Shop with a Local - Upper Cape
When it comes to holiday shopping on Cape Cod, locals know best. In this Ask a Local feature, we turn to Chris O’Brien, founder of Dative and a Bourne resident, to share his go-to spots, seasonal traditions, and insider tips for navigating the holidays with less stress and more intention. From thoughtful gifts and last-minute saves to favorite festive moments on the Upper Cape, Chris offers a grounded, practical take on how to shop local and truly enjoy the season.
- Post Date
- Fri, Aug 15
- Love Local Gift Guide
Shop with a Local - Chris O'Brien
From the pages of the 2025 Love Local Gift Guide
FIND THE PERFECT GIFTS AT
Atlantic Soap Company
The Lobster Trap for awesome swag and merch (after a delicious meal)
Maxwell and Co. for fancy clothing and accessories
Red Top Sporting Goods in Buzzards Bay for the outdoorsy person in your life
Market Street Bookshop in Mashpee Commons
LAST-MINUTE OR HOSTESS GIFTS
My go-to is Wish Gift Co. in Sandwich, I can always find something amazing, especially when I don't know what I'm looking for.
YOUR GO-TO GIFT
I love giving books, I feel like it can be personal to the recipient. The staff at Titcomb's Bookshop always have great recommendations.
FESTIVE TRADITIONS
I like seeing the decorations go up on homes. Our neighborhood has a Christmas lights competition, some people really commit and get creative.
FAVORITE HOLIDAY EVENT
I grew up in Falmouth, so I love strolling down Main Street in the peak of the holiday season and seeing all the shops decorated and how vibrant the atmosphere is.
FAVORITE SEASONAL TREAT OR SPLURGE
A cozy dinner at Epic Oyster in Falmouth
BONUS – INSIDER TIP
Start early! There's nothing worse than fighting crowds at peak times or finding out the gift you want is out of stock or won't arrive in time. Plus, it makes life a little less hectic for the shop owners during their busiest time of year.