Region
Greater Portland
Maine's biggest city and its archipelago of working islands — restaurants that punch well above their weight, a brewery on every other block, and the Casco Bay ferries to Peaks, Chebeague and beyond.
Destinations
Greater Portland destinations
Greater Portland
Portland
Maine's largest city - a working waterfront, Old Port cobblestones, and a food scene that punches well above its weight.
Greater Portland
Freeport
Flagship home of L.L. Bean, open 24/7 - outlets, a tidal river, and surprisingly good eating between the shopping.
Greater Portland
Cape Elizabeth
Home of Portland Head Light - Maine's oldest lighthouse - plus Two Lights State Park and the beach at Crescent State Park.
Greater Portland
Peaks Island
A 17-minute Casco Bay ferry ride from Portland - golf-cart rides, art studios, and a Civil War-era fort on the shore.
Greater Portland
Scarborough
Seven miles of barrier beaches, the Scarborough Marsh Audubon preserve, and Pine Point's lobster shacks minutes from Portland.
Greater Portland
Cumberland
Quiet agricultural suburb north of Portland - the Cumberland County Fair in September still runs tractor pulls and pie tables.
Greater Portland
Falmouth
Upscale Portland suburb on Casco Bay - Gilsland Farm Audubon, the Town Landing Market deli, and Mackworth Island walks.
Greater Portland
Harpswell
Three long peninsulas of lobster shacks, tidal coves, and the Basin - Maine's most southerly fjord - south of Brunswick.
Greater Portland
Yarmouth
Home of the world's largest rotating globe at DeLorme, a walkable Main Street, and the long-running Yarmouth Clam Festival.
Greater Portland
Gorham
University of Southern Maine hilltop campus, Shaw Park's waterfall, and Narragansett-2 Beach on nearby Little Sebago.
Greater Portland
Westbrook
Portland's working-class neighbor on the Presumpscot - Rock Row concerts, Saccarappa Park falls, and the Stroudwater Preserve.
Greater Portland
Windham
Little Sebago Lake beaches, the Mountain Division rail trail, and a suburban hub between Portland and Sebago Lake State Park.
Greater Portland
Buxton
Bonny Eagle Dam lake, Pleasant Point Park, and quick access to Portland and Sebago Lake from Route 202 westbound.
Greater Portland
Gray
Maine Wildlife Park - rehabilitated moose, bears, and bald eagles on show - plus Dry Mills and Cranwell Preserve access.
Greater Portland
New Gloucester
Sabbathday Lake Shaker Village - the last active Shaker community in the US - plus Pineland Farms pastures and cafes.
Greater Portland
North Yarmouth
Quiet northern Casco Bay town - the Royal River Preserve, Sligo Road horse farms, and the old-growth Wilkinson Reserve trails.
Hotels
Where to stay in Greater Portland
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Hotel
Freeport
Casa Alchimia
European-designed B&B in Freeport with exceptional breakfast, art-filled rooms, and gracious hosts. Walking distance to shops and restaurants.
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Hotel
Scarborough
Blue Doors By The Sea
Six-bedroom beachfront rental steps from Pine Point Beach. Full kitchen, parking, WiFi. Perfect for families and groups on the Maine coast.
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Hotel
York
Main Squeeze
Three-bedroom vacation home in York with fenced backyard, full kitchen, and pet-friendly policy. Steps from Short Sands Beach.
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Hotel
Freeport
Brewster House Bed & Breakfast
Historic Freeport B&B with exceptional hospitality, gourmet breakfast, and free parking. Perfect base for shopping and Portland day trips.
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Hotel
York
Beacon Retreat
Four-bedroom holiday home steps from Long Sands Beach in York. Full kitchen, fireplace, and private grounds ideal for families and groups.
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Hotel
York
Castle Rock
Waterfront four-bedroom holiday home in York with sea views, outdoor fireplace, and direct access to Short Sands Beach. Perfect for families and groups.
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Hotel
Scarborough
Charming Hideaway
Spacious private home in Scarborough with lake views, hot tub, and beach access. Perfect for families seeking a retreat near Portland.
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Hotel
Portland
Peaceful Oasis on Munjoy Hill
Spacious 3-bedroom apartment on Portland's East End. Free parking, full kitchen, steps from beaches and downtown. 9.7/10 from recent guests.
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Hotel
Portland
Pearl of Portland
Beautifully renovated two-bedroom apartments in Portland's walkable East End. Full kitchens, laundry, parking. 9.7/10 from guests.
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Hotel
York
Shimmering Seaview
Two-bedroom apartment steps from Long Sands Beach in York. Full kitchen, sea views, private entrance. Perfect for couples and families. 9.7/10 guest rating.
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Hotel
York
Coastal Gem
Four-bedroom vacation home steps from Long Sands Beach in York. Perfect for families and group getaways with full kitchen and outdoor space.
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Hotel
Portland
The Cushman
Spacious 3-bedroom townhome in Portland's West End. Full kitchen, private entrance, steps from Victoria Mansion and downtown. Ideal for families and groups.
Restaurants
Where to eat in Greater Portland
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American
Portland
Wharf Street Yacht Club
Dive bar energy meets craft cocktails on Portland's waterfront. Happy hour bites, strong drinks, vegan options. Open Wed–Sun on Wharf Street.
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Contemporary American
Portland
Fore Street
Wood-fired contemporary American in Portland's Old Port. Daily-changing menu of local seafood, farm vegetables, and meats. James Beard-recognized since 1996.
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Bistro
Portland
Isa Bistro
Award-nominated chef Isaul Perez serves inventive seasonal bistro fare - eggplant lasagna, lobster tostada, sole - in a cozy Portland room. Reservations essential.
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Indian
South Portland
Taj Indian Cuisine
Award-winning Indian restaurant in South Portland with handcrafted cocktails, a celebrated lunch buffet, and outdoor igloos. James Beard semifinalist.
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Farm-to-table
Portland
Bread & Friends
Michelin-level farm-to-table dining in a casual bakery setting. Grilled oysters, duck, harissa carrots & house-baked bread. Dinner Thu–Sun, brunch daily.
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American
Scarborough
Dunstan Tap and Table
Elevated pub food, craft beers, and wood-fired pizza in Scarborough. A lively neighborhood spot perfect for families, groups, and date nights near Portland.
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Sushi & Seafood
Portland
Mr. Tuna
Fresh Gulf of Maine tuna and inventive sushi in Portland. Chef Jordan Rubin's casual sushi bar earns Food & Wine #6 ranking and James Beard recognition.
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Northern Italian
Portland
Solo Italiano
Northern Italian restaurant in Portland led by Chef Paolo Laboa. Handmade pasta, fresh seafood, and an all-Italian wine list. Perfect for special occasions.
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Chinese (Cantonese + creative)
Portland
Lucky Cheetah
Underground fine-dining Chinese in Portland with creative dim sum, craft cocktails, and exceptional service. Champagne pairings and a sexy atmosphere.
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Contemporary American
Portland
David's Restaurant
Award-winning chef David's in downtown Portland serves contemporary American cuisine with Maine seafood, housemade pasta, and famous meatloaf in a casual-elegant setting.
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Italian-American
Portland
Benny's
Philly-inspired Italian-American comfort food in Portland's Arts District. Chicken parm, cheesesteak, and tiramisu. Reservations essential.
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Mexican
Portland
Bird & Co.
Best tacos in Portland at Woodfords Corner. Creative fillings, margaritas, full vegan menu, brunch. Casual neighborhood gem under $30. Reserve ahead.