Hudson Valley is hot right now. The trendy upstate playground has been drawing city dwellers (along with the Vanderbilts and Rockefellers) for years, but given the current sitch, it’s even more popular these days. Good thing restaurants have reopened and local developers have been going after fixer-uppers with hotel potential, like Chip and Joanna Gaines with a vengeance.
Just as New Yorkers flock to the Hamptons in the summer, Manhattan creatives come to Hudson Valley to hibernate in the fall and winter. And considering most of the land surrounding this grouping of idyllic towns and hamlets is either covered by water or trees, it’s quite ideal for social distancing and keeping your six-feet-apart stance.
Whether you’re getting away for the weekend with your besties or bae, or planning a solo trip because that’s the kind of self-sufficient traveler you are, Hudson Valley has it all. And we’ve rounded up the best places to stay and things to do while you’re there. Read on for our top recs and Insta-worthy locales.
Where Is Hudson Valley?
Hudson Valley is in New York, duh. (Hudson River, anyone?) Hudson Valley is technically comprised of a bunch of different waterfront cities and towns, as well as rural farmlands and forests, so you can easily get your glamping on here or post up in an old Victorian-house-turned bougie hotel. HV stretches as far as the capital Albany in the north, toward Yonkers and Westchester County bordering NYC in the south. For trip planning purposes, some of the best spots to check out in Hudson Valley are Hudson, New Paltz, Beacon, Kingston, Woodstock, Rhinebeck, Gardiner, Tarrytown, and Sleepy Hollow. (Yes, Sleepy Hollow is a real place with charmingly spooky vibes. But that’s a given.)
How Far Is Hudson Valley From New York City?
Hudson Valley is much closer to New York City, than, say, the Hamptons, which is why New Yorkers are trading in The Big Apple for apple picking in the sticks. Depending on where you’re heading, you can be there in as little as 30 to 40 minutes, or a few hours. From NYC to Hudson, NY it’s roughly 107 miles.
How To Get To Hudson Valley
Road trip, obvi! The scenic route is much preferred, especially if you’re traveling from non-NYC places (and if you don’t want to sit near strangers for social distance reasons). With that said, Metro-North and Amtrak are options if you don’t have your own wheels or don’t want to drive. Just mask up at Grand Central Station or Penn Station, grab a seat six feet away, and chill for two hours until you get to Hudson, or wherever you’re going. Note: Metro-North service ends at Poughkeepsie, with Amtrak’s Empire Corridor trains continuing north to and beyond Albany.
How To Get Around Hudson Valley
If you’re a Hudson Valley newbie, you might assume everywhere within the area is relatively close. On the contrary, it’s much more spread out and Ubers and cabs are somewhat nonexistent—or super f*cking expensive. So, with that in mind, pick an area and stick to it instead of trying to do the most in a weekend. Or plan ahead and hire a driver, because drinking and driving isn’t cute. We’ve also curated these thoughtful itineraries below based on geographical whereabouts and you’re welcome for that.
Things To Do In Hudson, NY
Historic Hudson is clearly the HBIC of Hudson Valley. Not only does Hudson proper bear the namesake of the upstate hotspot, but it has one of the longest main streets, packed to the gills with cute shops, hotels, and restaurants, plus antique stores and art galleries. As for activities, when you’re not playing House Hunters: Hudson Valley or bopping from one mid-century furniture store to the next, try one of these delights:
Stop by Opus 40 in Saugerties on the drive up to Hudson. You’ve probably seen snaps of the outdoor sculpture park on your ‘gram, and it’s high time you go.
Let your inner wino loose at happy hour at Sonder Hudson on Warren St.
Be one with nature (the Catskills is right next door and prime hiking territory).
Get blitzed on a craft brewery tour with stops at Hudson Valley Brewery, Hudson Brewing Company, Yard Owl Craft Brewery, Suarez Family Brewery, and Two Way Brewing Company (you can also ferry to breweries if you don’t want to drink and drive to farther ones #smart).
Antique your ass off. The downtown stores can be pricey, but drive to nearby Coxsackie Antique Center for the good finds and then you can lunch at Reds, a locals-loved fish fry joint.
Hit up The Quiet Botanist on Warren St. for dry botanicals and apothecary elixirs.
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Forever in bloom 🌾 at the beautiful The Quiet Botanist on Warren St. #ThisOldHudson
Where To Stay In Hudson, NY
We live for The Maker, the newest boutique hotel that opened this past summer. With the trendiest digs in HV (think: a Georgian mansion filled with fringed lamps, jewel-tone interiors, lots of sumptuous velvet couches, and ‘20s vibes), rooms don’t come cheap. Peak season fall/winter rates range from $350-1,200 a night on weekends, but #YOLO. There’s an all-day Euro-inspired café, a restaurant housed in a glass conservatory, and a speakeasy-style lounge tucked away in a 19th century restored carriage house. Then there are the rooms. 11 swanky suites and rooms designed with a boho sensibility are themed after The Artist, The Architect, The Writer, The Gardener, and other creatives you can bump into around Hudson.
