For the 50+ Traveler

Perhaps it’s because the Big Apple is the most-visited city in the United States, but when most people think of New York, they think of the New York City metro area in its southeastern corner. But the majority of New York’s land mass is north of the five boroughs of New York City.

Traveling north from the Big Apple toward the Great Lakes and mountain ranges that form the state’s borders, soaring skyscrapers and densely populated neighborhoods melt into clear lakes surrounded by fertile farmland and lush forests. Whether you’re visiting Upstate New York to ski, ice skate, or snowmobile in the winter or to canoe, hike, or attend a music festival in the summer, these are the quaint towns you won’t want to miss.

Note: Some New Yorkers consider everything north of the Bronx to be Upstate New York. Others consider Upstate to be everything north of Westchester County. I’m using the Westchester County definition.

A waterfall at Kaaterskill Falls near Woodstock, New York.

1. Woodstock

The three-day music festival that made this quaint Upstate New York town a household name back in 1969 actually took place on a dairy farm 70 miles southwest of Woodstock. But you can visit the Karma Triyana Dharmachakra Tibetan Buddhist Monastery for a different peace and music experience in Woodstock.

Chase waterfalls by hiking the mile-long trail to Kaaterskill Falls, browse the local shops and galleries, enjoy a live performance at the Bearsville Theater, or unwind at the Glo Spa. If you visit Woodstock in the summer, check out the Mower’s Saturday Market (also held on Sundays) and stop by Sunfrost Farms for a bite to eat or provisions to tide you over until your next stop in Upstate New York.

2. Bethel

About 70 miles southwest of the town of Woodstock, the Bethel Woods Center for the Arts now stands in the pasture where 500,000 people gathered in mid-August 1969. The Museum at Bethel Woods covers the 1960s and the cultural and social changes that gave rise to the historic music festival. And if you visit Bethel at the end of May, don’t miss Mountain Jam. This multiday, multistage event is held at the site of the original Woodstock and is the longest-running music and camping festival in the Northeast.

The Saugerties Lighthouse in upstate New York.

3. Saugerties

On the west bank of the Hudson River, Saugerties is a short drive from Woodstock. Here you’ll find the Woodstock Museum, full of memorabilia from the 1969 music festival.

Saugerties is also home to the Saugerties Lighthouse, a red-brick beacon more than 170 years old that sits on the end of a narrow peninsula that stretches out into the Hudson River. Take a docent-guided tour on a Sunday afternoon during the summer or spend the night in one of two second-floor bedrooms.

When you visit Saugerties, don’t miss Opus 40, known as the Stonehenge of North America; it’s surrounded by greenery and was inspired by ancient Mayan and Aztec architecture. Artist Harvey Fite created the impressive stone artwork in this abandoned quarry.

4. Hunter

From fly-fishing to the highest, fastest, and longest zip line in North America, the Upstate New York town of Hunter offers plenty of outdoor adventure. For bird’s-eye views without the adrenaline rush, ride the six-passenger chairlift on Hunter Mountain instead.

Refuel after a day in the fresh mountain air with German fare at Jagerberg Beer Hall & Alpine Tavern. The schnitzel, sauerbraten, house-made spaetzle, and bratwurst just might trick your taste buds into believing you’ve been transported from the Catskills to the Alps!

A horse race at Saratoga Race Course in upstate New York.

5. Saratoga Springs

From thoroughbred horses to automobiles, several attractions in this Upstate New York city are related to the need for speed.

Start your visit with a trip to the National Museum of Racing to learn about three centuries of horse racing before visiting the Saratoga Race Course. If you prefer four wheels to four legs, then check out the Saratoga Automobile Museum. Housed in the beautifully restored plant that once bottled water from Saratoga's natural mineral springs, this museum celebrates America’s love affair with cars.

For a slower-paced experience in Saratoga Springs, stroll through the Yaddo Gardens. Inspired by the Renaissance gardens planted in France and Italy, this idyllic green space features flowing fountains, fragrant roses, and a woodland rock garden. Or enjoy a tasting and live music at The Saratoga Winery.

