Young travelers on a road trip

Take an Unforgettable Trip To One of the Best Places to Travel in Your 20s

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Road Trips

Your 20s are a time for exploration, discovery, and leaving your comfort zone behind. Those in their twenties tend to have more freedom when thinking about travel because they’ve yet to settle down—you may have minimal financial responsibilities allowing you extra money to spend on an eye-opening experience. If you’re looking to take a big trip somewhere unusual, check out our list of the best places to travel in your 20s.

Learn more about some of these destinations and our outstanding Select Registry properties that exist in each location. Carefully chosen because of the top-notch service, stunning surroundings, and all-around unique experience, our properties can be found throughout the country. As you research the best places to travel in your 20s, be sure to browse our other Select Registry properties offering specific experiences such as outdoor adventures.

Top 4 Places to Travel in Your 20s

Vermont

An outdoor adventurer’s paradise, Vermont is beautiful any time of the year. Whether you’re an avid skier or snowboarder or you’ve never hit the slopes before, Vermont is the perfect place to shred. Popular mountains to ski include Killington, Mount Snow, Sugarbush, and Stowe. In the summer, Vermont’s real beauty blossoms with lush, green mountains rolling in the distance and gorgeous summer days spent by Lake Champlain. Try hiking through the Green Mountain and Finger Lakes National Forests or explore one of the many local farmers markets.

Where to Stay

West Mountain Inn: Overlooking the beautiful town of Arlington, Vermont, the West Mountain Inn provides all the comforts of home while staying in the gorgeous countryside near dozens of outdoor activities. Each morning, walk through the 150-acre property with stunning gardens and mountain views.

The Dorset Inn:  As Vermont’s oldest continually operating bed and breakfast, the Dorset Inn has earned quite a name in the area. This 221-year-old building has been carefully maintained and updated to offer guests the best possible experience while staying in Dorset, Vermont.

Washington D.C.

A vibrant city with a unique culture, culinary scene, and historical importance, Washington D.C. has so much to offer young travelers. Easily one of the best places to travel in your 20s, the nation’s capital is filled with tourist sites like the Washington Monument and Lincoln Memorial as well as beautiful outdoor activities including a stroll through the National Gallery Sculpture Garden or the National Zoological Park.

Where to Stay

Swann House Bed & Breakfast: An elegant inn located near the heart of D.C., Swann House Bed & Breakfast is cloaked in luxury and elegance. From this historic residence, you’ll have easy access to some of the city’s most popular attractions like the White House and National Zoo. Start each morning off with a delicious, complimentary breakfast, then take a dip in the pool or walk around the city.

Embassy Circle Guest House: Located in Dupont Circle, this classy inn offers spacious rooms that are beautifully decorated with original artwork and oriental carpets. In the morning, guests can indulge in the complimentary breakfast buffet and each evening enjoy the wine and beer buffet.

Colorado

Another excellent destination for travelers who love to spend their vacation outdoors, Colorado has much to offer in terms of varying landscapes and thrilling activities. Stay in the city and explore Denver’s unique culture with dozens of fantastic restaurants and other great attractions. If you prefer to stay somewhere more remote, you can head a few hours outside of Denver to adventure through Colorado’s mountains and forests.

Where to Stay

Castle Marne: Guests at Castle Marne have the unique experience of staying in a 19th-century lava stone mansion. Though there isn’t a full restaurant at the property, guests can enjoy four-course meals in the private dining rooms.

Antlers on the Creek Bed & Breakfast: A true storybook property, Antlers on the Creek is the perfect destination for a romantic mountain getaway. The bed and breakfast is just ten minutes from downtown Durango, Colorado, and 30 minutes from Mesa Verde National Park.

San Antonio, Texas

The second largest state in the US, Texas is home to several large cities including Dallas, Houston, Austin, and San Antonio. While each area of the state has its own unique culture and traditions, the San Antonio area, in particular, is one of the best places to travel in your 20s. With an exciting nightlife and plenty of daytime activities, this region of Texas may require more than just a weekend trip.

Where to Stay

Noble Inns: When traveling to San Antonio, you can choose from three Noble Inns properties—Oge House, Pancoast Carriage House, and Jackson House. Each located close to one another, the Oge House is the only one of these inns set on the city’s Riverwalk. The Pancoast Carriage House offers a private pool and heated spa while remaining close to the Riverwalk. An elegant place to stay, the Jackson house features marble floors and an indoor spa.

Stay Select

While researching the best places to travel in your 20s, you should consider browsing these suggested Select Registry properties as well as other locations in our collection. When you stay at a Select Registry property, you’re guaranteed a unique experience like no other. Our innkeepers are the best in their industry offering knowledge and personalized service to each guest that stays with them.

To find out more about other Select Registry properties, you can browse our site by state or experiences. For the adventurous travelers, our properties offering outdoor adventures are the perfect place to start.