Even though a lot of vacation and getaway destinations that focus their attention on attracting young adults, with young families, there are plenty of places where folks over the age of fifty can feel the focus is on them.
The Finger Lakes in Upstate New York
This is a great place for the slightly more mature people who look for places that haven't totally been taken over by big-box retailers and chain restaurants. Villages like Skaneateles, Penn Yan and Hammondsport are great places to experience life at a more relaxed pace. The wine trails, that wind through the area, are better than ever, and these days, more and more craft breweries are showing up. The beautiful glacier-carved lakes, and the surrounding vineyards and farmland, provide enough scenic vistas to make a visit complete.
The Great Smoky Mountain National Park, In the Shoulder Seasons
The most visited National Park in the United States is more manageable in the spring or late summer/early fall seasons. The crowds generally inundate the area in the summer, and in the fall when the leaves start turning. There are plenty of hiking, biking and driving opportunities all over the park, in both Tennessee and North Carolina, and even lively Gatlinburg, TN slows down enough to be savored.
Cape Cod in the Shoulder Seasons
Like the Great Smoky Mountains, Cape Cod can turn into a misadventure during the summer season, but late spring and early fall transforms the popular peninsula into a much more visitor-friendly destination. Fewer crowds means villages like Woods Hole, Falmouth, Chatham and Provincetown can be enjoyed without the traffic and the bursting-at-the seams restaurants and bars. The islands of Martha's Vineyard and Nantucket are just a ferry ride away, and a great way to get just a little farther away from it all.
The Kentucky Bourbon Trail
Because bourbon is really big these days, tours of bourbon distilleries have become more popular than ever. Tours go on throughout the year, but some distilleries shut down production in the summer. Unless the weather is on the bad side, winter is actually a great place to visit Kentucky's distilleries, and you can warm up with a tasting after the tour as well. The Urban Bourbon Tour is a collection of Louisville bars and restaurants that serve an extraordinarily wide selection of Kentucky bourbons. The Kentucky Bourbon Craft Tour is a string of smaller boutique distilleries spread around the Commonwealth. Downtown Lexington has its share of bourbon enthusiastic bars and restaurants with extensive bourbon lists for the interested visitor to choose from.
Saratoga, New York
Horse racing fans turn this beautiful little town into a beehive of activity. If horses aren't to the visitor's taste, the downtown area is a great place to experience any time of year. Upscale shops and a variety of restaurants and bars make for a stimulating atmosphere. For a more relaxing activity, time can be booked at one or more of the area spas.
Near Saratoga, Bennington has managed to maintain the small-town charm that's getting harder to find these days. The tiny downtown area offers several dining and drinking opportunities, and Bennington Museum is a great way to learn about Vermont and New England history, and it has the largest collection of Grandma Moses originals in the world.