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Why Not…Plan a Family Trip for the Holidays?

published on September 26, 2025 by

The holiday season is often packed with school events, office parties, shopping, and family gatherings. While these traditions can be special, they also come with a fair share of stress. One way to make the season easier—and more memorable—is by planning a family holiday getaway. Whether you’re aiming for snow, sun, or a city full of festive energy, a holiday trip can help you focus on what matters most: spending time together.

Why Holiday Travel Works for Families

Holiday Vacation

Traveling during the holidays doesn’t just change the scenery, it changes the pace. Instead of juggling schedules and preparations, families can spend quality time exploring new places and enjoying activities together. A trip can also take the pressure off gift-giving by shifting the focus from things to experiences. Ski passes, boat rides, or tickets to a holiday show can serve as meaningful “gifts” that the whole family enjoys.

Whether it be via a cozy Thanksgiving reunion in a family-sized rental, a sparkling Christmas escape, or a fun-filled New Year’s adventure, perhaps this is the year you give the gift of travel to your loved ones! 

Start planning a holiday family vacation today →

Destination Ideas for Every Style

The best holiday trips are the ones that fit your family’s preferences. Here are a few creative travel directions to consider:

  • Snowy escapes: Ski towns like Breckenridge, Lake Tahoe, or Park City are ideal if your family enjoys skiing, snowboarding, or simply spending time in a winter setting. Many resorts also organize holiday-themed events.
  • Warm-weather getaways: Hawaii, Florida, and Mexico offer a complete change of pace with sunny beaches and outdoor adventures. Resorts in these areas often decorate for the holidays and provide special programming for kids.
  • Festive cities: Urban destinations like New York, Boston, or San Francisco combine sightseeing with seasonal attractions. Families can enjoy holiday markets, light displays, and ice-skating rinks to name a few holiday city attractions.

When selecting a destination, it helps to factor in travel time, weather conditions, and the age range of family members so that everyone can participate and have fun on the trip. RedWeek has plenty of kid-friendly resorts to choose from for the perfect family vacation.

Reducing Holiday Stress

Another advantage of traveling is that it can simplify the holiday season. Instead of preparing large meals or hosting gatherings at home, families can take advantage of resort dining or local restaurants. Daily planning also becomes easier since many destinations offer built-in activities, entertainment, and family-friendly attractions.

For families spread across different regions, choosing a central destination can even make travel more convenient than gathering at one relative’s home.

The Benefits of Timeshare Rentals Through RedWeek

Where you stay matters just as much as where you go. Booking a timeshare resort rental through RedWeek.com can make holiday travel more comfortable, practical, and affordable:

  • Space and convenience: Timeshare units are typically larger than hotel rooms, often including multiple bedrooms, living areas, and even kitchenettes or full kitchens—ideal for preparing family meals or cozy get-togethers.
  • Amenities for all ages: Pools, fitness centers, restaurants, kids’ areas, and resort activities keep everyone entertained without needing to leave the property. Many resorts also organize special programs for children, such as holiday craft workshops, movie nights, or poolside games, giving parents a chance to relax while kids have fun.
  • Lower costs: Renting a timeshare through RedWeek typically comes at a fraction of the price of booking directly with the resort, stretching your holiday budget further.

Creating New Traditions

Choosing travel over a traditional at-home holiday doesn’t mean giving up traditions—it’s an opportunity to start new ones! Whether it’s enjoying Thanksgiving in a cozy mountain resort, spending Christmas on the sparkling shores of Aruba, or ringing in the New Year on a beach lounger, these shared experiences often become the most meaningful family memories.

This year, consider stepping away from the usual holiday routine and giving your family the gift of travel. With the right destination and accommodations, a holiday trip can be both practical and rewarding.

Start planning your family holiday vacation today! →

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