The 10 Best Luxury Hotels with Entertainment in Portland (2026)

Top Luxury Hotels with Entertainment Portland

The Press Hotel, Autograph Collection

The Press Hotel, Autograph Collection

Hotel
119 Exchange Street, Portland, ME 04101, USA
  • Historic Elegance
  • Culinary Delights
  • Exceptional Service
6 Baths 346.24 ft²
Longfellow Hotel

Longfellow Hotel

Hotel
754 Congress Street, Portland, ME 04102, USA
  • Romantic Break
  • Spa Breaks
  • Culinary Delights
11 Baths 351.29 ft²
The Francis Hotel

The Francis Hotel

Hotel
747 Congress Street, Portland, ME 04102, USA
  • Romantic Break
  • Total Relaxation
  • Boutique
8 Baths 333.68 ft²
The Tides Beach Club

The Tides Beach Club

Hotel
254 Kings Highway, Kennebunkport, ME 04046, USA
  • Romantic Retreat
  • Culinary Delights
  • Wellness Haven
1 Baths 223.35 ft²
The Grand Hotel

The Grand Hotel

Hotel
1 Chase Hill Road, Kennebunk, ME 04043, USA
  • Artworks
  • Romantic Break
  • Spa Breaks
1 Baths 234.12 ft²
The Nonantum Resort

The Nonantum Resort

Resort
95 Ocean Avenue, Kennebunkport, ME 04046, USA
  • Romantic Getaway
  • Total Relaxation
  • Culinary Delights
21 Baths 350.6 ft²
Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

Resort
208 Ocean Avenue, Kennebunkport, ME 04046, USA
  • Romantic Retreat
  • Wellness Escape
  • Culinary Delights
3 Baths 536.66 ft²
Cutty Sark Motel

Cutty Sark Motel

Hotel
58 Long Beach Ave, York Beach, 03910, USA
  • Beach Life
  • Romantic Break
  • Total Relaxation
12 Baths 150.69 ft²
Spruce Point Inn Resort and Spa

Spruce Point Inn Resort and Spa

Resort
88 Grandview Avenue, Boothbay Harbor, ME 04538, USA
  • Total Relaxation
  • Romantic Break
  • Eco break
2 Baths 604.73 ft²
The Hotel Portsmouth - Downtown

The Hotel Portsmouth - Downtown

Hotel
40 Court Street, Portsmouth, NH 03801, USA
  • Romantic Escape
  • Outstanding Location
  • Chic Comforts
10 Baths 436.53 ft²

Other cool accommodation lists for Portland:

Best Luxury Hotels that guests love in Portland

The Hotel Portsmouth - Downtown
40 Court Street, Portsmouth, NH 03801, United States of America
9.0
759 reviews
From $306
The Nonantum Resort
95 Ocean Avenue, Kennebunkport, ME 04046, United States of America
9.1
234 reviews
From $532
Spruce Point Inn Resort and Spa
88 Grandview Avenue, Boothbay Harbor, ME 04538, United States of America
8.6
113 reviews
From $523

Frequently Asked Questions

For a blend of luxury and entertainment, consider staying at The Press Hotel, Autograph Collection or The Francis Hotel. Both hotels are centrally located, providing easy access to Portland's vibrant arts scene, including theaters, galleries, and live music venues.

Food enthusiasts will love Longfellow Hotel, which features an on-site restaurant that celebrates local cuisine, and The Grand Hotel, known for its gourmet dining experiences. Both hotels provide easy access to Portland’s renowned food scene.

For a romantic getaway, check out Cape Arundel Inn and Resort, offering stunning coastal views and intimate dining, or Spruce Point Inn Resort and Spa, where you can enjoy luxurious spa treatments together amidst beautiful surroundings.

If breathtaking views are what you seek, The Tides Beach Club offers picturesque ocean vistas, while Cape Arundel Inn and Resort provides lovely harbor views from many of its rooms, perfect for a relaxing stay.

Experience the trendy side of Portland at The Press Hotel, Autograph Collection with its contemporary design and artistic flair, or The Hotel Portsmouth - Downtown, known for its eclectic style and vibrant atmosphere among locals and travelers alike.