A Curated Itinerary For Every Travel Style

Start planning your vacation days in Kennebunk! Our knowledgeable staff has created an itinerary to suit your individual travel interests and is always available to point you in the right direction with our favorite restaurants and recommended attractions. The Port Inn Kennebunk, an Ascend Hotel Collection Member offers small town charm with the upscale lodgings you’re looking for in a dream New England retreat.

Find the itinerary that suits you or mix and match! We’ve recommended our top sights to see, places to eat, and any other helpful tips you need during your adventures in Kennebunk.

Click to explore our dedicated itineraries! 


Walking & Biking

Scenic coastal views, rural back roads, and friendly motorists make cycling and walking in the Kennebunks a must-do activity. The area is relatively flat and points of interest are easily accessible. Here are some beautiful rides or walks, sure to please everyone! Scenic Oceanside Walking Tours Parsons Way Shore Walk: This coastal walk offers wonderful views of the ocean and summer homes. Parson’s Way is a 4.8 mile round trip that begins at Dock Square. Kennebunk Beaches Walk: The Kennebunk Beaches are all connected by sidewalks. With 1.5 miles from Gooch’s Beach to Lord’s Point, it’s a 3 mile round trip. Want to walk a bit further? You can walk past Lord’s Point for about .6 miles, making the total walk 4.2 miles. Goose Rocks Beach Walk: Great for walkers who want to explore, there are no sidewalks along this 3 mile stretch of fine silver white sand beach. You may come across the barrier reef rock formation known as ‘Goose Rocks’ (at low tide), as well as piping plovers & lesser terns nesting in the beach grass and sand dunes. You may even find some sand dollars! Goose Rocks Beach is approximately 3 miles long and a signpost across from the Clock Farm Landmark points the way. Scenic Biking & Walking Trails Ocean Avenue and Cape Porpoise: Definitely bring your camera on this 8-mile ride or walk. Head out of Dock Square on Ocean Avenue with the water on your right. Ocean Avenue is heavily traveled so families with young children may want to take another route. You will be riding or walking parallel to the Kennebunk River, which takes you to a working fishing village with great vistas and traditional Maine fare. Kennebunk Beach: From Dock Square, go up the hill to the traffic light and take a left onto Beach Avenue. Also known as Mother’s Beach, there are short sections of soft sand and large granite rocks. Look for boats, lighthouses, and seashells. The winding boardwalk is perfect for bikes with children over 9. Bridal Path: Flat dirt path that parallels the Mousam River. This is an excellent ride for beginners and families. Park at Sea Road School on Sea Road for access. Wonderbrook Park: Muddy, hilly, technical loops of interconnected trails. They are short but fun and include some bridge and log crossings. This is best combined with a road ride because of the short distance. Located at 16 Plummer Lane, off Summer Street. Kennebunk Land Trust: The Kennebunk Land Trust also offers scenic spots for walking, hiking, and riding. Kennebunkport Conservation Trust, Gravelly Brook Road: Trails vary in length, width, topography, and use. Some are conducive to bird watching and viewing wildlife, others for hiking, biking, snowshoeing, and cross-country skiing.  Wells Reserve at Laudholm: Seven miles of easy to moderate trails. Trails are available year-round for hiking, snowshoeing, and cross-country skiing. Marginal Way Preservation Fund: One of New England’s only paved, public shoreline footpaths, this vacationland jewel spans a little more than a mile along a spectacular coast and connects Perkins Cove to Ogunquit Beach. Come for sweeping panoramic views of the Atlantic Ocean.  Eastern Trail: A 65-mile section of the East Coast Greenway stretching from Kittery to South Portland, has entrances in both Kennebunk (at Kennebunk Elementary School off Alewive Road) and Arundel (on Limerick Road). The trail is perfect for walking and cycling, as well as snowshoeing and cross-country skiing. The trail, which is approximately 10 feet wide, is also dog friendly. The Eastern Trail website includes more information, maps, and trail rules.
Maine South

History Buffs

Discover the historic neighborhoods of Maine, with delicious five-star restaurants, carefully preserved house museums, and gorgeous architecture. Read more about our top picks of where to eat, what to see, and where to fall back in time.  To Eat Mabel’s Lobster Claw: Classic Maine seafood restaurant and local landmark. Catch a glimpse of George and Barbara at dinner and get your lobster fix here! Arundel Wharf: Situated on a local landmark and former operating pier, Walker’s Wharf, the Arundel Wharf is a prime spot for sipping cocktails and gazing out at the Kennebunk River, from the comfort of an Adirondack Chair.  Maine Diner: A local landmark offering classic diner fare in an iconic setting – great for a leisurely breakfast!  To See Brick Store Museum: Exhibits, lectures and a collection of interesting and unique artifacts from life in The Kennebunks.  Kennebunkport Historical Society: Honoring and preserving the history of Kennebunkport at multiple locations. Be sure to visit White Columns, a Victorian era home and location of an extensive collection of First Family artifacts.  Ogunquit Museum of American Art: Unique art museum with galleries, gardens, and views, just a short walk to beautiful Perkins Cove.  To Do Seashore Trolley Museum: Visit the oldest and largest electric railway museum in the world, with a collection of over 250 transit vehicles. *Seasonal  Schooner Eleanor: All aboard this Maine-made schooner for a 2-hour trip highlighting Maine’s coast. Captain Woody built and sails the Eleanor, and has been doing so for more than 25 years. (behind the Arundel Wharf restaurant)  Ogunquit Playhouse: America's foremost Summer theatre producing high-quality professional musical theatre in a historic setting on the seacoast of Maine. * Seasonal  Wells Reserve at Laudholm: Boasting an iconic saltwater farmhouse, grand barn, and miles of nature trails, the Wells Reserve is a great place to bring a picnic lunch and enjoy the beautiful pastoral setting.  Goat Island Light: Photograph this iconic lighthouse that has been protecting Cape Porpoise harbor for nearly 200 years. The best place to photograph is on Cape Porpoise pier, where you can also have a tasty lunch at nearby Cape Porpoise Chowder House.  Intown Trolley Tour: Explore our coastal towns via old-fashioned trolley – a 45 minute narrated tour. 
Father and Child on Dock

