Greater Portland & Casco Bay offer inns, resorts for a memorable romantic getaway

Portland has been named over and over among travel and lifestyle magazines as one of the nation's most beautiful and enjoyable small cities. Portland's wide range of hotels, inns, and resorts, combined with its Old Port restoration, art museum, great dining, and historic buildings, makes it a fine choice for a romantic weekend getaway. Hotels cover the gamut from small and cozy to urban and chic, with chances to nab a Jacuzzi at some locations.
Beach View - Inn at Diamond Cove - Portland, ME
Inn at Diamond Cove

22 McKinley Court Portland, ME, 04109 Phone: 207-805-9836

Romance is in the island air at this luxurious secluded inn overlooking Diamond Cove

Romance is all around you at the Inn at Diamond Cove, set on one of Maine’s loveliest Casco Bay islands. Just a short boat or ferry trip from Portland, this secluded jewel of an inn features deluxe condo accommodations (some with balconies) and a range of amenities including tennis courts, a heated outdoor pool and a fire pit. The island’s 193 acres of spectacular natural landscape means you’ll want to take a forest hike, plunk down on a sheltered beach or picnic by the water. The Diamond’s Edge Restaurant, overlooking Diamond Cove, is the perfect spot for a relaxing lunch or dinner on the deck. End your day by bringing your cocktails out to the lawn to watch one of the island’s spectacular sunsets.
Cozy Guestroom - Portland Harbor Hotel - Portland, ME
Portland Harbor Hotel

468 Fore Street Portland, ME, 04101 Phone: 207-775-9090

Romance is in the island air at this luxurious secluded inn overlooking Diamond Cove

Stay in the Honeymoon room at the Portland Harbor Hotel and experience a true romantic getaway. The room features a whirlpool spa tub and fireplace, the perfect way to relax together after dining al fresco in the hotel’s BlueFin restaurant, then enjoying a glass of wine by the fire pit. But all the rooms at this boutique hotel within walking distance to the vibrant Old Port district have luxurious amenities, from high-end bedding to sleek wood floors, cozy coastal themes and local artwork. Portland’s vibrant arts, shopping and foodie scenes make it a pleasure to explore together. Walk Old Port’s cobblestone streets, book a cruise or sail, visit a lighthouse, go kayaking or bring a picnic to popular East End Beach and watch the sun set. Please check our COVID policies and services page before booking your stay.