Holiday Strolls & Celebrations on Cape Cod

The view from the top of the ruins of Fort Barrington, Five Islands Village, Antigua.

Author’s Note: A continued Happy Holidays wish to all who are observing one of the 29 holidays that are celebrated by seven of the world’s major religions at this time of year! While it has been a busy 3+ weeks since Thanksgiving, we enjoyed the “happy stress” of hosting Thanksgiving Dinner, partaking in Chatham’s Christmas Stroll, getting off the grid during 9 days to Antigua (a small island in the Lesser Antilles for an overdue vacation) and joining friends on a last-minute ski trip to New Hampshire. A December to remember for sure. 

Apre ski at Loon Mountain to kick-off “snow season.”


As I’ve wrote about previously, I love the seasons and is a big reason why my wife and I have settled in the northeast. The greening of spring, followed by the heat of summer, fall foliage and of course, the much anticipated first snowfall of winter. However, a jolt of 80 degrees and sunshine in December as our trip to Antigua provided, did make me long for a reset to summer…until I strapped on my skis, scanned my Ikon pass, and hit Loon Mountain to open up my “snow season.” I instantly remembered why I love this time of year; the rush of carving a turn on a freshly groomed cruiser (too early in the season for powder), running into old friends in the life line and catching up on the chairlift and of course, all the laughs in the lodge during apre ski complete with apps and local craft drafts. Indeed, winter and the holidays are here, and I’m embracing it! And in a few months, that wonderful feeling of sand between your toes and a warm breeze on your face will be back on my mind.

Holiday Strolls and Celebrations on Cape Cod

The holiday picture from the Whit Tileston Bandstand in Chatham. No bunny hop today.


The weekend of December 7-8 marked Chatham’s Annual Christmas by the Sea Stroll celebration, a time when our family reunites in Chatham for this special holiday and community event. While this weekend event is the official stroll, featuring a tree lighting, breakfast with Santa, historic inn and museum tour, complimentary trolley rides complete with carolers through town, the weekend prior featured Santa’s arrival at the Chatham Fish Pier and a few weeks down the road, Chatham’s First Night will have the town celebration the arrival of the New Year. Indeed, there are a lot of celebratory events and happy people in Chatham in December. The special events are family friendly, but what I appreciate most are the simple things like, the thoughtfully decorated path through Kate Gould park leading to the decorated Chatham Bandstand, the candlelit homes along Stage Harbor Road, and of course, the quiet of walking along deserted beaches. The magic of the season is everywhere.

Morning walks on a deserted beach is one of our favorite activities.

Almost every Cape Cod town has their own holiday celebration/stroll, which are spread throughout mid-November through New Year’s Day (alas, Truro didn’t publicize anything this year), making it possible to celebrate the season multiple times in multiple towns. Local merchants, restaurants and town officials, from all communities have done a great job (whether planned or not) of offering a wide range of family-friendly activities, to historical and cultural events to romantic dinners and everything in between. However, a day on Cape Cod, in my case, Chatham, is not complete without a walk along Ridgevale Beach, no matter the weather.

Barker’s of Orleans has a lot of goodies for our four-legged family members.

As expected, we spent much of our time along Main Street, supporting a few of our favorite small businesses, restaurants and gift shops. My strategy for gift giving is to try and buy local as much as possible/practical by taking pictures of what I initially suspect someone will like, but give myself some time to explore other stores and think about the most thoughtful gift of a bunch of options. In our case, anything dog-related is generally a wiener (pun intended as our dachshund Hana can attest). While Chatham’s Paws & Claws are our favorite groomer, Barker’s in Orleans is a new favorite for treats and toys. 

Buy local.

My holiday survival strategy also includes ducking into my favorite chowder and beer stop, The Squire, to warm up while others continue on their stroll. This particular year, everyone decided to take a well deserved break and chasing the little ones into the game room. 

Regardless have how thirsty or hungry you may be, everyone’s welcome at The Squire!

While the weather never seems to cooperate with a picturesque snowy winter scene, the holiday spirit was in the air (literally, music was playing all around town) and we had a great time catching up, supporting local merchants and dining out. 

The annual “Seaview Street Self-ie” (after The Squire stop of course).

If you find yourself on the Cape this month, do find a holiday celebration to enjoy. There is plenty of spirit in the air!

Gift Shops on Cape Cod

Author’s Note: It is not lost on me that life is not always gumdrops and roses. I received a heavy dose reality check last week while reading headlines on the Hartford Courant during lunch. Three aricles on their homepage “featured” a disturbing act of anti-semitism during a performance of Fiddler on the Roof in Baltimore (which we had just seen in Hartford the week prior), a disgusting story of human trafficking in a suburb not more than 30 minutes from home, and a “are-you-kidding me” case of animal cruelty in the town I grew up in. I literally lost my appetite. Not to mention the ongoing wildfires in California, chaos on the southern border and yet another damaging climate report noting that we may be at the point of no return for a permanently warming planet. Such saddness, devastation, tragedy and uncertinly is becoming too common and all the more reason to be thankful for what we have – now and every single day. 