Family Fun

For the young and young at heart, there's an abundance of things to do in Maine with kids! We’ve put together a list of family-friendly faves for your trip planning. Discover the Kennebunks through their eyes for once. Get Outside Mother’s Beach & Gooch’s Beach: These beaches are great for the whole family! Both have tide pools for exploration and there is a full playground adjacent to Mother’s Beach. Portable toilets available and lifeguard on duty June 15th – September 15th. Parking permits needed, or pay to park daily. Wells Reserve at Laudholm: Seven miles of easy to moderate trails loop through pristine woods and salt marsh. Trails are available year round for hiking, snowshoeing, and cross-country skiing.  Coastal Maine Kayak & Bike - Guided Tours/Rentals: Rent a kayak, paddleboard, or bikes to explore by sea or on wheels! Grab towels, chairs, and a beach pass from the Front Desk! Shopping Daytrip Jr.: Shop for toys, books, clothes – you name it! Adorable collection of must-haves for the kids. Dock Square  Kennebunk Toy Company: In case you’re in need of something new for the kiddos while you’re here!  Things to Do First Chance Whale Watch & Second Chance Lobster Cruises: Catch a glimpse of these wondrous creatures living off the coast of Maine, or learn all about “lobstering” with our captains! 207-967-5507 A. Smith Photography: Create lasting memories with professional shots of you on the beach or at a favorite spot!  Coast Encounters: Explore our rocky coast with a tide pool excursion – fun for the whole family! Your guide, Carol, comes to you!  Stuff You Might Need but Don’t Want to Bring Vacationing Baby: High-quality rental equipment for the traveling family.  Enjoy the vacation of a lifetime with all of our favorite things to do in Maine with kids.
Year-Round Activity

Living Well

If rejuvenation is what you’re in need of, embrace the fresh air and beauty of Maine with some of our favorite outdoor excursions. Allow yourself to surrender to the breathtaking outdoor, and fresh air of the Kennebunks.  Get Outside Aquaholics: Surf’s up! Book a lesson or rent a board and ride the waves off Gooch’s Beach!  Coastal Maine Kayaks (and Bikes & SUPs): Kayak, bike, scooter and SUP rentals, plus lessons, tours, and more!  Shopping New Morning Natural Foods: Organic Foods, Wine & Natural Pharmacy  Zen and Company: Unique gifts from around the world. Dining Bandaloop: Organic/Vegetarian/Vegan restaurant with an eclectic menu and inviting ambiance. *Seasonal - open daily in summer  Earth at Hidden Pond: Indulgent dining on exceptional cuisine featuring local, organic ingredients. *Seasonal - open daily in summer  50 Local: Fresh, local ingredients help comprise a delicious menu of seasonal dishes.  Yoga and Fitness Quest Fitness: Full-service, modern fitness center offering drop-in rates, classes, full-size pool, and more.  Village Yoga: Welcoming yoga studio offering yoga classes, reiki, massage, and acupuncture.  Get Out There Fitness: Hard core beach bootcamp classes held most mornings at Kennebunk Beach.  Spa The Tree Spa at Hidden Pond: Exclusive spa located at luxury resort, Hidden Pond. Treatments are given using products made with all natural ingredients.  Cottage Breeze Day Spa: Savor a relaxing massage, facial, or other indulgent treatments at this fantastic day spa.  Intriguing Offerings Family Acupuncture Center: Explore an array of services including facial renewal acupuncture, cupping, moxibustion, Gua Sha, Zen Shiatsu, and more. Healing Ways: Reiki, Reflexology & Massage    

