Cross-Border Hop: 10 Historic and Active Weekend Getaways in Upstate New York

By , May 21st, 2018

Ducking in and out of the boutique shops and antique stores along Narrowsburg‘s main street, we were drawn to a charming home-goods shop called Nest. Inside we found an insanely well-curated selection of chic, artisan-crafted goods sourced from countries all around the globe. Intrigued by the calibre of the collection, we began chatting with the shop owner, Anna Bern, to find out more.

Bern is a former Design Director at Vogue and spent years at W Magazine, but craved a quieter pace of life. Her story is like that of so many others we’d come across on our travels in Upstate New York. These former creative types who left the big city to follow their passion and open their own business, are the drivers behind the recent revitalization of Upstate towns and cities.

These days, destinations Upstate offer everything from newly renovated inns and delicious farm-to-table restaurants to amazing outdoor activities and world-class art exhibitions. Whether you’re looking for a family getaway, a friends trip filled with adventure, or a romantic couples retreat, there’s a destination calling your name in Upstate New York.

Weekend Getaways in New York State


The city of Hudson perhaps best embodies the wave of urban revitalization that has swept over the Hudson Valley in recent years. Artisan run boutique shops – like Lili & Loo with handcrafted home-goods galore – and farm-to-table eateries line the city’s main drag, Warren Street. Foodies or couples looking to celebrate a special occasion should snag a dinner reservation at the city’s acclaimed restaurant, Fish & Game. The James Beard Award-winning eatery serves an innovative, seasonal tasting menu with ingredients sourced from local Hudson Valley farms.

[caption id="attachment_54128" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Olana State Historic Site I Love NY[/caption]

Beyond the charming downtown, Hudson lies in one of the most scenic spots along the Hudson River. Explore the bucolic hillsides, venture out for a hike, or check out the nearby Thomas Cole National Historic Site and learn about one of America’s first and most influential landscape painters.

Where to Stay in Hudson, NY

Upstate New York Weekend Getaways

For your weekend stay, book a room at the Inn at 34. The innkeepers reside at this restored home located one block from Warren Street, and they grow produce in the back garden as fresh ingredients for breakfast.

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[caption id="attachment_54130" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Robert Treman State Park- Finger Lakes Region I Love NY[/caption]

Outdoors lovers flock to Ithaca, New York for all four seasons. The city’s location at the base of Cayuga Lake makes it an ideal place for exploring the entire Finger Lakes Region. In the warmer months, get out on the water for boating, fishing, and kayaking, or stay on land and sip your way around the Cayuga Lake Lake Wine Trail. Come winter, you can snowshoe and cross-country ski at the Cayuga Nature Center or tie up those laces to skate around the ice rink near Rice Hill.

Where to Stay in Ithaca, NY

Upstate New York Weekend Getaways

For those looking for a quiet, cozy place to stay, look no further than La Tourelle Hotel & Spa just outside of the city. The small family-run property boasts both a bistro and a spa. For families looking to stay at a larger property with more amenities, Ithaca Marriott Downtown on the Commons has spacious, modern rooms and central location in downtown Ithaca.

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In 1777, Kingston was named the first state capital of New York. While it no longer holds that title, Kingston is still one of the oldest cities in the state and one of the best destinations for a weekend getaway in Upstate New York.

[caption id="attachment_54131" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Rondout Creek Lighthouse in Kingston from Hudson River- Hudson Valley Region I Love NY[/caption]

Diego’s is one of the tastiest restaurants in all of the Hudson Valley, making finger-licking good tacos and other savoury Mexican food. Run by a husband and wife team, Diego’s serves outstanding Mexican street corn, tacos and margaritas. It’s worth the drive to Kingston alone.

Diego’s is ideal for lunch, but for dinner try to snag a table on the patio at Boitson’s. Start with an order of their famous Buffalo Cauliflower. (It tastes just like chicken wings.)

