Eastern Promenade Trail
Scenic multi-use trail along Portland’s eastern waterfront with sweeping views of Casco Bay and its islands. Connects East End Beach to the historic Fort Allen Park. Popular for walking, cycling, […]
Eventide Oyster Co.
One of America’s best seafood restaurants, famous for innovative takes on New England classics — especially the brown butter lobster roll on a steamed bun. Raw bar, oysters, and creative […]
Fore Street
James Beard Award-winning landmark restaurant with an open kitchen centered on a wood-burning oven, spit, and grill. Locally sourced ingredients prepared with simplicity and mastery. Reservations essential. Address: 288 Fore […]
Fort Williams Park & Portland Head Light
Cape Elizabeth’s spectacular park featuring the iconic Portland Head Light — Maine’s oldest lighthouse, commissioned by George Washington. Walking trails, picnic areas, and one of New England’s most photographed views. […]
Portland Harbor Hotel
Contemporary waterfront hotel close to the Old Port with spacious rooms, fitness center, and BlueFin North Atlantic Seafood restaurant. Prime location for exploring Portland’s historic district. Address: 468 Fore Street, […]
Portland Museum of Art
Maine’s premier art museum with an outstanding collection of American, European, and contemporary art. Significant holdings of Maine artists including Winslow Homer, Andrew Wyeth, and Edward Hopper. Address: 7 Congress […]
Portland Regency Hotel & Spa
Charming heritage property in the heart of the Old Port district. Opulent rooms with fireplaces and marble bathrooms, wellness center with steam room, sauna, and hot tub. Address: 20 Milk […]
The Press Hotel
Stylish boutique hotel in the former Portland Press Herald building with press-themed decor. Historic Old Port location with modern rooms, lobby bar, and Union restaurant. A Portland landmark. Address: 119 […]
Twelve
Chef Colin Wyatt’s (formerly of Eleven Madison Park) acclaimed restaurant in the restored Portland Company complex. Seasonal prix-fixe menus celebrating Maine’s finest ingredients. Special occasion dining. Address: 94 Fore Street, […]
Victoria Mansion
One of the most ornate Victorian-era houses in America, built between 1858 and 1860. Lavish interiors with original furnishings, frescoes, and stained glass — a National Historic Landmark. Address: 109 […]
Earth at Hidden Pond
Award-winning farm-to-table restaurant at Hidden Pond Resort, celebrated nationally by Town & Country and Harper’s Bazaar. Chef’s seasonal menus using produce from their organic on-site farm. Address: 354 Goose Rocks […]
Hidden Pond Resort
Luxury woodland resort on 60 acres with two pools, a treetop spa, and Earth at Hidden Pond restaurant. Birch grove cottages, organic farm, and minutes from Goose Rocks Beach. Address: […]
Kennebunk Beach
Three connected beaches — Mother’s Beach, Middle Beach, and Gooch’s Beach — offering warm(ish) Maine waters, beautiful walking, and classic New England summer fun along Beach Avenue. Address: Beach Avenue, […]
Nonantum Resort
Grand historic Kennebunkport resort on the Kennebunk River offering waterfront dining at Latitudes with live music, Heckman’s Pub, and a full range of amenities. Open to the public for dining. […]
Ocean Restaurant at Cape Arundel Inn
Gourmet dining with an extraordinary view of Walker’s Point and the Bush compound. Sophisticated menu featuring local seafood prepared with elegance. Go before dark for the full ocean view. Address: […]
Walker’s Point — Bush Family Compound
The famous oceanfront summer home of the Bush family, visible from Ocean Avenue. Not open to the public, but a classic Kennebunkport landmark best viewed from the road or by […]
White Barn Inn & Spa
Maine’s legendary luxury inn with 25 exquisite rooms and an award-winning restaurant set in two beautifully restored barns. The gold standard of Kennebunkport hospitality since the 1820s. Address: 37 Beach […]
Southern Maine is the state’s most visited region, and for good reason. Portland has exploded onto the national culinary scene with a restaurant-per-capita ratio that rivals any city in America. Just down the coast, Ogunquit and Kennebunkport offer picture-perfect beaches, historic inns, and a slower pace that draws visitors back year after year. Whether you’re strolling Perkins Cove, exploring the Old Port, or watching the surf at Ogunquit Beach, Southern Maine delivers.
