Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways grass tree outdoor leaf Nature autumn vegetation flora plant Garden deciduous branch shrub biome landscape temperate broadleaf and mixed forest maple tree spring woodland grove botanical garden yard maple
Weekend Getaways

Your Fall Weekend Guide to New England

New England may be all but ignored for three-quarters of the year, but each fall it gets its due recognition as leaf peepers infiltrate every corner of the region’s six tiny states. More than just fiery foliage and quaint villages, Maine, Vermont, Massachusetts, New Hampshire, Connecticut, and Rhode Island have a lot to offer in the way of culinary know-how, boutique stays, and autumnal cocktails. Here, a handful of the venues on our must-see list, as well as our take on what to wear while you’re in the neighborhood (and no—we’re not suggesting a stereotypical North Face fleece).

aerial Boutique Hotels Dining Eat Fall fine dining food Food + Drink gourmet Hotels Outdoors + Adventure plates Weekend Getaways wine table plate dish meal produce wooden fish vegetable lunch cuisine mussel Seafood
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways tree outdoor Bird water bird grass duck ducks geese and swans waterfowl livestock field Garden goose beak plant lush
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways indoor person dish floor food cuisine meal produce breakfast asian food
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways ground food meal dish outdoor plate brunch tableware cuisine breakfast lunch finger food dishware asian food recipe appetizer
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways indoor floor shelf wooden room ceiling wood furniture Bar interior design Design
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways plate dish food white appetizer cuisine vegetable garnish vegetarian food salad finger food canapé hors d oeuvre recipe arranged piece de resistance
1

EAT

Drifter's Wife, Portland, ME

Peter and Orenda Hale’s East Bayside spot is a wine bar first and foremost. But aside from hand-harvested, all natural vino, Brooklyn-esque Drifter’s Wife serves up some mean seafood. The menu changes daily, but you’ll find dishes like black bass topped with watermelon, creme fraiche, and mint, and hake with eggplant, cherry tomatoes, and radicchio.

Craigie on Main, Cambridge, MA

Just across the Charles from Boston, Craigie on Main whips up seasonally-inspired tasting menus with courses like prosciutto-cured yellowfin tuna and roasted local eggplant. Though every dish comes straight from James Beard award-winning chef Tony Maws, his pièce de résistance is the off-menu, grass-fed burger which has enjoyed its unwavering status as one of Boston’s best since it hit the scene in 2009.

Oberlin, Providence, RI

Chef Benjamin Sukle first showcased his fine-dining expertise with intimate, tasting-menu-only Birch. But in 2016, he built off of his success there by opening 50-seater Oberlin, a seafood-centric wine bar. Drop by for killer dishes like raw mahi mahi with olive oil and lemon, and potato gnocchi with shellfish and chives.

The Restaurant at Winvian Farm, Morris, CT

The Restaurant at Winvian Farm does the farm-to-table trend one better with seed-to-table dining as they source fresh ingredients from their own organic gardens. Meals here are cozy as they come—rotating seasonal dishes like Guinea hen tortellini, roasted rabbit, and asparagus salad are accompanied by roaring fires in the spot’s candlelit 18th-century dining rooms.

RELATED: 8 Great Weekend Getaways in New England
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways indoor floor wall room Living living room interior design home Suite real estate furniture window estate house area decorated
Boutique Hotels Country Exterior Fall Food + Drink Hotels Outdoors + Adventure Romance Trip Ideas Weekend Getaways tree outdoor grass sky estate house building Garden home flower mansion château lawn manor house cottage bushes surrounded
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways window function hall building restaurant estate banquet table outdoor structure interior design Resort stone colonnade
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways sofa indoor Living room ceiling floor living room property home estate house interior design recreation room furniture mansion real estate Suite Design vehicle cottage decorated
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways tree outdoor grass sky Nature leaf cloud field landmark building hill highland rural area Farm dawn grassland morning landscape autumn evening meadow mountain atmosphere horizon sunlight green national park meteorological phenomenon dusk plain mount scenery afterglow Sunset prairie computer wallpaper pasture lush
Boutique Hotels Country Drink Fall Food + Drink Hotels Lounge Outdoors + Adventure Romance Trip Ideas Weekend Getaways indoor room floor Living living room Lobby estate recreation room home interior design mansion furniture
2