Time for Two

Check out our local picks for romance and “time for two”! The Kennebunks are the perfect getaway for couples seeking the tranquility of nature, fresh seafood dinners, and lingering beach walks. Fall in love again in Maine! Get Outside Good Rocks Beach - Cape Porpoise, Kennebunkport: Three miles of soft sand with great views of Eastern Rocks & Timber Island. Stop into the Tides Beach Club for a cocktail while you’re there. No facilities. No lifeguard. Parson’s Beach: Off the beaten path and bordered on the north-east end by the Mousam River, this small beach is open to the public but the access crosses land that is privately owned. Tucked away from the busy port, Parson’s Beach is a quiet, hidden gem. Parson’s Way Shore Walk: This coastal walk offers wonderful views of the ocean and summer homes beginning at Colony Beach. Past St. Ann’s Church you will find Sprouting Rock & Blowing Cave before you come to Walker’s Point, the summer home of the Bush family. There are benches along the way to sit and take in the breathtaking view. Grab a beach pass, towels, and chairs from the Front Desk to make it an easy, breezy day.  Sunset The Marine Room at The Colony Hotel: Grab a drink and comfy couch on the patio, overlooking the glorious Atlantic – it’s the best place in town to catch the sunset!  Nighttime Vinegar Hill: The finest in national, regional, and local music talent throughout the summer and fall season.  Dining Guide Things to Do Aquaholics: Surfs up! Book a lesson or rent a board and ride the waves off Gooch’s Beach!  Intown Trolley Tour: Explore our coastal towns via old-fashioned trolley – a 45 minute narrated tour. 

Local Farms for Fall

Come spend autumn in Maine for picture-perfect activities such as apple picking, organic farmer’s markets, and running through pumpkin patches! Kids will love all the outdoor activities and you'll be right there to capture all of the rustic pictures for social media.  Spiller Farm: Pick your own apples, pumpkins, and veggies at this beautiful, 130 acre farm in Wells, ME, farmed by the Spiller family since 1894. Farm tour hay rides are also available on most Saturdays and Sundays - check the schedule before heading over.  McDougal Orchards: Pick your own or choose from a wide variety of hand-picked apples at this 7th generation farm. Conquer the corn maze, and walk down and say “hello” to the farm animals! On weekends, take a wagon ride through the orchard or the pumpkin patch, and then stop by Capt. Jack’s Donut Shack for freshly-made cider donuts, coffee, and hot mulled cider.  Snell Family Farm: Visit the Snell Family Farm this fall for apple picking. While you’re there, you can also shop in the farm store for veggies, sweet cider, other farm-grown fruit, jams, pickles, and treats made with farm ingredients. Peruse a greenhouse full of pumpkins of all shapes and sizes, gourds, mums and other fall décor.  Frinklepod Farm: Frinklepod Farm is a small, diversified, MOFGA certified organic farm that grows dozens of varieties of heirloom fruits and vegetables. Visit the farm store for seasonal produce, flowers, and other locally-made products. Open through mid-October.  Kennebunk Farmer’s Market: The KFM is a community ritual in Kennebunk. Every Saturday from 8 am to 1 pm, farmers, bakers, and craftsmen gather to offer seasonal, locally grown goods, including produce, meats, dairy, jams, baked goods, wreaths, and cut flowers. Open rain or shine from May 7 to November 19, 2016 - don’t miss it! 
Cozy Hot Drinks with Mittens

Winter Activities

Explore the Kennebunks blanketed under quiet snow and bursting with activity! Skate under the stars, join in the fun at winter carnivals, and sled down the hill to find hot chocolate waiting for you. Events Biddeford WinterFest: Enjoy free sledding in City Square, free ice skating tat Westbrook skating rink, dog sledding, ice sculptures, and nightly concerts! WinterFest is held at the beginning of February Sledding at “The Globe”: Come out for winter fun and warm drinks! Located at Three River Land Trust at 235 Swetts Bridge Road. Soup & Snow Stroll: Snowshoe or walk through the gorgeous winter wonderland, Mousam River Wildlife Sanctuary! Warm drinks, a cup of soup, and a sweet are waiting for you at the Boulangerie afterward. $15 per person and space is limited so call 207-985-8734 to reserve. Old Orchard Beach Winter Carnival: A top event with something for every member of the family, join the evening sledding party, morning character breakfast, ice bowling, pony rides, snowman making, marshmallow toasting, and Slippery Slope Pub Crawl! Held at the end of February annually. Snow Day at Wells Reserve: Strap on your snowshoes and join the race! This 3-mile snowshoe race includes a 200 M dash for adults and 100 M dash for kids. There’s also snowman building, sledding, bonfires, and more fun to be had at Wells! Snowshoe rentals available. Things to Do Harris Farm: Cross-country skiing every day from 9 AM – dusk. Showshoe and XC ski rentals available, BYO sled. Seacoast Adventure: Snow tubing lanes are open Thursday-Sunday. Enjoy lunch, dinner, or drinks at Deck House Tavern. Waterhouse Center Ice Skating: Open November through March. 8 AM – 9 PM Thursdays, 7 AM – 9 PM all other days. Warm drinks, a cup of soup, and a sweet to follow at the Boulangerie. The Rink and The Hill at Thompson’s Point: Elevate your day of ice skating and snow tubing with an adjacent warm-up room, heated lounge, and on-site food and alcohol vendors. Visit their website for themed nights and special events. Theatre at Portland Stage Company: The largest non-profit theater in Maine with a variety of programming. Maine Red Claws Basketball Games: Professional NBA Development League team affiliated with the Boston Celtics.