Outside The Maker, hang a right down Warren, then a left toward the train station and you’ll run into Wm. Farmer and Sons. This modern-meets-vintage hotel and bar room also has 11 dreamy rooms (most with clawfoot tubs you’ll never want to get out of) and thoughtful extras that really make a betch feel at home. I mean, look at these details?!
Their restaurant is tops for cozy, dimly-lit vibes and a damn good menu, with signatures ranging from SNAIL LASAGNA and roasted broccoli parm, to cast-iron caraflex cabbage with foie gras if you’re about that foraged life. And let’s not forget the gorg farm-to-glass cocktails.
For a more affordable alternative, check into The Wick, Hudson, a Tribute Portfolio Hotel. It’s nice, clean, pet-friendly, directly across from the train station, and right around the corner from Warren Street. Rates start at $180 a night.
Where To Eat In Hudson, NY
Aside from the aforementioned haunts, these restaurants and bars are also noteworthy in town: The Cascades for deli favorites, Swoon Kitchenbar for brasserie fare, Backbar for Malaysian cuisine, Grazin’ Diner for burgers, Hudson Food Studio for killer Vietnamese cuisine, Lil’ Deb’s Oasis and pop-up Feugo 69 for Pan-Latin nibbles and plenty of quirky flair, and the Tavern at Rivertown Lodge for brunch or dinner in a revamped 1920s movie theater. And bar-bookshop The Spotty Dog!
Things To Do In New Paltz, NY
The adorable village of New Paltz sits in between the Gunks (Shawangunk Mountains) and Catskill Mountains, 90 miles north of NYC. New Paltz and Hudson couldn’t be more different however, and are about 40 minutes from one another. While Hudson is a postcard-perfect movie set stand-in, New Paltz is a more remote college town compared to “Upstate’s Downtown”.
There’s still a main drag dotted with the usual suspects—bars, restaurants, novelty stores, and artsy randoms—but this Ulster County enclave is also smack dab in the middle of protected nature preserves. As for other ways to pass your time, we’ve got you covered.
New Paltz is a PSL-sipping, plaid-wearing, apple-picking basic bitch’s wet dream. And even though there are breweries and wineries galore, educate yourself and go to a phenom cidery, k? Brooklyn Cider House set up production here for good reason, and their growing grounds (Twin Star Orchards) should be your first stop when you’re ~thirsty~. Wood-fired pies, mouthwatering burgers, and hard ciders that will blow your mind await. P.S. backdrops include cute ponds and vines for one-foot-forward Insta opps.
Nestled in the heart of the Gunks is Mohonk Preserve, New York’s largest nonprofit nature preserve. Surrounding the historic Mohonk Mountain House, a Victorian “Castle of New Paltz” that dates back to 1869, you can explore the Preserve’s 8,000 acres of mountain cliffs, forests, fields, and streams from one of five local trailheads. According to mohonkpreserve.org, a day-use pass is $15 for hikers and $20 for bikers, climbers, and horseback riders (if you plan on getting your gallop on by bringing your own horse). There’s also cross-country skiing and snowshoeing in the winter.
Stroll the impressive lineup of 17th-century abodes, churches, and archaeological sites that line Historic Huguenot Street, where the area’s first French settlers moved in.
Head to Robibero Family Vineyards to sample the local grapes, or take a short drive over to Gardiner’s Whitecliff Vineyard and Winery for an outside tasting by reservation.
Stock up on artisan kitchenwares at Blue Cashew.
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Cheers to Friday! 🥂🍂 Thank you for sharing these gorg photos of your visit @jmargaretbeauty!!
Where To Stay In And Around New Paltz, NY
Bougies and people that like to stay put can live their best life at Mohonk Mountain House. Whether you’re traveling with your boo or your (small) crew, their grand estate rooms with terraces overlooking the peaks and valleys are unparalleled in the area. Plus there’s an epic spa and we could all use a little more self-care these days. Even though rates start in the $500-700+ range, you’ll be relieved to know it’s all-inclusive style with three daily meals and unlimited activities. And I’m not talking free cards in the lounge. Try your hand at tomahawk throwing, lace up some skates over at the Skating Pavilion, become a disc golf pro, go rock scrambling through the Labyrinth and Lemon Squeeze, and do all the sporty things during a round of croquet, bocce, or shuffleboard.
Hasbrouck House: I could wax poetic for days about how awesome this undiscovered gem in Stone Ridge is. For starters, it’s a restored 18th-century Dutch Colonial mansion that’s downright dreamy—and right outside New Paltz. 25 well-appointed rooms with modern bathrooms are spread out across the main building, Stable House, Carriage House, and three-bedroom private cottage. For $250+ a night, you can expect all the bells and whistles that come with proper Hudson Valley habitats, but you won’t blow your entire paycheck staying here. There’s free parking on the premises along with doughnuts and cider in the morning, as well as complimentary passes to Minnewaska State Park and Mohonk Preserve, and there’s also plenty of forest bathing opps around their 50 acres and private lake. When you get hungry, pop into the onsite bar and restaurant, Butterfield, or be on the lookout for the Baba Vegan Food Truck that swings by once a week to satisfy plant-based cravings. A basement billiards room, hot air balloon bedecked lounge with board games, and Aesop amenities round out their list of additional perks.