SLEEP

Cliff House, Cape Neddick, ME

Drink in Atlantic Ocean views from the clifftop perch of this design-led, southern Maine inn. Far from fishing nets and fake lobsters, the influence here is less New England kitsch and more Scandinavian (think: fresh white paint, wooden floors, and clean lines). When you’re not parked in front of the fireplace, taking a dip in the heated pool, or enjoying a sumptuous spa treatment, it’s worth the short trip—we’re talking minutes—down to Ogunquit beach.

Wheatleigh, Lenox, MA

Built in 1893, the 16th-century, Florentine palazzo-style Wheatleigh was once the summer cottage of a Count and Countess. Now, rather than hosting Gilded Age parties, the 380-acre estate welcomes guests with cushy rooms, a wine cellar, and an eponymous park designed by Frederick Law Olmstead—the very dude behind NYC’s Central Park.

The DEAN, Providence, RI

Check in at this Downcity 52-room boutique and you’ll be treated to fluffy white duvets, modern minimalist fixtures, vintage artwork, and custom ironwork. If you’re down to socialize with other guests, grab an artisanal latte from Bolt Coffee and hang out in the lobby; chat over candlelit cocktails in the Magdalenae Room; or get rowdy with some karaoke at The Boombox.

Grace Mayflower Inn & Spa, Washington, CT

Just two hours out of NYC, this country escape is tucked away on 58-tidy-acres of garden and woodland in quiet Washington, Connecticut. With one of New England’s best spas, you’d be sorry to miss out on a treatment between grabbing a locally-sourced regional dish at the Mayflower Dining Room and unwinding in your light-filled romantic room.

Omni Mount Washington Resort, Bretton Woods, NH

When in New Hampshire, work your way upstate to the Omni Mount Washington Resort. The grand dame—which debuted back in 1902—keeps its interiors as cozy as its mountain setting. Expect roaring stone fireplaces, great halls with vaulted ceilings, marble baths, and four poster beds.

Twin Farms, Barnard, VT

When it comes to stays at all-inclusive Twin Farms, whether you opt for a guestroom, cottage, private lodge, or farmhouse, you’ll find plush feather beds, down pillows, and perks like complimentary unpacking services and same day laundry. The intimate mountain hideaway—hugged on all sides by wildflower meadows and hardwood forests—is an ideal Vermont base.

RELATED: Northeast Vacations: The 9 Cutest Towns for Your Trip
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways table indoor Drink glass cocktail non alcoholic beverage dessert cocktail garnish food flavor
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways building outdoor brick Town facade neighbourhood house City window door brickwork
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways table indoor Drink dessert non alcoholic beverage flavor cocktail sweetness food frozen dessert cocktail garnish
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways building person crowd people public space scene City market marketplace group street fun recreation restaurant dining room
3

DRINK

The Wallingford Dram, Kittery, ME

Maine’s cocktail culture got a much needed kickstart when the Wallingford Dram opened up shop in 2015. The Kittery watering hole offers beer and wine, but the five-page cocktail list is where things get interesting. Our pick goes to the Old Brown Turkey—a laundry list of a drink that includes bourbon, honey-fig liqueur, malt, pineapple, lemon, cardamon, chili, bitters, and apple coconut foam.

Eastern Standard, Boston, MA

This buzzy Kenmore Square brasserie and bar has been kicking for more than a decade, but that hasn’t put a damper on its popularity. Whether you settle into a red leather booth or saddle up to the marble bar, you’ll find an extensive cocktail list including fall specialities like previous years' Bodhi Tree, a combo of house-made fig vermouth, Lemon Hart 151 Demerara Rum, allspice, and orange. (Stay tuned for this season's updated options.)

The Black Trumpet Bistro & Wine Bar, Portsmouth, NH

If romantic and unassuming is what you’re after, Portsmouth has a few options. First on our list is Black Trumpet, a family-owned brick warehouse turned wine bar that overlooks the city’s historic harbor. Though the multi-page wine list can be distracting, don’t miss international bites from chef evan Mallett, a James Beard award semifinalist, while you're at it.

