9 Prettiest Small Towns In Upstate New York
Upstate New York is a painted canvas that comes to life. The storybook setting in the state is ethereal, from colorful spring blooms to striking fall foliage and snow-capped mountains in winter. Catskill stands tall as a tourist magnet for bright autumn colors washing through the region. Honor one of the United States' favorite pastimes in Cooperstown, with its longtime baseball heritage. Woodstock offers an eccentric hideaway with its rainbow-palette streets and hippie lifestyle, or head to Saratoga Springs for the healing mineral waters. Each corner in Upstate New York features postcard-worthy views and endless exploration.
Lake George
Snuggled in the southeastern Adirondack Mountains, Lake George is a waterfront marvel. The lakeside town does not fall short of panoramic views. From enchanting forests to rugged mountains gleaming in the background, Lake George is a stunning destination. Grab a good pair of shoes and hike up Prospect Mountain. Climb to the summit for striking views of Lake George and Vermont. For a more relaxing day trip, visit Million Dollar Beach to soak up the sun and walk barefoot through the warm sands. Gather the family for a picnic, play a game of volleyball, or splash in the crystal clear waters.
The Lake George region is a fantastic spot to unwind with friends, share a laugh, and try local delicacies. Make a toast at Adirondack Winery, a beloved local and tourist favorite. Reserve a time for the tasting room, whet your whistle with cider by the glass, kick back on the outdoor patio, or try something new with seasonal wine cocktails. Located just a bit down the street, the Adirondack Brewery is an exceptional choice for an adults-only hangout. Taste some local specialties, brewed and bottled right on-site in Lake George. From Bear Naked Ale to ADK Hard Lemonade and non-alcoholic craft sodas, there is a little something for everyone.
Woodstock
Woodstock is an artsy New York town bursting with color and major bohemian vibes. Visitors looking to take home a piece of Woodstock need to shop on Tinker Street, the town's main street. From eclectic shops to quirky boutiques and whimsical eateries, get lost in the magic of this imaginative town. Nothing says Woodstock like a hippie-themed shirt or tank top from HappyLife Productions. Rejuvenate with a Balthazar Cinnamon Bun, Goddess Salad, or Chicken Taco from Oriole 9. Radiating warmth and charm, the café earns constant praise for its fresh, high-quality fare and welcoming atmosphere.
Since 1919, the Woodstock Artists Association & Museum has been a notable gathering spot for creatives. Over the years, the ever-changing collection of works stands as a phenomenal showcase for visionaries all around. Past exhibitions include Silhouette, Within Reach, Spirit of Woodstock, and The UNstill Life. The non-profit organization perfectly encapsulates the spirit of Woodstock's heart and soul.
Discover New York's pristine wilderness with a trek through Overlook Mountain Wild Forest. Hike past the fire tower, see the ruins of the Overlook Mountain House, and touch the clouds at the peak. The views from up top are serene, with rolling hills covered in lush greenery.
Saratoga Springs
Saratoga Springs is a scenic masterpiece in Upstate New York. The town combines a mix of urban charm and sublime landscape. From the famous mineral springs to streets lined with old-timey homes in the Victorian and Georgian styles, Saratoga Springs looks like a movie set. Bring a water bottle and fill up on wellness at more than 20 different springs around the city. Many believe the mineral waters can help clear skin and improve digestion. Continue replenishing mind, body, and spirit at the Roosevelt Baths & Spa. Get pampered surrounded by history and elegance with a mineral bath, massage, facial, or body treatment.
To soothe the soul, spend some time immersing yourself in Upstate New York's arts and culture scene. Catch an event at the impressive Saratoga Performing Arts Center, showcasing an extensive variety of acts. The 2025 summer lineup features music by Shania Twain and Rod Stewart, a spectacular Tchaikovsky orchestral performance, and the spellbinding ballet Coppélia. Visit in the summertime for the annual Saratoga Jazz Festival, where you can relish in the sweet sounds of Jazz all weekend long and discover your new favorite world-class artist.
Catskill
Like many areas in Upstate New York, Catskill nicely captures the essence of living a slower-paced life in a small town. Visit during the autumn months for the iconic fall foliage. Stroll along the Hudson River Sky Walk and take in the surrounding forest as it transforms into a fairytale of fiery reds, vivid oranges, and rich golden hues. Spanning around six miles, the Rip Van Winkle Bridge connects two landmark destinations: the Thomas Cole Site and Frederic Church’s Olana, while basking in endless vistas of the Hudson River Valley.
One of the best ways to immerse oneself in New York's immaculate countryside is on horseback. Choose from a 30-minute to an hour-and-a-half trail ride through Bailiwick Riding Stables. Gallop and trot through the Catskill Mountain region while admiring the beauty of all seasons. Little ones under seven years old who are not ready yet for the big leagues can still enjoy a pony ride at the barns.
For a truly one-of-a-kind and memorable experience, head to The Old Catskill Game Farm. What began as America's largest privately-owned zoo in 1933 currently runs as hobby farm and inn on a 200-acre remote piece of paradise. Walk through history and discover old animal shelters and pens that once served the zoo. Take it one step further and book a few nights at the Game Farm Estate, upscale accommodations crafted from an old giraffe dwelling.
Lake Placid
Lake Placid is a quiet escape in the Adirondack Mountains frequented by outdoor enthusiasts. The hillside haven is storybook-worthy, with staggering mountain ranges, flourishing woodlands, and sparkling lakes. Just outside the town, you can embark on an exhilarating trek to High Falls Gorge. Watch the water come crashing down through the massive boulders. Some trails are wheelchair accessible, and the main lodge is equipped with washrooms, a gift shop, and a cafe, making it a stellar experience for all.
