Vacation at a historic hotel, inn, or resort when visitng Maine

The Inn at Diamond Cove does more than celebrate its history — the island retreat has repurposed it. The captivating sanctuary was once the site of Fort McKinley, part of the nation’s coastal defense system toward the end of the 19th century. Today, its former barracks are now the inn; its post exchange is now a fitness room; the McKinley Grove, overlooking the cove, is now the site for breathtaking wedding ceremonies. Even the creative cocktails at the Lobby Bar + Cafe are named for the fort’s former batteries. One thing hasn’t changed, though: You still get to the island via boat, today a short scenic cruise from Portland, ME’s Old Port district. Inn amenities include bike and kayak rentals, a yoga studio, tennis courts, heated outdoor pool, game room and fire pit.

Visit our sister property - Portland Harbor Hotel

Now through April 30, 2025 - Enjoy a complimentary 3rd night when you stay two consecutive nights midweek with a check-in of either Sunday, Monday or Tuesday.

You’ll feel like a part of history when you stay at 16 Bay View. Located in the heart of bustling Camden, ME, just footsteps from its scenic harbor, the luxury hotel was transformed from a 100-year-old industrial brick building into a one-of-a-kind 21-room hotel. You can still see some of the exposed original brick in a select few suites, with massage tubs, double-sided gas fireplaces and harbor views. Travel back to a more relaxing time in the Vintage Room, to enjoy small plates and signature cocktails by the fire. Or head up to The View, Camden’s iconic rooftop bar and restaurant, with stunning water and park views. Accommodations come with an expansive continental breakfast and passes to the local YMCA, with an indoor pool and rock-climbing wall. Recently named a AAA 4-Diamond Award-winning hotel!

Visit our sister properties - Lord Camden Inn - Grand Harbor Inn - Rockport Harbor Hotel

The romantic Inn at Tanglewood Hall has its origins in the 1880s, when it was built as a summer cottage for Chicago lumber baron Alexander Coburn Soper and his wife, Mollie Eliza Pope. The bed-and-breakfast inn, a York, ME Historical Society Decorator Showcase in 1994, has been restored to its 19th-century grandeur, with six exquisite guest rooms, a wraparound veranda, grand staircase and gorgeous woodland gardens with whimsical fountains. Period antiques can be found both downstairs and in classic rooms and suites, all with gas or electric fireplaces, silky sheets and room to stretch out and plan your day on the nearby beach, in the seaside village or engaging in coastal activities from sea kayaking and harbor cruises to beachside arcades and concerts.

Black Point Inn has welcomed guests to Maine’s stunning coastline since 1878. The last remaining grand hotel on Prouts Neck, this beautifully restored Inn enjoys a stunning oceanfront setting, surrounded by the sea, sand & cliff on three sides with panoramic views of Old Orchard Beach, Saco Bay, and the Atlantic Ocean. Its 25 uniquely furnished rooms and suites offer ocean views, private decks, and spacious layouts. Guests can unwind by the geothermal heated outdoor pool, explore the shoreline by kayak or bike, enjoy exclusive access to the private beach club, or sip wine while taking in panoramic views from Adirondack chairs on the lawn. The onsite restaurant, The Chart Room, serves fresh, locally inspired cuisine with breathtaking waterfront scenery. Located close enough to Portland, ME to enjoy the energy of a bustling tourist town, yet secluded enough to rest one’s mind, there’s no wrong way to make memories at Black Point Inn.

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