Where To Eat In New Paltz, Stone Ridge & Woodstock, NY
Spend the day at Arrowood Farm Brewery, where you can sip craft ales and cocktails by fire pits while munching on Bavarian pretzels and tostadas.
In downtown New Paltz, we like Main Street Bistro, Bacchus, Clemson Bros., A Tavola Trattoria, Main Course Marketplace, Huckleberry, and IPho for banging noodle soups, bánh mì, and vermicelli.
Go into a fried chicken coma at Kitchenette Chicken Shack in High Falls—and good luck not trying to go back 20 times during your trip.
For breakfast or lunch in Stone Ridge, hit The Roost or Hash.
For one of the best dinners of your life in Hudson Valley, make a res at Butterfield at Hasbrouck House, where everything is local AF from the farm-grown veggies and cultured butter, to the house-made bread, trout, duck, and venison dishes.
For other dinner options in Woodstock and Saugerties, there’s Phoenicia Diner’s sister spot Dixon’s Roadside BBQ, Silvia, and The Red Onion.
Things To Do In Tarrytown & Sleepy Hollow, NY
Stroll the Scenic Hudson RiverWalk Park at Tarrytown, which comprises 31+ miles along the shoreline from Tarrytown up.
Visit The Great Jack O’Lantern Blaze. From now through Nov 22nd, see 7,000 pumpkins light up fall nights in Croton-on-Hudson.
Get your spook on (and relive 4th grade English class) learning about the Legend of Sleepy Hollow and the Headless Horseman on a walking tour of the Sleepy Hollow Cemetery. P.S., Washington Irving is obviously buried here.
Tour the gardens at Lyndhurst. Hudson Valley has been home to some of the most powerful families of New York over the years, and Lyndhurst (AKA the Jay Gould Estate) is serious goals. As one of the most impressive Gothic Revival marvels like, ever, you have to see this thing in person—and obviously take photos. Even the Westminster Kennel Club Dog Show is moving to Lyndhurst in June 2021 because it’s that major. While inside tours are closed for the season, you can still purchase a Daily Grounds Pass to wander around and contemplate what life must be like for the 1%.
Also worth mentioning is another one of Tarrytown’s most famous homes: Kykuit, the Rockefeller Estate. It’s currently closed due to the pandemic, but boy, will it be a beauty to see when it reopens in the new year.
Where To Stay In Tarrytown, NY
If you’re looking for a low-key weekend or a workcation just minutes from Manhattan, check into Tarrytown House Estate, where complimentary WiFi and desks make WFH totally doable—especially when you can sneak drinks by the lawn fire pits in between Zooms. This Westchester County staple has been artfully restored and now boasts several modern rooms in the King Mansion, plus 26 acres of sprawling land fit for hiking, biking, and other outdoorsy things. They’re also pet-friendly and will arm your furry friend with a BarkBox upon arrival. Take a Sleepy Hollow kayak tour through the Hudson River, pick seasonal fruit at Wilkens Fruit & Fir Farm, do dinner at Goosefeather, and let your inner athlete loose during badminton, bocce, and croquet.
Where To Eat In Tarrytown And Sleepy Hollow, NY
Make a res at Chef Dale Talde’s Goosefeather for crazy good Chinese barbecue and dim sum under strings of backyard lights. If you’re looking for vegan-friendly options, check out Sweet Grass Grill. Waterfront tavern RiverMarket is great for a biodynamic wine list and thoughtfully curated market. There’s also The Twisted Oak for Italian-American signatures, Pik Nik BBQ for smoked meats, Bistro 12 for Mediterranean fare, and Hudson Farmer & the Fish for sweeping views and seasonal staples.
More Places We Love In Hudson Valley
Cedar Lakes Estate in Port Jervis, NY: Escape to the heart of Hudson Valley where your personal pine cottage is waiting. Cedar Lakes is now booking three- and four-night stays through winter. All meals, a selection of beverages (boozy and non), and use of the property are included in the $125 per person, per night resort fee. You’ll also be treated to the following comped activities: Monday night football in their Treehouse (!), morning farmer’s markets stocked with fresh produce, Friday night trivia, and Saturday fall fests with campy pastimes (think canoeing, tennis, fishing, basketball, field games, and more). Did we mention there are Bob Ross-inspired paint nights? (BYO wig!)
Crabtree’s Kittle House Restaurant & Inn in Chappaqua, NY: Crabtree is another beyond-cute inn made for a romantic getaway with your main. Nestled in a hamlet in Westchester County, it has charm for days and maybe a few ghosts, since it was built in 1790 and served as a former roadhouse during the Prohibition era. Famous for hosting late-night ragers before becoming a private girls’ school and then a restaurant and inn, it has quite the collection of stories within its walls (along with an award-winning wine cellar in the basement). The restaurant’s ever-changing, locally-sourced menu also makes this landmark a one-stop shop for old-world accommodations and fine dining.
Image: Mohonk Rd, New Paltz. Jueun Song / Unsplash