Beautifully located in the heart of Lake Placid, get up close to Mirror Lake. Walk, run, or bike around the pristine waters, or dive right in for a swim. The lake is also a hotspot for canoeing, kayaking, and paddleboarding, making it a fabulous setting for embracing New York's wilder side.
Both historical and magical, John Brown Farm State Historic Site is worth a stop. Currently operating as a museum, the farm gives a glimpse into the life of abolitionist John Brown. Executed after being captured in Harper's Ferry, his remains were brought back to the farm where he was buried. With its compelling and unsettling backstory, the John Brown Farm adds to Lake Placid's widespread allure.
Ithaca
Part college town and part rural utopia, Ithaca is a magazine-worthy work of art along Cayuga Lake. Home to Ithaca College and the renowned Ivy The massive grounds feature a diverse array of elements, including a vegetable garden, rock garden, shrubs, herbs, and flowers. The university campus itself is nothing short of breathtaking. Tour the legendary grounds on your own, or book a student-led tour with a proud Cornellian.
Steeped in natural beauty, Buttermilk Falls State Park is a must-see with photo opportunities galore. Hike the trails to see the majestic cascading waterfall. Pack a snack or lunch to eat at one of the picnic tables and call it a day well spent in Ithaca. For an educational experience, have a blast with the whole family at Sciencenter. With over 250 interactive exhibits, including animal encounters, it is the best way for kids to learn about the world around them. From space to weather and engineering, the museum offers a unique and memorable hands-on experience.
Skaneateles
Skaneateles is an upscale lakeside wonder, attracting visitors with its charming downtown, comforting inns, and waterfront scenery for miles. Located right at the tip of Skaneateles Lake, the idyllic town is absolute perfection in all seasons. From dazzling summertime sunsets to vivid fall colors and a winter wonderland, Skaneateles gives Hallmark movie vibes. Stop by during the holidays for the endearing Dickens' Christmas celebration. Running for a full month from Thanksgiving up until Christmas Eve, Skaneateles lights up with smiles and laughter. Join the locals for horse-drawn carriage rides, Santa visitations, caroling, eggnog, roasted chestnuts, and street theatre featuring Dickens' characters.
No matter the time of year, you will be swept away by the heart of the town, from adorable eateries to inspiring galleries. Indulge in homemade goodness at Skaneateles Bakery and Cafe. Baked fresh daily, pair a French macaron, cinnamon bun, brownie, or smiley face cookie with a hot beverage to kick-start the day. The cafe also serves a delectable selection of soups, salads, sandwiches, and breakfast plates, making it a cozy stop for a wholesome meal. Afterwards, browse the curated collection at The Barrow Gallery, where you might find a print to take home as a memorable Upstate New York souvenir. Finish off the day with a walk down the pier and watch the sun melt gently below the horizon.
Cooperstown
Commonly known as America's Hometown, Cooperstown carries the timeless echo of baseball. Step into the National Baseball Hall of Fame and Museum to discover the icons who helped shape the game into what it is today. Venture around three floors of exhibits, including baseball artwork, commemorating sports broadcasters, the life of Babe Ruth, and a kids' clubhouse. From major league players to managers and umpires, pay homage to the game's greatest. Located within a short distance of the National Baseball Hall of Fame and Museum is one of Cooperstown's most notable landmarks, Doubleday Field. The field has held many town events over the years, from a Halloween parade to beauty pageants, and of course, a good old classic ball game. Doubleday Field has been around for decades, and field rentals are available for those wishing to get hands-on in the "Home of Baseball".
Cold Spring
Time slows down alongside the Hudson River in the sleepy town of Cold Spring. This welcoming and inviting community epitomizes old-world charm and typically falls under the radar when it comes to New York towns. With its vintage storefronts, tree-lined streets, and American flags hung proudly, Main Street is as pretty as they come. Load up on all the rustic vibes at the Cold Spring General Store. From pancake mix to cookbooks, home decor, and a range of soaps and wellness products, the one-stop shop is a beloved Cold Spring staple. Take a break at Cold Spring Coffeehouse, a delightful cafe with tasty treats and a classic farmhouse feel.
Take a walk through a living painting at Stonecrop Gardens. Once the home of Anne and Frank Cabot, the gardens opened to the public in 1992. The grounds are flawless and cover around 15 acres of pure, immaculate greenery. Roam around cliff rock gardens, an English-style flower garden, and dwarf bulbs galore. Cap off the day with satisfying your sweet tooth at Moo Moo's Creamery. With ice cream made fresh daily, it's tough to beat. Revel in the parlour's convenient location and walk along the waterfront while savoring those delicious, creamy scoops.
Experience Picture-Perfect Upstate New York
Upstate New York carries a unique spirit that is unmatched. Enjoy the peace and quiet while appreciating a slower pace of life away from the hustle of a bigger city. Breathe in the fresh air while wandering the radiant gardens at Cornell in Ithaca, or be fully present while cruising the waters of Mirror Lake in Lake Placid. Go window shopping in Cold Spring's gorgeous downtown area or climb up to great heights in Lake George at Prospect Mountain. Cherish small-town living in Skaneateles, a quintessential Upstate New York town with locally hosted events and a main street lined with upscale boutiques and welcoming cafes. Whether with family, embarking on a solo adventure, or just needing a break from reality, Upstate New York offers something special for everyone.
