-5897

Anejo is a popular Mexican spot located in downtown Hyannis. They mix up some of the best Margaritas on Cape Cod!

Four Seas Ice Cream

360 S Main St, Centerville, MA 02632, USA
(508) 775-1394

Famous homemade ice cream spot in Centerville! Don’t be deterred by the long lines - they move fast and it is worth it. We recommend their homemade ice cream sandwiches to any chocolate chip cookie lovers!

Gone Chocolate

858 Main St, Osterville, MA 02655, USA
(508) 420-0202

Our closest ice cream store in downtown Osterville. It is an easy and quick way to satisfy a sweet tooth after a dinner in town.

1856 Country Store

555 Main St, Centerville, MA 02632, USA
(508) 775-1856

Every kid's dream (and Katie's), the "penny candy store" features rows and rows of candy and Cape Cod souvenirs!

Tree House Brewing - Cape Cod

98 Town Neck Rd, Sandwich, MA 02563, USA
(413) 523-2367

While it is a little bit of a hike, this is a great afternoon excursion! Tree House is one of our favorite local brewers, and this brewery location overlooks the Cape Cod Bay!

Barnstable United Elementary School

730 Osterville West Barnstable Rd, Marstons Mills, MA 02648, USA
(508) 420-2272

For those looking for a little activity in the mornings, Barnstable United Elementary offers 8 newly developed, public pickleball courts. Just bring your rackets and they provide everything else!

Craigville Beach

966 Craigville Beach Rd, Centerville, MA 02632, USA

Grab your towels, chairs, and cooler and head over to Craigville Beach to enjoy a beautiful afternoon on the beach overlooking Nantucket Sound! Parking is available for $25.

Olde Barnstable Fairgrounds Golf Course

1460 MA-149, Marstons Mills, MA 02648, USA
(508) 420-1141

Rated one of the top 25 best public golf courses in New England and only 5 miles away from Osterville town center! Be sure to make a tee time early if you want to enjoy Olde Barnstable.

Hyannis Golf Course

1800 Iyannough Rd, Hyannis, MA 02601, USA
(508) 362-2606

Conveniently located and easily accessible public golf course for all of our golf lovers!