Steeped in history and brimming with charm, the Old Port district in Portland, Maine, is a treasure trove of unique experiences. From cobblestone streets lined with Victorian-era buildings to the picturesque waterfront, the Old Port is a testament to Maine’s rich maritime history. But the allure of the Old Port doesn’t end with its scenic beauty and historic charm. The district is also home to some of the most enchanting hotels in Maine, each offering a unique blend of history, luxury, and Maine hospitality. This guide will take you on a journey through some of these captivating establishments, helping you discover the perfect place to stay during your visit to the Old Port.

The Press Hotel

Nestled in the heart of the Old Port, The Press Hotel is a boutique hotel that pays homage to its past as the former home of the Portland Press Herald, the state’s largest newspaper. The hotel’s design is a nod to its journalistic history, with typewriters and other vintage newspaper memorabilia adorning the lobby and guest rooms.

  • Location: 119 Exchange Street, Portland, ME 04101
  • Amenities: Fitness center, meeting rooms, complimentary Wi-Fi, pet-friendly accommodations
  • Dining: Union restaurant, serving farm-to-table cuisine, and the Inkwell Bar, offering craft cocktails and light bites

Portland Harbor Hotel

Located just steps away from the waterfront, the Portland Harbor Hotel offers a luxurious retreat in the heart of the Old Port. The hotel features elegantly appointed rooms and suites, a beautiful garden courtyard, and a complimentary shuttle service to local attractions.

  • Location: 468 Fore Street, Portland, ME 04101
  • Amenities: Fitness center, meeting rooms, complimentary Wi-Fi, complimentary shuttle service, pet-friendly accommodations
  • Dining: BlueFin North Atlantic Seafood, serving fresh, locally sourced seafood

The Westin Portland Harborview

Perched atop Congress Street, The Westin Portland Harborview offers stunning views of the Portland skyline and Casco Bay. The hotel, which opened in 1927 as the Eastland Park Hotel, has been beautifully restored to its original grandeur.

  • Location: 157 High Street, Portland, ME 04101
  • Amenities: Fitness center, spa, meeting rooms, complimentary Wi-Fi
  • Dining: C2 (Congress Squared), serving contemporary American cuisine, and the Top of the East rooftop lounge, offering panoramic views of the city

The Portland Regency Hotel & Spa

Housed in a historic armory building, The Portland Regency Hotel & Spa offers a unique blend of 19th-century charm and modern luxury. The hotel features a full-service spa, a fitness center, and a rooftop hot tub with views of the Old Port.

  • Location: 20 Milk Street, Portland, ME 04101
  • Amenities: Full-service spa, fitness center, meeting rooms, complimentary Wi-Fi
  • Dining: Twenty Milk Street, serving New England cuisine, and the Armory Lounge, offering cocktails and light fare


Whether you’re drawn to the Old Port’s maritime history, its vibrant dining scene, or its unique shopping opportunities, these enchanting hotels offer the perfect base from which to explore all that this charming district has to offer. Each hotel offers its own unique charm and a range of amenities to ensure a comfortable and memorable stay. So, the next time you plan a trip to Maine, consider staying in one of these captivating establishments in the heart of the Old Port.

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