SHOP OUTFIT DETAILS:
Our Fall Roadtrip to Kennebunkport, Maine
Good morning! We just got back from an incredible trip to Kennebunkport in Maine. Getting there was an easy six hour drive from New York City, and since our honeymoon plans have been postponed due to the pandemic, I was grateful for this getaway with my husband. I returned to New York enamored by the beautiful lakes and towns of coastal Maine. I am excited to share all about where we stayed, where we ate, and what we loved during our stay in Kennebunkport.
In today’s post I will also be sharing a round-up of timeless classics to make any fall trip to the northeast fantastic. This navy quilted jacket from Tuckernuck is the most practical lightweight jacket I own right now, I especially love that the hood is detachable (for when it is not necessary) and the jacket’s longer length (for more coverage). If you prefer shorter jackets, you will love this one! I opted for the navy color, but they also have a true olive, and a winter pearl.
A navy jacket when paired with denim is such a timeless combination. An easy look like this one can be worn with any pair of black or brown booties. Tuckernuck has a huge selection of fabulous yet classic boots, and these chocolate ankle booties are the perfect choice for fall and winter.
What to do in Kennebunkport ME
GOOSE ROCKS BEACH – A beautiful area located just north of Kennebunkport by Cape Porpoise. The beach is wide, the sand is incredibly soft, and the horizon is lined with the cutest castal homes!
Checking out Goose Rocks Beach in October was perfect for us – we had the entire beach for ourselves. If you go during the summer, keep in mind that parking is very limited.
WHERE WE STAYED
THE COLONY HOTEL – Our stay at this hotel happened by total chance. We had been planning a trip to Maine, but we were so focused on work and our wedding planning-cancellation-replanning that we forgot to make a reservation! We were also aware that the weekend we intended to visit Maine, would be one of New England’s busiest weekends.
Kennebunkport is a small coastal town in southern Maine, so on a holiday weekend hotels get booked fast. Now, we were less than two hours away and every hotel I called replied with “Sorry, we are fully booked!” The receptionist at one hotel suggested that we try The Colony Hotel, in case they had any last minute cancellations. And, surprisingly, they did! There was only one room available, and for that night only! We ended up checked-in to The Colony Hotel at around 9PM.
The following morning I wake up to my husband saying: “Woah! Check out these views!” As you can see from the image below, our room had a breathtaking view of the ocean.
The Colony Hotel is a historic 1914 resort situated on a hill overlooking the Atlantic Ocean. While the colonial revival-style architecture is beautiful, the ancient wood and gorgeous cedar strip floors give this place a super cozy feel.
The first day we enjoyed breakfast outside on the veranda overlooking the water, and the following chillier mornings we ate in the ocean view dining area. In my husband’s own words, the breakfast was “excellent.” Every dish tasted homemade, so he felt that he was back at his grandmother’s house! On Saturday night, while he watched college football, I ordered the ravioli from the bar area downstairs, and they were delicious.
Because Kennebunkport goes to sleep at 9PM, be sure to make your dinner plans early! All in all it was a very relaxing stay, and we even got to extend our stay for two more nights.
WHERE TO EAT & DRINK
PIER 77 RESTAURANT – During our first day in town, we headed to Cape Porpoise for a late lunch at Pier 77. We found the restaurant at the end of a road lined with New England style homes. Because Pier 77 sits on the harbor, the views from the inside of the restaurant are quintessential Maine.
While in Maine, trying lobster rolls or clam chowder is a total must! I started with clam chowder, while he ordered the burrata-grilled peach salad (both so good!). This was the only time during our stay that we ate indoors, and we were only one of four groups inside the restaurant. Coming here was the perfect way to kickstart our trip!
BATSON RIVER TASTING ROOM – My husband wanted to try craft beer during our stay in Kennebunkport, so one afternoon we checked out Batson River. We sat on the outside deck and ordered a few appetizers that were fantastic: Cajun dusted, spicy remoulade fries & roasted cauliflowers (lemon, gremolata, grana and pine nuts!) Great place to close out our vacation!
And here are my favorite photos from Kennebunkport!
SHOP OUTFIT DETAILS
- Barbour Navy Jenkins Quilt Jacket (size 4)
- High Waist Raw Hem Flare Jean (size 0)
- Loeffer Randall Chocolate Ankle Bootie (size 7)
- J.Crew Striped Boatneck T-shirt (size XS)
- Rib-Knit Sweater Vest (size XS)
- White Raw Hem Skinny Jean (size 26)
- Margaux The Pointe Flats (size 5.5)
WHAT TO SHOP FOR YOUR KENNEBUNKPORT MAINE TRIP
- Seashore Trolley Museum
- Goat Island Lighthouse
- Kennebunkport Brewing Company
- Kennebunk Beach
- Schooner Eleanor Sailing Tour
BEST PLACES TO STAY
- 1802 House Bed & Breakfast
- Kennebunkport Captains Collection
- Waldo Emmerson Inn
- Harbor Inn
- Kennebunkport Inn
See all Kennebunkport area hotels and reviews here.
SEE MORE US DESTINATIONS
- Epic Lighthouses you need to visit in Portland, Maine
- The Best Things to Do in Newport, Rhode Island
- Best Things To Do in St. Augustine | 2-Day Itinerary
- One Day in Charleston: Itinerary & What To See in 24 Hours
- 2 Days in Woodstock Vermont & Where To Stay