Be thankful for what you have — I am thankful for waking up today, my family, friends, health and the ability to hope, laugh and wonder. Don’t frown about what you don’t have. Experiences matter, stuff does not. Help others. Be nice. Smile and laugh as much as you can. Tell people how you really feel now, don’t wait. Get outside more. Turn off push notifications and alerts. Read a newspaper when you have no where to be. Drive with the windows down and your favorite music turned up. Throw your routine upside down every now and then. Okay, enough of the soap box. 
 
As we transition into the (usually) happy holiday season, part of the magic of the season is giving. Such small acts can reap big reactions and rewards. It’s what makes the season special – and those experiences are what counts. Even more important, are the faces you may not see; adults and children in need that may sneak a smile just from a strangers’ generority. Whoever the gift recipient, there are plenty of “ways” to give — i.e., shop — Black Friday sales, Small Business Saturday, Cybermonday discounts, Giving Tuesday, and the hundreds of “coupon-emails” you will no doubt receive from any business you ever shared your email with! Shop local whenever possible, as it has been estimated that 2/3 or $0.67 of each dollar spent locally STAYS in the local community. If that’s not an economic development plan, what is? To fulfill some of your gift giving needs, with a nautical or coastal twist, check out these Cape Cod shops!
 
Gift Shops on Cape Cod
Barry’s Barn, East Dennis. Painter C. Barry Hills, runs a small botique gift shop just off scenic Route 6A in East Dennis, a few minutes away from the popular greasy spoon, Grumpy’s Restaurant. The two-story, charming half gift shop/ workshop (upstairs) barn behind his home, features a mix of paintings, gifts, home decour and garden accents for coastal living with a touch of vintage. Whenever we have a lazy day along 6A, stopping at “the Barn” to poke around is a requirement. Our  “Cape Escape” themed living room has a few pieces from “the Barn.”
Christmas Joy, South Chatham. Their tagline rings true, “where you can experience the joy of Christmas everyday!” Sure, Christmas shopping in shorts and sandals may seem a little odd in the northeast, but there are so many creative works and fun little games, puzzles, etc, that it’s hard not to get lost in this seasonal escape. The store is also the anchor of the South Chatham village and business community, surrounded by two restaurants, hardware store and branch library.
Hattie D’s, Harwichport. Hattie D’s was a new discovery this year during an autumn “slow ride” down Route 28 to the Bourne Bridge. The small gift shop and art store features a mix of antique decorative pieces, home furnishings, lighting as well as a robust “create-your-own” art supply section. What distinguishes Hattie D’s from other stores is their decorative art classes, led by three different artists, with a cap of 10 people per session. We left the store with a discounted Halloween decoration and felt satisfied with the surprise stop.
Just Picked, Yarmouthport. Located at a dangerous intersection (blind curve) along Route 6A and Willow Street, Just Picked features three “departments,” coastal clothing, gifts and home furnishings, played out in two buildings. Perhaps most important, Just Picked carries many of the same items that other stores price higher (notably accent pillows, fun signs, and decorattive ornaments). The store is clean, decorated for the season, and a fun game or humorous gadget seems to always be displayed at the register. My favorite game is their Cape Cod trivia cards. For a small shop, they also have an online store.
Monomoy Salvage, Chatham. If owner Carol Sherman did not set up some of her nautical antique items outside the barn-size gift shop, you may not see a reason to stop. The white one room barn, with faded front signage, isn’t much to look at, but don’t let that fool you. The broken sea shell driveway is a red carpet to some pretty cool finds. A mix of “salvaged” nautical instruments, signs, antique paintings and coastal home furnishings are the core contents. On the other hand, what makes the place unique is there collection of whales, wine crates, mermaids, baseball memorbilia and oars. Where else have you those items mentioned in the same sentence!
Shor, Provincetown. The up-scale home furnishings store is located in the heart of Commerical Street, and invites you to see Herbert and Kevin at work with interior design projects. It’s not a large store – more of a mini showroom – but they have items you may have not seen before. (A circular mirror surrounded by two dozen white oars was particulary impressive.) The store definitely has a “be careful, don’t touch that” feel to it, but the doors are open.

Tale of the Cod
, Chatham. Located at the “tail end” of downtown, Tale of the Cod is one of my favorite stores, if not just for the perfect name. The transformed sea captains home is a series of displays within just three rooms, but it feels much larger with alcoves and the long and narrow home furnishings area. The inspiration for our (7-foot) seashell tree and many of the first ornaments came from their displays. Fast forward to present day, their Scout line is another perfect fit for our furry child!
There are many other local stores: surf shops, pet stores, clothing stores and other specialty goods stores, all of which are worth mentioning, so stay tuned for more shopping tips!
As a teaser, my go-top surf shop is Pump House in Orleans; pet shop is Barkers, Orleans; gear rental is Chatham Kayak Company; hot food to go is Chatham Fish and Lobster, sandwich shop is Corner Store, coffee shop is Chatham Perk, brewery is Devil’s Purse in Dennis, and clothing store is Black Eel Outfitters in Dennis. Breakfast and lunch spots leaving the Cape are Marshland and Beth’s Bakery, Sandwich, respectively.