The best of Kennebunk / Kennebunkport: Where to stay, eat & things to do

Image of the Kennebunkport town and the bridge

Kennebunk and Kennebunkport, two quaint coastal towns separated by the Kennebunk River but connected by a bridge, are just a couple of favorite destinations amongst the locals and tourists alike.

Since the neighboring towns are so close (mostly within walking distance of each other), I will share attractions for both and will refer to them as Kennebunks in this post, with a focus on Kennebunkport.

There is no shortage of things to see, do and experience in the Kennebunks. They offer world-class shopping, plenty of access to the sea, and some of Maine’s best dining.

Table of Contents

When to go

Winter

Some restaurants and shops are closed for the season, but don’t let that deter you from coming. The Kennebunks offer special events to delight you. Christmas Prelude draws crowds of eager fans that want to partake in this magical celebration with activities like trolley rides, cookie crawls, candlelight caroling and more. Paint the Town Red is an event for lovers, and is celebrated the entire month of February. The towns are embellished in red hearts and twinkling lights, with romantic package offerings, like cozy inn stays, rejuvenating couples massages, candlelit dinners, cooking demos, cocktail classes and delectable chocolate tastings.

Spring

The whales start to migrate north to the cooler waters for abundant feeding grounds. This is a good season to beat the summer crowds and watch these giants of the sea.

Summer

The water activities are in full swing and there are plenty of opportunities for outdoor dining. This is a peak season for tourism, expect sold out activities and booked out hotels. Kennebunkport hosts a fantastic 4th of July celebration with lobster bakes, boat rides and a spectacular fireworks display. If you prefer a front row seat and smaller crowds, book a Kennebunk Maine Fireworks Cruise.

Fall

New England Fall is famous for its unmatched vibrant foliage. It’s no surprise, that this is another popular tourist season. HarvesFest is a family-friendly festival celebrated in October with bounce houses, games, live music and more.

Where to stay

Located in the heart of downtown and on the shores of the Kennebunk River.

Amenities: Complimentary breakfast, seasonal rooftop deck access, kayak rentals and more.

Food: On-site restaurant: Boathouse Restaurant.

Located in the center of Dock Square, overlooking the downtown restaurants, shops and galleries.

Amenities: Complimentary breakfast, cruiser bicycles, kayak rentals and more.

Food: On-site restaurant: The Burleigh.

Located in Kennebunk, minutes away from Dock Square center.

Amenities: On-site art gallery, complimentary bikes and more.

Food: On-site restaurant: Rosella.

Where to eat

Craving fresh and delicious cuisine like tender seared scallops, succulent steamed lobster or smoky BBQ? Indulge yourself in the Kennebunks food scene with offerings from fresh-off-the-boat Maine seafood to Argentinian cuisine. Truly any foodie’s dream.

Casual dining:

Image of grilled salmon, rice and asparagus on a plate from Hurricane restaurant
Image of lamb chops, potatoes and asparagus on a plate from Hurricane restaurant

American fare casual eatery, situated over the Kennebunk River, serves prime meats fresh seafood and locally grown produce. Location: Kennebunkport downtown.

Boathouse Restaurant on the shore of the river

On the shores of the Kennebunk River, overlooking the water, offers delightful menu options with a focus on fresh seafood with an Asian flair. Location: Kennebunkport downtown.

Image of French fries

Tavern style restaurant, serves classic pub food using locally sourced ingredients. Private dining in a gondola available in the winter months. Enjoy a hot drink by the stone fireplace on a starry night. Location: Kennebunkport downtown.

Fine dining:

Image of the Hidden Pond restaurant dining room
Image of a fish meal on a plate from Hidden Pond restaurant
Image of a s'mores cake with a scoop of ice cream on the plate

Sophisticated farm-to-fork restaurant, offers local meats, shellfish and organic ingredients collected daily from their onsite gardens. The ambience gives a whimsical fairy woodlands feel, with rustic decor, apple tree chandelier and the soft glow from the candles dispersed throughout. Location: Kennebunkport.

Salad with blue and pink flower garnish in a bowl
Mini cheesecake with berries and flower garnish on a plate

Upscale restaurant, offers refined fare, exceptional service, live entertainment and lovely views of the coastline (including Bush’s compound). Location: Kennebunkport

Coffee and sweet delights

FiaFia

Offers acai bowls, smoothies, superfood lattes and teas using socially responsible ingredients. Location: Kennebunkport downtown.

Image of the Dock Coffee building
Image of the board with Spring coffee flavors

Boutique coffee shop, serves smoothies, matcha, chai, organic tea and European style coffee and espresso. Locally sourced pastries and donuts are also available. Location: Kennebunkport downtown.

