20 day itinerary
United States Of America
Itinerary
A 20-day itinerary in the United States that combines family-friendly activities, nature, shopping, and the magic of a White Christmas sounds like a dream! Let’s dive into a festive adventure that will create lasting memories for your family.
Day 1-3: New York City, New York
Day 1: Arrival in NYC
- Arrive in New York City and check into your hotel.
- Stroll through , where you can enjoy the winter scenery and maybe even go ice skating at Wollman Rink.
- Dinner at a family-friendly restaurant in Times Square.
Day 2: NYC Holiday Magic
- Visit the iconic to see the Christmas tree and ice skating rink.
- Explore the holiday window displays along (Macy’s is a must!).
- Evening: Catch a Broadway show (consider a family-friendly option like “The Lion King”).
Day 3: Museums and Shopping
- Morning visit to the .
- Afternoon shopping in SoHo or at the Westfield World Trade Center.
- Dinner in Little Italy for some delicious pasta!
Day 4-6: Washington, D.C.
Day 4: Travel to D.C.
- Take a train or a short flight to Washington, D.C.
- Visit the and see the monuments lit up at night.
- Dinner at a family-friendly spot in Georgetown.
Day 5: Explore D.C.
- Visit the (check for holiday events).
- Afternoon at the .
- Evening: Enjoy the holiday lights at the National Christmas Tree.
Day 6: More D.C. Fun
- Visit the .
- Afternoon shopping at the shops in the historic Georgetown area.
- Dinner at a cozy restaurant with a view of the Potomac River.
Day 7-9: , Virginia
Day 7: Drive to Shenandoah
- Rent a car and drive to (about 1.5 hours).
- Check into a family-friendly lodge or cabin.
- Enjoy a short hike on one of the park’s easy trails.
Day 8: Nature Day
- Spend the day exploring the park. Hike to for a beautiful winter view.
- Pack a picnic lunch to enjoy in the park.
- Evening: Cozy up by the fire at your lodge.
Day 9: Scenic Drive
- Take a scenic drive along , stopping at overlooks for breathtaking views.
- Visit the nearby town of Luray and explore .
- Dinner at a local diner.
Day 10-12: Asheville, North Carolina
Day 10: Travel to Asheville
- Drive to Asheville (about 5 hours).
- Check into a family-friendly hotel.
- Explore the River Arts District and enjoy some local art and shops.
Day 11:
- Spend the day at the , beautifully decorated for the holidays.
- Enjoy a family-friendly wine tasting (grape juice for the kids!) and explore the gardens.
- Dinner at one of the estate’s restaurants.
Day 12: Nature and Adventure
- Visit the for stunning winter views.
- Go for a family hike on one of the many trails.
- Evening: Relax at your hotel or enjoy a local brewery (many have family-friendly options).
Day 13-15: Gatlinburg, Tennessee
Day 13: Travel to Gatlinburg
- Drive to Gatlinburg (about 2 hours).
- Check into a cozy cabin or hotel.
- Explore the town and visit the for stunning views.
Day 14:
- Spend the day in the . Go for a family-friendly hike (like Laurel Falls).
- Pack a picnic lunch to enjoy in the park.
- Evening: Visit the local shops and enjoy some hot cocoa.
Day 15: Winter Fun
- Enjoy winter activities like snow tubing or ice skating at .
- Explore the Ripley’s Aquarium of the Smokies.
- Dinner at a family-friendly restaurant in town.
Day 16-18: Chicago, Illinois
Day 16: Travel to Chicago
- Fly to Chicago (about a 1.5-hour flight).
- Check into your hotel and explore the Magnificent Mile for shopping.
- Dinner at a deep-dish pizza place (Lou Malnati’s is a favorite!).
Day 17: Chicago Winter Wonderland
- Visit to see the ice skating rink and the famous .
- Explore the Art Institute of Chicago (great for families!).
- Evening: Check out the holiday lights at the .
Day 18: Museums and Shopping
- Visit the (great for kids!).
- Afternoon shopping at the Water Tower Place.
- Dinner at a family-friendly restaurant in the city.
Day 19-20: Return to New York City
Day 19: Travel Back to NYC
- Fly back to New York City.
- Spend your last day shopping for souvenirs and enjoying any last-minute sights.
- Consider visiting the for a unique view of the city.
Day 20: Departure
- Enjoy a leisurely breakfast and maybe a final stroll through .
- Depart from NYC with wonderful memories of your holiday adventure!
This itinerary balances nature, shopping, and family-friendly activities while ensuring you experience the magic of a White Christmas. Enjoy your trip, and don’t forget to take lots of photos! 🎄✨
