Wake Up and Smell the Pancakes
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.
The Danforth Inn, 163 Danforth Street, danforthinn.com
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
Feast Your Eyes on Fries
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
Invest in a Stylish Souvenir
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
Take a Romantic Ferry Ride
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
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
Smorgasbords With a Scandinavian Flare
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
"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
Book Lovers' Delight
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
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
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
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
Eventide Oyster Co.,eventideoysterco.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
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
The Bearded Lady's Jewel Box, thebeardedladysjewelbox.com