The Malted Barley, Westerly and Providence, RI

Craft beer and gourmet pretzels are a combination we’ll never tire of, and when in Rhode Island, low-key Malted Barley knows how to provide. Swing by the OG Westerly locale, or opt for the downtown Providence outpost—either way, regional drafts (and flights), sweet and savory pretzels, and foosball are on the menu.

RELATED: 7 Charming New England Towns We Love
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways sky outdoor grass water habitat Nature landform wilderness tree natural environment ecosystem horizon season Coast mountain leaf autumn overlooking hill cliff landscape Sea Sunset ridge sunrise terrain flower plant grassy lush hillside rock distance megalith highland
Boutique Hotels Fall fall colors Fall leaves fall season Food + Drink Forest Hotels landscape Mountains Natural wonders Nature Outdoors + Adventure reflection River shore trees Weekend Getaways woods outdoor tree sky grass wilderness ecosystem season autumn leaf mountain Lake morning plant woodland pond flower bushes hillside surrounded wooded highland
Boutique Hotels Fall Food + Drink Girls Getaways Hotels Outdoors + Adventure Trip Ideas Weekend Getaways ceiling floor indoor Living room window property building house estate home Architecture real estate furniture Villa interior design wood cottage Design living room area farmhouse backyard outdoor structure stone
Boutique Hotels camping Fall Food + Drink hike hiker hills hilltop Hotels mountain range mountain tops Mountains Natural wonders Nature Outdoors + Adventure Sport trees valley views water Weekend Getaways sky outdoor mountain mountainous landforms landform wilderness geological phenomenon hill ridge fell loch Lake plateau mountain pass cliff Adventure fjord walking terrain trail panorama hillside rock
Boutique Hotels Fall Food + Drink Hotels Outdoors + Adventure Weekend Getaways train mountain grass outdoor sky track transport Nature rail transport tree rolling stock leaf plant autumn highland hill traveling mountain range rural area vehicle landscape national park railroad car locomotive alps lush hillside colorful engine Boat
4

SEE + DO

Vermont Icelandic Horse Farm, Moretown, VT

Mad River Valley is a New England must-see—especially come autumn when blazing foliage floods the valley and the air is crisp. Take to quaint backroads, sleepy meadows, and Green Mountain slopes on a trail ride atop a shaggy Icelandic horse. Riders of all experience levels can be accommodated.

Mount Washington Cog Railway, Bretton Woods, NH

In 1869, New Hampshire’s Mount Washington Cog Railway made history as the first mountain climbing train in the world. Today, visitors can chug up the mountain on a three-hour, round-trip ride to take in 360 degree views of NH backcountry as it lights up in fiery reds, oranges, and yellows. Don’t forget your camera!

Mohawk Trail, Athol to Williamstown, MA

Running roughly 69 miles from Athol to Williamstown, Massachusetts, the Mohawk is a leaf peeper's dream. Taking Routes 2 and 2A, foliage fiends follow the trail as it runs parallel to the Deerfield River and over the Connecticut River, with astounding views of the Berkshires and Taconic Mountains all the while. Drive cautiously as you might run into a bobcat or black bear, but what's most dangerous is the trail's infamous hairpin turn—Dead Man's Curve.

The Philip Johnson Glass House, New Canaan, CT

Thousands of visitors make the trek out to New Canaan each year to take in architect Philip Johnson’s astounding, 47-acre Glass House estate. Once you’ve admired the simplicity of the all-glass structure, checkout the 14 surrounding buildings which utilize quintessential New England stone walls and barn foundations.

Park Loop, Acadia National Park, Mount Desert Island, ME

When it comes to taking in Acadia's best coastal views by car, this scenic 27-mile route is the only way to go. Starting at the Hulls Cove Visitor Center (just off Route 3 on the northern side of the island), the road loops past Sand Beach, Thunder Hole, Otter Cliffs, Jordan Pond, and 1,530-foot Cadillac Mountain—the highest point along the North Atlantic seaboard.

RELATED: 8 Vacations We'll Be Taking This Fall

Want more?