Image of the Mornings in Paris cafe with a drink and macaroons in the foreground
Image of an assortment of macaroons

European style cafe, offers baguette sandwiches, crepes, pastries and freshly roasted organic coffee. Location: Kennebunk Dock Square.

Image of the Candy Man building

This store evokes feelings of nostalgia in me every time. Candy galore! Candy from the “the good ol’ days”, penny candy, homemade fudge, salt water taffy, you name it! Location: Kennebunkport downtown.

Craving a frozen sweet treat on a hot day? Indulge in unique flavored ice-cream like Goat Cheese Blackberry Chambord or Whoopie Pie. Location: Kennebunk Dock Square.

Image of the

Freshly baked cookies and chocolate aromas will tempt your tastebuds as soon as you walk in. Although there are many delicious treats to choose from, including Needhams (Maine’s iconic potato candy), the bakery is famed for their Whoopie Balls – another official Maine treat, but with a twist. They come in many tasty flavors like Cheesecake, German Cake or Egg Nog. Location: Kennebunk.

What to do

The Kennebunks have so much to offer; antique shopping, bike riding, beautiful beaches and water activities galore. From serene kayaking, to thrilling whale watching tours, there is something for everyone.

1. Take a lobstah tour

Join Rugosa Lobster Tours to learn about the lobster habitat and watch lobstermen at work. Or if you are feeling up to the task, you can help haul in the lobster traps. The tour takes about 1.25hrs.

2. Paddle to a historic island

Join a guided Lighthouse Kayak Tour with Coastal Maine Kayak & Bike. Paddle through the beautiful islands of Cape Porpoise Harbor and enjoy a light picnic of cheese, fruit and fig newtons on the historic Goat Island.

3. Go on a whale-watching tour

Hop onboard First Chance Whale Watch and cruise to the feeding grounds of whales for a chance to see finbacks, humpbacks and minkes. Light snacks and drinks are provided on board at the galley, but you are also welcome to bring your own food and non-alcoholic beverages. It’s about a 4.75hr trip.

4. Sail aboard Pineapple Ketch

Set sail aboard Pineapple Ketch, the so called “Pirate Ship”. Sail past the rocky shores, marine life, the Bush’s compound and the Goat Island Lighthouse. Complimentary water and soda are provided, but you are welcome to bring your own food and beverages on board. Remember to bring sunscreen and layers. Warm blankets and binoculars are provided upon request. The boat ride takes about 1.5hrs.

5. Visit a trolley museum

Seashore Trolley Museum, boasts to be the first and largest electric railway museum in the world. Ride in a vintage trolley from the 1900s, bring a transit themed token home from the Museum Store. Dogs are welcome on the trolleys.

6. Peruse local shops

Image of the Kennebunkport Dock Square

Boutiques and galleries, offer handcrafted Maine gifts, clothing, jewelry and so much more. In the market for rare antiques or lobster inspired items? You’ll find them there. Lobstore is my favorite!

7. Take a scenic stroll on Parson’s Way

Image of the Bush's compound and a metal anchor in the foreground
Image of waves crashing against the rocks

Enjoy a leisurely 2-mile stroll to the Blow Cave Park on the oceanside paved sidewalk. Enjoy the views of the Bush’s compound and the roaring waves crashing against the shore.

8. Sail aboard Schooner Eleanor

Hop on board Schooner Eleanor and sail to where the wind takes you – literally. Sail past the scenic islands of Cape Porpoise and lobstermen hauling in their catch of the day. Enjoy the fresh sea air, and the sweeping ocean views. The boat ride takes about 1.5hrs – 2hrs.

9. Go fishing

No need to bring your own fishing equipment, bait and tackle are provided. All you need is your sense of adventure. Sail aboard Libreti Rose II Fishing Charter with captain Bruce Hebert who has 50+ years of experience and is familiar with areas where you can hook some pollock, bluefish or mackerel.

1-day sample itinerary

Start your day with a hot cup of coffee and mouthwatering Maine Blueberry Pancakes at Mussette Restaurant.

Board the beautiful Pineapple Ketch and set sail for an incredible adventure. Be sure to wave at the former president George W. Bush, as you sail past the family’s compound, I hear he waves back. Pro tip: Sail earlier in the morning for smoother seas.

You don’t have to go far for lunch, enjoy a delicious Lobster Stew at Latitudes out on the deck overlooking the river. Save room for a Whoopie Ball dessert at Auntie’s House Bakery.

In the afternoon, do some souvenir shopping or just enjoy a leisurely stroll along the quaint streets.

For dinner head to White Barn Inn for a unique dining experience.

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