From May to November, Kingston has a great Saturday Farmer’s Market. Local vendors set up stalls to sell homemade soups, freshly-fermented kimchi, ginger tonics, and gorgeous blooms.

Where to Stay near Kingston, NY

Upstate New York Weekend Getaways Hasbrouck house bed

The Hasbrouck House in nearby Stone Ridge is without a doubt where you should stay during this weekend getaway. The newly-renovated Dutch Colonial mansion has everything you could need for a romantic escape. Once you’re all checked-in, linger around the dimly lit bar over a few cocktails, then enjoy an amazing meal at Butterfield. While exploring downtown Kingston is a must, it will certainly be hard to pull yourself away from the Hasbrouck House pool during the warmer months.

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Lake Placid

Just over five hours north of busy New York City, Lake Placid is an oasis of outdoor activities and relaxation. Lake Placid has twice hosted the Winter Olympics, and you can visit the sites where those world-class athletes competed and see how you compare.

Outdoor enthusiasts will love all the activities available in the heart of the Adirondacks. Do your best figure skating impression at the Olympic Oval, the same ice rink where Olympians speed-skaters competed during the 1932 and 1980 games. Hit the slopes at White Face Mountain, the fifth tallest peak in the country. Featuring the largest vertical drop in the East (3,430 feet!) and 87 trails, Whiteface Mountain presents skiers with challenging slopes and long, fun runs.

[caption id="attachment_54133" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Hiking at Mt. Van Hoevenberg- Lake Placid I Love NY[/caption]

At the ski jump used for the 1980 Olympics, anyone with acrophobia may want to confront his or her fear. While you can’t actually ski there, the chair-lift ride up remains quite nerve-wracking. At the end of the tall lift, you’ll ride an elevator up even higher to the top of the jump to take in the view from the athletes’ vantage point. The panorama shot you get of the Adirondacks all around is pretty unbeatable.

At the Ausable Chasm, an expansive sandstone gorge, outdoor lovers can bike, raft, repel, tube, and rock climb – all while enjoying the stunning views. In the colder months, the tour includes snowshoes or ice cleats and you’ll see the frozen Ausable River, amazing ice and rock formations, and the chasm blanketed in powder. Hit the Adirondack Coast Wine Trail to tour the vineyards and sample some local flights – sure to warm you up from the inside out.

Where to Stay in Lake Placid

Upstate New York Weekend Getaways whiteface lodge

Stay warm at Whiteface Lodge where the cozy, cabin-feel of this lodge is exactly what you’re looking for in a quintessential Adirondacks stay.

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If you’re thinking of heading to Niagara Falls, ON, why not pop over the river to Buffalo, New York? The city, built on the shores of Lake Erie, is the second-largest in New York, and is known as an ideal destination for families and sports fans. Both the Buffalo Bills NFL football team and the Buffalo Sabres NHL hockey team call the city home, so sports fans are sure to be entertained fall through spring.

[caption id="attachment_54137" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Maid of The Mist at Niagara Falls State Park couple tour I Love NY[/caption]

If you don’t have tickets (or don’t want to brave the cold), head to one of the great sports bars in town. The Anchor Bar has world-famous wings, while (716) Food & Sport is more of a luxury sports-watching experience with 76 state-of-the-art screens including a 38-foot video screen above the bar. For those looking for a fun weekend brunch experience, look no further than Trattoria Aroma. The upscale eatery in downtown Buffalo serves modern Italian fare and has an impressive Bloody Mary list on the weekends.

[caption id="attachment_54125" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Taste of Buffalo-Food festival I Love NY[/caption]

Year round, you can take in the work of famed American architect Frank Lloyd Wright. The Darwin Martin House, a Prairie school style estate, or the Wright Filling Station, a posthumously completed gas station designed by Wright in the 1920’s, are both great examples of Wright’s talent.

