Discovering hidden gems is what travel is all about. If you think you’ve got to trek far to find charming destinations, think again. Across the country there are quaint inns and cottages whose allure equals any Parisian street. Short weekend trips may be just what you need for a quick refresh, without exhausting yourself from planning, long flights and an overwhelming to-do list. 

Take a look at some of our picks of best towns to visit that are perfect for quick weekend getaways to plug into your late summer/early fall travel calendar. 


1. Sag Harbor, New York

A place where retro artists like Truman Capote, Kurt Vonnegut and Jackson Pollack came to get inspired. If you’re looking to recharge and spark your creativity, book a stay in Sag Harbor, New York. Haven Beach is pristine and a great spot for a long walk, pleasant swim or just relaxing on the beach with a good book and the gentle sound of the calming waves in the background. Take some time to walk the historic streets lined with charming buildings that have been around for centuries. See what’s happening at the Bay Street Theater where some of the best community theater productions have been showcased. 


2. Block Island, Rhode Island 

If you can’t head to the Greek island of Rhodes this summer, why not enjoy the next best thing – Block Island off the coast of Rhode Island. Spanning only 7 miles long and 3 miles wide, Block Island can be explored in its entirety in a long weekend. It’s an ideal location for bike rides, hiking and the best fishing. Enjoy the elegant galleries and unique shops that are all within walking distance of each other. Don’t forget beach time! Ballard’s Beach will make you feel like you’ve traveled long and far. A great destination for couples, families or workation travelers.


3. Savannah, Georgia 


If you love the convenience of the city, but prefer southern charm, make your way to Savannah, Georgia for a historic excursion. Antebellum architecture are perfect backdrops for anyone looking for a little time travel or Instagrammable spots. If you’re a fan of the supernatural or southern gothic stories, you’ll enjoy a “ghost tour,” where a guide gives a campfire style tour of ghost sightings and the stories behind them. A perfect place for anyone who is looking for the full Flannery O’Conner experience. You’ll also enjoy great shopping, dining and lovely outdoor plazas are within walking distance of each other.


4. Stockbridge, Massachusetts 


There’s a reason why this New England getaway can make you feel like you’re stepping into the quaint and charming world of Norman Rockwell. The artist found his inspiration in Stockbridge, Massachusetts. This is a great choice for anyone looking to stay in a charming inn, try out the wide selection of local breweries and enjoy spectacular cuisine in the array of local restaurants. 

You can enjoy the fall foliage up until October or visit during the cold winter months for some skiing or ice fishing. A great option if you’re looking for some alone time as the community is friendly and you will surely find conversation with a local. 


5.Sperryville, Virginia 


Have you ever gone horseback riding through the Blue Ridge mountains? It is just as scenic and beautiful as any Austrian landscape and provides the escape you need to feel refreshed. There’s plenty of things to do including visiting wineries, breweries or hiking on a scenic trail with local forestry and wetland areas. A perfect vacation spot for anyone who loves golfing too. The Schoolhouse Nine golf course borders the Thornton and Shenandoah rivers and historic ruins for a challenging and scenic golf experience. 



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