48 Hours in Portland, Sweet-Style

How do you take full advantage of everything Portland has to offer in only two days? By perfectly balancing all the food, drinks, and culture with this handy itinerary, of course! Prepare to screenshot.

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10 a.m

Wake Up and Smell the Pancakes

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Staying at The Danforth Inn means waking up under the covers of an incredibly fluffy bed in a stylishly renovated house from 1823, and walking downstairs to one of the finer dining experiences you'll ever encounter from an inclusive breakfast. The menu changes daily, and while there's literally no way you can go wrong, we hope you luck out with their exquisite blueberry pancakes with lemon butter, or their spiced oatmeal with cinnamon coconut cream and palm sugar, or just, you know, their lobster eggs benedict with sambal hollandaise. Fair warning: you may need to head back to bed after.

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The Danforth Inn, 163 Danforth Street, danforthinn.com

12 p.m.

It's Five O'Clock Somewhere

Start your Saturday off right with a tour of Portland's Allagash Brewery. The journey begins in the tasting room, and continues on through the brewhouses, fermentation area, and kegging and bottling space before ending in their Wild Barrel Room. Complete the tour with a guided tasting of the day's four-beer line-up, and then continue on your merry way, leaving with a little more knowledge about handcrafted, Belgian-inspired beer than when you came and maybe a bit of a buzz, too.

Allagash Brewery, 50 Industrial Way, allagash.com

1:30 p.m.

Feast Your Eyes on Fries

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Come for the fries, stay for the milkshakes. Duckfat is a cozy panini shop that leaves you no choice but to order almost everything on the menu. We recommend the classic Belgian fries (local Maine potatoes fried in—you guessed it—duck fat), served with truffle ketchup, a sea-salted-caramel milkshake, and the slow-roasted pulled-pork cubano panini.

Duckfat, 43 Middle Street, duckfat.com

3:45 p.m.

Invest in a Stylish Souvenir

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It's not every day you stumble across a store and genuinely want every single thing in it, but that, for better or for worse, is the way with Judith. A concept shop located in Portland's historic Old Port, Judith specializes in women's contemporary clothing, accessories, and design objects.

Judith, 3 Market Street, shopjudith.com

5 p.m.

Take a Romantic Ferry Ride

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You can't go to Maine without taking advantage of the sea, so you may as well kill two birds with one stone and watch the stunning sunset while on a boat. Rides run daily and last about three hours, so you can sit back, relax, and watch the stars come out.

Sunset Run Cruise, 56 Commercial Street, cascobaylines.com

8:30 p.m.

Dig Into Small Plates and Craft Cocktails

If your ideal meal consists of a satisfying glass of red wine, various small plates to share with friends, and exceptional plating, do not miss Central Provisions. The tapas-style restaurant features a mouthwatering array of dishes, and we can personally recommend the smoked carrots with cinnamon, house goat cheese and pistachio; the burrata cheese with watercress pesto, apricot, honey, and crispy pork; or (and?) the suckling pig with apple, brown butter, and marcona almonds.

Central Provisions, 414 Fore Street, central-provisions.com

10:30 p.m.

Smorgasbords With a Scandinavian Flare

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End your (very long, food-filled) day at The Portland Hunt + Alpine Club. Known for having some of the best cocktails in town, it's the best place for a nightcap before hitting the pillow for another (very long, food filled) day tomorrow.

The Portland Hunt + Alpine Club, 75 Market Street, huntandalpineclub.com


12 p.m.

"100 Noodle" Brunch

Pai Men Miyake, Japanese for "100 Noodles" is one of those places you should go when you wake up late on a Sunday, absolutely ravenous. It focuses on ramen with rich broths of pork, chicken, and vegetables, which is to say: any rumbling and grumbling will immediately be assauged.

Pai Men Miyake, 188 State Street, miyakerestaurants.com

1:30 p.m.

Book Lovers' Delight

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Whether you're looking for a guide map of Portland, a good vacation read, or tschotskes to bring home to friends, Sherman's has you covered. The shop is conveniently located smack dab in the middle of the hustle and bustle of downtown Portland, so you can grab a potato donut from The Holy Donut after without even having to cross the street.

Sherman's Books & Stationery, 49 Exchange Street, shermans.com

3 p.m.

Coffee Break!

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Every city has its hip and trendy coffee spot, and Portland's is Tandem Coffee. Located in an old gas station from the 1960s in the West End, the coffee shop has all the baked goods and coffee drinks you could need on a summer Sunday afternoon. And if you show up in Portland and forget its name don't worry—it's the first place any local will recommend for coffee, so just ask somebody. Literally, anybody.

Tandem Coffee, 122 Anderson Street, tandemcoffee.com

4 p.m.

Hunt for Trinkets

The sustainable food at Fore Street is critically acclaimed for a reason: it's positively unforgettable. The tables surround a brick-and-soapstone hearth with a wood-burning oven, grill, and turnspit, so you can watch your meals being prepared while you munch on warm bread and butter. The pan-seared scallops are a must, as is their mushroom-stuffed ravioli—just be sure to leave room for dessert. Our recommendation? The decadent chocolate soufflé cake.

Fore Street Restaurant, 288 Fore Street, forestreet.biz

8 p.m.

Sunday Funday Vibes

End your weekend on a high note with a show at Port City Music Hall. The music venue hosts some of the nation's best touring bands like Okkervil River, Best Coast, and Unknown Mortal Orchestra in an intimate setting, so you can get up close and personal with your favorite bands. Rock on.

Port City Music Hall, 504 Congress Street, portcitymusichall.com

Honorable Mentions


Miyake, miyakerestaurants.com

Lolita, lolita-portland.com

Eventide Oyster Co.,eventideoysterco.com

Piccolo, piccolomaine.com

Slab, slabportland.com

El Corazon, elcorazonfoodtruck.com


Coast City Comics, coastcitycomics.com

Portland Architecture Salvage, portlandsalvage.com

Enterprise Records, enterpriserecords.net

2 Note, 2notehudson.com

Leroux Kitchen, lerouxkitchen.com

Portland Dry Goods, portlanddrygoods.com

Portland Flea-for-All, portlandfleaforall.com

Things to Do

Lobster Cruise, luckycatch.com

Victoria Mansion, victoriamansion.org

Women Modernists in New York exhibit at the Portland Museum of Art, portlandmuseum.org

Portland Observatory, portlandlandmarks.org

International Cryptozoology Museum, cryptozoologymuseum.com

Kayaking, portlandpaddle.net


Novare Res Bier Cafe, novareresbiercafe.com

Sonny's Portland, sonnysportland.com

The Porthole, portholemaine.com

The Thirsty Pig, thirstypigportland.com

Cocktails from Union, unionportland.com

Vena's Fizz House, venasfizzhouse.com

Bramhall, bramhallme.com

The Bearded Lady's Jewel Box, thebeardedladysjewelbox.com

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