Where to Stay in Buffalo, NY

 Upstate New York Weekend Getaways Buffalo Mansion on delaware avenue night

While you’re in Buffalo, stay at The Mansion on Delaware Avenue. The historic boutique hotel serves breakfast and complimentary cocktails each evening and offers complimentary Land Rover transportation within a three-mile radius.

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If you really just come south for the shopping, then we’ve got a few pointers…

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Saratoga Springs

Saratoga Springs lies in the heart of the Hudson Valley. With a deep history of horse racing that dates back to the mid-1800s, the town has long made a name for itself for having a fun social scene with speakeasies and music clubs galore.

[caption id="attachment_54140" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Saratoga Springs sunrise historical park I Love NY[/caption]

Set in the shadows of the Adirondack Mountains, you can spend your days watching a race, enjoying a polo match or hit the slot machines at the Saratoga Casino Hotel. To make the destination even more appealing, there are said to be 20 natural hot springs in the area. Over the years, the hot springs reputation has allowed the town to grow into a full-fledged spa destination. For an invigorating hydrotherapy experience, head to the Roosevelt Inn and Spa, where they boast a whopping 42 treatment rooms.

Where to Stay in Saratoga Springs

Upstate New York Weekend Getaways Saratoga Springs Brentwood bed

For your weekend in Saratoga Springs, make Brentwood your home away from home. The cozy boutique hotel has only 12 rooms, each with great views of the racetrack. From here, you’ll be only minutes away from the downtown area and steps away from the horse races.

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New Paltz

New Paltz is a wonderful town to visit for a relaxing, outdoor-oriented weekend getaway. For those thinking of making it to New York City, it’s less than a two-hour drive short of Manhattan. Start with a morning hike along one of the best trails in the state, the Lemon Squeeze. The trail begins at the Mohonk Mountain House and offers everything from fun rock maneuvering to incredible valley views. You can choose to undertake different sections of the trail depending on your desired hike intensity, and it’s safe for kids so long as parents are there, too. The full trail takes around four hours, while the shorter version takes one hour and is more of a rock scramble comprised of a fun mix of easy and adventurous terrain.

[caption id="attachment_54136" align="aligncenter" width="1024"]Upstate New York Weekend Getaways New Paltz lake hotel I Love NY[/caption]

Following the exhilarating hike, a hearty lunch will definitely be needed. We suggest grabbing a sandwich (get the Santa Cruz) from the Main Street Bistro, a local’s favourite. Take your meal to go and enjoy a leisurely picnic by Lake Mohonk in the Mohonk Preserve.

The best way to cap off your day in New Paltz is to swing by Robibero Family Vineyards for a glass of Hudson Valley wine. Tastings are US$12 per person and the family-friendly winery has a big fire pit and plenty of space for friends and family to gather.

Where to Stay in New Paltz, NY

 Upstate New York Weekend Getaways New Paltz Hampton by Hilton king bed

Choose the Hampton by Hilton New Paltz as your home base for the weekend. The guest rooms are decorated with local photography and have all the modern amenities you could ask for following a long day of outdoor adventure.

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Albany is the state capital and one of the oldest surviving settlements of the original 13 colonies. Suffice to say, there’s plenty of history to soak in here not to mention the city’s renowned art and architecture.

[caption id="attachment_54120" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Albany Dutch Apple Cruises downtown I Love NY[/caption]

In the downtown area, the pièce de résistance is Empire State Plaza. Here you’ll find an underground shopping mall filled with public art installations. Above ground, you can’t miss The Egg. The performing arts venue is home to two theatres and has become one of the most iconic landmarks in Albany.

Where to Stay in Albany

 Upstate New York Weekend Getaways Albany Renaissance Hotel queen double beds

Walking distance from the plaza, the Renaissance Albany Hotel is the ideal place to stay when in town. While the property has all the modern conveniences you would want, it also feels incredibly charming with dark wood panelling and timeless black and white marble floors. The central downtown location makes it easy to explore the city on foot, and you’ll find yourself just steps away from the Hudson River.