6. Lake George

About 30 minutes north of Saratoga Springs, on the southern tip of the lake of the same name, is the town of Lake George in the Adirondacks. This town of 3,500 was the birthplace of the American vacation.

Spanning 6 million acres, the area’s Adirondack Park is roughly the same size as neighboring Vermont and nearly three times the size of Yellowstone National Park.

Not surprisingly, some of the most popular things to do in this quaint town in Upstate New York are tied to the 32-mile-long lake called the Queen of American Lakes. Summer is the most popular time to visit Lake George, when vacationers enjoy swimming, boating, and fishing. In winter, cold-weather lovers bundle up and flock to Lake George to ski, snowmobile, and ice fish.

If windshield time is more your thing, several scenic drives allow you to tour the area by car. For phenomenal views of the Adirondacks, drive the Prospect Mountain Veterans Memorial Highway. And for water views beyond Lake George, discover Lake Luzerne and more on this scenic drive.

The welcome sign in Lake Placid, New York.

7. Lake Placid

Along with Saint Moritz, Switzerland, and Innsbruck, Austria, Lake Placid is one of only a few destinations that have hosted the Winter Olympics more than once. Most Americans remember Lake Placid for the "Miracle on Ice," when the American ice hockey team upset the Soviet Union’s team in 1980, ultimately winning the gold medal.

Because of the town’s tie to the Winter Olympics, you won’t want to miss the Lake Placid Olympic Museum, located in the building where the American hockey team skillfully “shot the biscuit” into the net to win it all. You’ll see exhibits and artifacts celebrating the U.S. men’s hockey team of 1980. But you can also discover the history of speed skating and see how sleds have evolved over time.

Enjoy the great outdoors and several lakes in the area by swimming, kayaking, canoeing, or fishing. There are also many beautiful places to hike in this peaceful small town in the Adirondacks. When hiking, watch for wildflowers like creamy white bloodroot, soft pink lady slipper, and bright red columbine. For more inspiration, read up on the best things to see and do in Lake Placid.

8. Ellicottville

About an hour south of Buffalo, Ellicottville offers ski resorts in the winter and a canopy of shady trees in the summer. Golf enthusiasts can enjoy a golf getaway, including the 18-hole, par-70 double black diamond golf course at Holiday Valley. (Get a flyover of the course here.)

When you’re ready for a break, browse the shops, bars, and restaurants of the Ellicottville downtown area, being sure to pop into the Winery of Ellicottville to explore wines ranging from very dry to dessert. Or pair the pinot with the perfect piece of chocolate from Watson’s Chocolates just around the corner. Try the sponge candy, a Buffalo-area treat made from a mixture of corn syrup, sugar, and baking soda that’s dipped in chocolate.

The "Sermon Stump" at the Lily Dale Assembly.

9. Lily Dale

Less than 15 miles from the shores of Lake Erie, Lily Dale is a small town in Upstate New York known for its Spiritualist culture that has earned it the title of New York’s Seance Capital. Although the hamlet has less than 300 year-round residents, it welcomes nearly 100 times that in visitors each year as folks interested in the paranormal and New Age beliefs pilgrimage to Lily Dale.

Inside a former school, the Lily Dale Museum provides a historical overview of the town. And just a few blocks away, the Lily Dale Assembly offers a variety of events and activities.

Everyday mortals and skilled mediums can nourish their bodies at Monika’s Delites or the Bough House and fuel up on caffeine, cookies, and cake at Lucy’s Coffee Shop in the heart of Lily Dale.

10. Lewiston

Located on a stretch of the Niagara River that connects Lake Ontario to Lake Erie, Lewiston has played several significant roles in American history. Stop by the church built in 1835 that now holds the Lewiston Museum to learn about the town that was the first European settlement in Western New York. Over the years, the town was the site of the first major battle of the War of 1812 and the final stop for American slaves seeking freedom in Canada.

Transition from history to science at the Niagara Power Project Visitors Center and discover the role the falls play in generating power.

From rich history to stunning scenery, the towns of Upstate New York have much to offer visitors all year long.

For more to see and do in New York, see this page.