8 Surprising Legal Issues That Pop Up During the Holidays—and What You Can Do About Them

November 11, 2025
2 mins

The holiday season is finally here—a time for celebration, quality time with loved ones, and well-deserved relaxation. Whether you're planning family gatherings, traveling to see relatives, shopping for the perfect gifts, or wrapping up year-end financial matters, this time of year brings joy and excitement. However, it can also raise unexpected legal questions and challenges that many people don't anticipate until they're already facing them.

Between navigating canceled flights, managing online purchases from unfamiliar retailers, hosting parties at home, and making important year-end decisions, the holidays create unique situations where having quick access to legal advice can make all the difference. A simple question about your rights can quickly become complicated without proper guidance.

The good news? Your LegalShield benefit can help you navigate these situations with confidence and peace of mind—so you can focus on creating memories instead of managing legal headaches. Here are eight common holiday scenarios where your membership provides valuable support:

1. Travel Disruptions & Airline Issues

Holiday travel is notoriously unpredictable. Flight cancellations, significant delays, lost baggage, or denied boarding can derail your carefully planned celebrations. When airlines cite weather, mechanical issues, or overbooking, do you know what compensation you're entitled to? LegalShield attorneys can review airline policies, help you understand your rights under Department of Transportation regulations, and draft demand letters if the airline isn't cooperating. Don't accept "nothing we can do" as the final answer.

2. Online Shopping Disputes & Fraud

With more people shopping online than ever, delivery issues and disputes have become increasingly common during the holiday rush. Whether packages never arrive, items don't match their descriptions, or sellers refuse to honor return policies, these situations are frustrating and often involve your hard-earned money. Your legal plan includes lawyer consultation on merchant disputes and assistance with demand letters to help resolve issues before you need to pursue chargebacks or other remedies.

3. Identity Theft from Holiday Shopping

The holiday shopping season is prime time for identity thieves and fraudsters. If you discover unauthorized credit card charges, new accounts opened in your name, or suspicious activity during this high-volume period, quick action is essential. Even if you don't have IDShield coverage, LegalShield attorneys can guide you through credit bureau disputes, help complete fraud affidavits, and provide the legal support you need to protect your identity and credit rating.

4. Homeowner Liability for Holiday Gatherings

Planning to host holiday parties or overnight guests? While you're focused on menu planning and decorations, it's also worth considering liability protection. What happens if a guest is injured on your property? Are you adequately covered? LegalShield attorneys can review your homeowner's or renter's insurance policy, explain your liability exposure, and advise on additional protections you might need before guests arrive.

5. Contractor Disputes for Holiday Home Projects

Many people tackle home improvement projects before holiday visitors arrive—whether it's hiring decorators, electricians, painters, or other contractors. But what happens when work isn't completed on time, doesn't meet quality standards, or contractors abandon the job entirely? Before you lose your deposit or pay for subpar work, get legal advice on your contract rights and the best path forward to resolve the dispute.

6. Year-End Estate Planning Updates

The holidays often prompt reflection about family, legacy, and the future. It's a natural time to think about whether your estate plan is current and truly reflects your wishes. Your LegalShield benefit includes will preparation and updates—making it easy to ensure your plan accounts for recent life changes like marriages, births, divorces, new assets, or changes in your relationships with beneficiaries. Starting the new year with an updated estate plan provides invaluable peace of mind.

7. Gift Tax & Large Financial Gift Questions

As the year comes to a close, some families opt to make substantial financial gifts to their adult children—perhaps for home down payments, educational expenses, or other significant needs. While generosity is wonderful, large gifts can have tax implications that catch people off guard. Before transferring significant funds, consult with a provider lawyer about gift tax thresholds, proper documentation, and strategies to maximize your giving while minimizing tax consequences.

8. Vacation Rental Agreement Issues

Vacation rentals have become a popular alternative to hotels for holiday travel, but they also come with their own set of legal considerations. What happens when the property doesn't match the listing, surprise fees appear, or the host refuses to return your damage deposit without justification? Whether you're dealing with major platforms or independent rentals, LegalShield attorneys can review your rental agreement, advise on your legal options, and help you pursue resolution.

Your Legal Partner This Holiday Season

The holidays should be about celebration, connection, and relaxation—not stress over legal uncertainties. Your LegalShield membership provides peace of mind during the busiest and most complicated time of year. Whether you're facing an unexpected problem or want to be proactive about protecting yourself and your family, you have professional legal support just a phone call away.

Remember, your benefit includes consultations on an unlimited number of personal legal matters. That means you're never alone when questions arise, whether you need preventive advice before a situation develops or reactive help when problems occur. There's no such thing as a "silly question" when it comes to understanding and protecting your rights, your finances, and your family.

Ready to use your benefit? Login to your member portal to connect with a provider law firm.

Don't wait until a minor issue becomes a major problem—your benefit is here to help you navigate the legal aspects of the holidays so you can focus on what truly matters: making memories with the people you love.

Happy holidays from all of us at LegalShield!

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If you're not currently enrolled in a Legal Plan or Identity Theft Protection Plan, you can become a member at your next enrollment opportunity.