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Embrace the Great Maine Outdoors

Little compares to the beauty and grandeur of mid-coastal Maine, and our Oakland House property is the perfect place to start embracing the outdoor lifestyle: take a bracing drip in the waters of Penobscot Bay from the Oakland House’s private bathing beach, launch a kayak, canoe or a board and paddle the coastline, hike the trails up to Lookout Rock for a sweeping view reaching to the Camden Hills.  Sail or motor among the islands, checking out the seal ledges just minutes away.  Bike the trails.  Take a horseback ride, play tennis.  Our concierge staff is ready to outfit your adventure!

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We rent double and single ocean kayaks, life vests and paddles.  Guests can take self-guided trips that hug the coastline or request professionally-led tours of the bay.  Prepare to glide past marine life and loons and spy eagles and osprey in the skies above..


Explore our woodland and shorefront.  Request a map to our well-marked hiking trails that summit 250 feet above Eggemoggin Reach for a spectacular view of the bay and beyond.  Try to find the “fairy houses” enroute and perhaps bring a picnic to relax at the top.  Consider the expansive trails in nearby Blue Hill Mountain, Holbrook Island Sanctuary or Acadia National Park only an hour away.


Penobscot Bay is one of the choicest sailing destinations in the world.  Join the fun and arrange a trip aboard our Pearson Engine sailboat for a full or half-day charter, a captained excursion among the islands of Penobscot Bay.

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Horseback Riding

By arrangement with our nearby Robin Hood Camp, which has its own stable, take a trail ride around Oakland House property guided by an experienced equestrian.  We provide the riding helmets.

Bike Riding

The Oakland House has its own fleet of mountain bikes to rent and ride around the property or to take to Acadia National Park and its miles of off-road carriage paths through the most beautiful national park in the country.  This can be a guided trip or we can simply provide the equipment and transportation.


Nearby Robin Hood Camp makes available tennis courts, equipment – even a tennis professional for a workout or a lesson. 

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Rent one of our two-person canoes to launch in the ocean or nearby Walker Pond.  We provide life vests.


Rent one of our sturdy stand-up paddleboards, for use in the ocean or nearby Walker Pond.  We provide life vests.

Boating & Fishing

Arrange a trip aboard our Boston Whaler for a tour of the many islands and seal ledges of Penobscot Bay including the legendary osprey nest off Great Spruce Head.  Share the waters with hard-working lobster boats and three-masted schooners.  The prettiest view of the Maine coast is from the ocean.

We rent rods and tackle and can even arrange a guided fishing trip for half or full-day excursions to local ponds and river, by arrangement with an experienced guide.  You bring the camera!