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Columbus Day Weekend Trip Ideas

on Tuesday, 07 October 2025. Posted in Doctor of Fitness

Columbus Day in 2025 falls on Monday, October 13th, giving you the perfect chance to enjoy a long weekend getaway. With crisp fall weather, vibrant foliage, and numerous seasonal events taking place around the country, this three-day break is an ideal time to escape the routine and recharge.

If you're looking to make the most of your Columbus Day break, there are numerous destinations that are ideal for a quick three-day escape.

Craving for nature and relaxation? Try:

  • Smoky Mountains (TN/NC) with its crisp fall foliage, cozy cabins, scenic drives like Clingmans Dome.
  • Blue Ridge Parkway (VA/NC) is renowned for its peak fall leaf-peeping in October. Great for hiking and wine country stops.
  • Lake Tahoe (CA/NV) boasts the best early fall colors, as well as kayaking, hiking, and hot tubs overlooking the lake.

For city escapes, here are some great options:

  • Boston, MA – Participate in historic tours, fall festivals, and Freedom Trail walks while the weather is perfect.
  • Chicago, IL – There are numerous food tours, jazz clubs, architecture river cruises, and Oktoberfest events.
  • San Francisco, CA – Golden Gate hikes, ferry to Sausalito, and Napa/Sonoma wine country, just a short drive away.

If you want a romantic and cozy getaway, what about these?

  • Napa Valley, CA – There are wine tastings and vineyard views in autumn.
  • Hudson Valley, NY – Experience farm-to-table dining, boutique inns, and pumpkin patches.
  • Charlottesville, VA – Visit wineries and apple orchards while learning about Monticello’s history.

October is a great time to enjoy fall scenery, allowing for a relaxing time to appreciate nature and all it has to offer. Be sure to take advantage of the three-day-weekend and soak in the beautiful weather before the colder temperatures arrive.

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