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The best area to stay in Harpswell is the mid-coast region, particularly around the villages of Orr's Island and Bailey Island, for their quintessential Maine coastal experience.


Orr's Island offers a classic New England village feel, with stunning ocean views and easy access to local seafood shacks and small shops. It's connected to the mainland by a short bridge, making it convenient while still feeling secluded. The island is known for its rugged coastline and opportunities for kayaking and exploring tidal pools. It's an excellent choice for couples looking for a peaceful retreat with beautiful scenery.


Bailey Island, just across the iconic Cribstone Bridge from Orr's Island, provides a similar coastal charm but with a slightly more active feel due to its working harbour. Here, you'll find lobster boats, fishing charters, and a selection of local eateries serving fresh catches. The island offers walking trails with magnificent ocean vistas, including the famous Giant's Stairs, a geological formation where waves crash dramatically against the rocks.

The best time to visit Harpswell is during the summer months, from June to August, when the weather is warm and sunny, great for enjoying the coast.


During this period, you'll find all the local businesses, lobster shacks, and attractions fully open. The days are long, allowing for extended outdoor activities like kayaking, boat tours, and exploring the many islands and coves. It's an ideal time for couples looking for a relaxed, scenic getaway, or families wanting to enjoy the beaches and ocean activities.


For those preferring a quieter experience with fewer crowds and pleasant, crisp weather, late spring (May) or early autumn (September to early October) are also excellent choices. The autumn foliage can be particularly stunning along the coastline, offering a different kind of beauty.

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Harpswell.

One Key™—Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Harpswell hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Harpswell often vary, but you can find a great deal from AU$125 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.