Academy Playhouse
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Boston Harbor Hotel
Reviewed on Dec 29, 2025
The Colonnade Hotel Back Bay
Reviewed on Dec 27, 2025
Popular places to visit
Jonathan Young Windmill
Jonathan Young Windmill is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or seek out the hiking trails.
Skaket Beach
Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.
First Encounter Beach
Why not spend a lazy afternoon at First Encounter Beach during your trip to Eastham? Amble around the area's beautiful beaches or seek out the biking trails.
Edward Penniman House and Barn
You can spend an afternoon studying the exhibits at Edward Penniman House and Barn in Eastham. Stroll along the seaside or seek out the hiking trails.
Orleans Historical Society Meeting House Museum
You can spend an afternoon studying the exhibits at Orleans Historical Society Meeting House Museum in Orleans. Wander the beautiful beaches and seaside in this family-friendly area.
Addison Art Gallery
You can spend an afternoon browsing the exhibits at Addison Art Gallery in Orleans. Stroll along the beautiful beaches or seek out the hiking trails.
Best Lodging Options Near Academy Playhouse
Check availability on hotels close to Academy Playhouse
Walk to Town, Fully Renovated!
Olde Tavern Motel And Inn
Spacious 5-Bedroom Retreat in the Heart of Orleans, MA
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
Waterfront Fun at this Huge Family Estate!
Skaket Beach Motel
