As we age, our travel habits and preferences often evolve, with international trips becoming less appealing due to mobility challenges, health concerns, and logistical difficulties. Fortunately, the U.S. is home to an incredible array of winter getaway destinations, catering to every type of traveler. However, planning a winter vacation isn’t always straightforward for every demographic. Seniors, in particular, often face unique challenges when traveling. Accessible attractions, accommodations designed with mobility in mind, accessible transportation options, and senior-friendly dining options are critical factors that can make or break their vacation experience.
Freedom Showers carried out a survey of 3,003 seasoned senior travelers to identify their top winter getaway recommendations. The survey highlights not only their favorite destinations but also the growing trend of seniors opting for domestic travel due to the enhanced accessibility standards in the U.S. and focusing on factors like ease of access, comfort, and activities suited to their needs.
5 destinations in Maryland emerged among the most recommended for senior travel:
#100 Oakland
Nestled in the mountains of western Maryland, Oakland provides a peaceful winter escape. The town’s historic downtown features accessible shops and restaurants, while nearby Deep Creek Lake offers serene winter scenery. Comprehensive medical services and a relaxed ambiance make Oakland an inviting retreat for older travelers.
#118 Princess Anne
This historic town on Maryland’s Eastern Shore is ideal for seniors seeking tranquility and history. Winter highlights include accessible sites like the Teackle Mansion and local community events. The town’s serene ambiance and nearby healthcare facilities ensure a comfortable and enjoyable visit.
#125 Chestertown
Rich in colonial charm, Chestertown offers gentle walking tours through its historic district, featuring well-preserved architecture and quaint shops. Winter is a great time to enjoy cultural attractions or quiet riverside relaxation. Strong healthcare services make this town a delightful and secure destination.
#127 St. Michaels
This maritime village on Maryland’s Eastern Shore offers seniors a peaceful retreat during the colder months. Accessible waterfront paths, the Chesapeake Bay Maritime Museum, and scenic harbor views create opportunities for gentle exploration. Seniors can also enjoy warm, fresh seafood and comfortable local inns. Proximity to excellent healthcare facilities ensures a secure stay.
#181 Berlin
Known as one of America’s coolest small towns, Berlin boasts a charming historic downtown filled with accessible shops, galleries, and restaurants. Winter offers seasonal events and cozy indoor attractions. With nearby medical services and a relaxed pace, Berlin is a welcoming destination for older travelers.
Check out the top winter destinations and must-know travel trends for seniors in 2025.
The survey revealed that accessibility, comfort, and proximity to healthcare are critical factors influencing senior travel. Among respondents:
- 29% indicated they no longer travel abroad, citing increased challenges and preferences for domestic trips.
- 17% still travel internationally but less frequently, with only 12% maintaining the same level of international travel as before turning 65.
- Accessibility is a major deciding factor: 33% of respondents said accessibility standards and laws give them confidence when planning U.S. trips, and 10% identified these standards as the primary reason they choose domestic destinations.
The survey also highlighted that many seniors perceive international travel as more challenging compared to domestic trips. Twenty-seven percent of participants felt international travel was significantly more difficult due to issues like mobility, transportation, and accommodations, while an additional 27% found it somewhat more challenging. A smaller but notable group—12%—avoids international travel altogether, assuming it would be too challenging.
Despite these challenges, the U.S. is viewed positively as a senior-friendly destination:
- 61% of respondents rated the U.S. as better than other countries for accessible travel.
- 30% believe it is much better.
- 31% consider it somewhat better.
- 32% felt the U.S. is on par with other destinations.
- Only 6% thought the U.S. lags behind other countries in accessible travel.
“The U.S. is miles ahead of many other countries in prioritizing accessible public spaces, travel, and accommodations,” says Ryan Holt of Freedom Showers.”This makes it a standout option for senior travelers, especially as international travel becomes less appealing with age.”
Source: Freedom Showers