Once you’ve finished exploring the city, the on-site steakhouse, Wellington’s, has a chic lounge for cocktails and serves prime cuts of meat for dinner.

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Beacon’s location in the Southern Hudson Valley and accessibility by train make it an ideal destination for New York City dwellers in particular. However, its vibrant art scene and excellent hiking trails attract visitors from all over the state. Wake up early to hike the Mt. Beacon trail and catch a magnificent sunrise at the top.

[caption id="attachment_54122" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Beacon town shops I Love NY[/caption]

For an afternoon activity, Dia:Beacon cannot be missed. Known as the “daylight museum”’ for its huge skylights above and housed in what used to be an old Nabisco factory, the acclaimed museum showcases an array of contemporary artwork.

Where to Stay in Beacon

 Upstate New York Weekend Getaways Beacon the Roundhouse Beacon falls double beds

The best place to stay in Beacon is the funky, industrial-style boutique hotel, The Roundhouse Beacon At Beacon Falls. Set in an old mill factory overlooking a waterfall, the property boasts modern guestrooms, a cool industrial-style bar space, and a sustainably focused farm-to-table restaurant, Roundhouse.

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Phoenicia is the epicentre of activity in the Catskill Mountains. The town straddles Esopus Creek, which is one of the best spots for fly-flying on the East Coast. In the spring and summer, Esopus Creek flows fiercely with small rapids prime for water tubing. Town Tinker Tube Rental offers flat-bottom and open tubes for a fun afternoon with your friends or family on the water.

[caption id="attachment_54138" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Hamlet Phoenicia Catskills town shops I Love NY[/caption]

You won’t have a problem finding a good meal in Phoenicia. Perhaps the most famous (and Instagrammable) is the Phoenicia Diner off Route 28. Pony up to the bar at this classic, old-school diner for some savoury yet simple, eggs, bacon, and hash.

Come dinnertime, you should take it up a notch and reserve a table at the Phoenicia Steakhouse. While it’s more upscale than the famous diner, Phoenicia Steakhouse offers a relaxed and welcoming atmosphere with mouth-watering steak and pasta dishes.

Where to Stay Near Phoenicia

 Upstate New York Weekend Getaways hotel dylan funky

In keeping with its small-town charm appeal, Phoenicia doesn’t have too many hotels to choose from in town. However, nearby Woodstock is an ideal home base for your adventures in Phoenicia and the rest of the greater Catskills region. Rest your head at night at the hippy-chic Hotel Dylan located right on the main thoroughfare, Route 28.

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NYC Day Trip: Narrowsburg

About two-and-a-half hours north of New York City, Narrowsburg is an artsy little town set on the banks of the Delaware River. While the town itself is cozy – under four square kilometres – it certainly packs a punch. Narrowsburg is home to the Delaware Valley Arts Alliance, which is the Arts Council for all of Sullivan County. This means you’ll be able to see beautiful art exhibitions in galleries off Main Street.

[caption id="attachment_54134" align="aligncenter" width="1024"]Upstate New York Weekend Getaways Rafting through Skinners Falls on the Delaware River- Catskills Region I Love NY[/caption]

The artsy scene spills over into the unique shops and antique stores found throughout town. A favourite is Nest, a highly-curated lifestyle boutique. Filled with beautiful and unique home goods, art pieces, clothing, and accessories, you’ll shop alongside city dwellers that have driven up just to peruse the collection at Nest.

When you’re looking to stretch your legs, the Tusten Mountain Trail is a great hike with gorgeous views of the Delaware River. For brunch, lunch or dinner, the Heron serves amazing homemade soups and sandwiches. For a fun dinner spot, check out Laundrette. The new family-owned pizza spot at the end of town serves delicious wood-fired pizza pies.

*Feature image courtesy of I Love NY. This article was originally published on trivago magazine US.