Hotels in Preston

Preston: Where Historic Lighthouses Meet Coastal Serenity

Nestled in the heart of Maryland, Preston is a charming, off-the-beaten-path destination that beckons travelers with its rich history and serene landscapes. Just a stone's throw from the Choptank River, this quaint town offers stunning views and a glimpse into the past with its historic lighthouse and nearby monuments. Explore the scenic Preston Highway, where picturesque vistas abound, or take a leisurely stroll along the riverfront. Ideal for romantic getaways or quiet retreats, Preston invites you to unwind and discover its hidden gems, making it a perfect stop for those seeking tranquility and charm. For our best hotel rates in Preston and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Preston

Preston, Maryland offers a charming selection of accommodations, ranging from cozy historic inns to comfortable hotels. Visitors can find inviting options that capture the area's local charm, perfect for a relaxing getaway, while some properties provide unique character and scenic views to enhance your stay. Here are some of our travelers' favorite hotels in Preston:

1. Hyatt Regency Chesapeake BayOpens in a new window: Hyatt Regency Chesapeake Bay is a luxurious 4.0-star resort that offers a serene beach getaway with adventure at your fingertips. This property features direct beach access and an array of recreational activities such as kayaking and fishing, making it ideal for leisure travelers seeking both relaxation and excitement. Guests rave about the inviting pool area and comfortable common spaces, enhancing the overall experience with a laid-back atmosphere. The exceptional service and amenities, including multiple meeting rooms and a business center, ensure a seamless stay.
2. Inn at 202 DoverOpens in a new window: Inn at 202 Dover is an exquisite 5.0-star inn that caters to discerning business travelers and luxury seekers. With its elegant design and top-notch amenities, this property stands out for its exclusive meeting rooms and pet-friendly policies, ensuring a refined experience for both you and your furry companion. The attentive service and luxurious ambiance create an inviting environment for relaxation and productivity, making it a premier choice for those looking to indulge in comfort and style.
3. Marvel's on the CreekOpens in a new window: Marvel's on the Creek is a charming 4.0-star bed and breakfast, perfect for leisure travelers seeking a unique coastal experience. Nestled in a picturesque location with direct beach access, this property provides a blend of comfort and hospitality, featuring inviting accommodations and delightful communal dining. The engaging atmosphere, complemented by home-cooked breakfasts and stunning views, offers a memorable backdrop for unwinding and exploring local attractions. The warm, personalized service creates a welcoming feel, making it a delightful option for those looking to connect with their surroundings.

Top locations to stay in Preston

Some great areas to stay in when visiting Preston, Maryland, are Downtown Cambridge, Easton, and Trappe. Downtown Cambridge boasts beautiful architecture and museums, while Easton offers a vibrant arts scene and nature spots. Trappe is ideal for outdoor enthusiasts with its marina and natural parks. For first-time visitors, Easton is best suited due to its diverse attractions and nightlife.

1. Downtown CambridgeOpens in a new window: Staying in Downtown Cambridge offers a unique blend of history and culture, making it a fantastic choice for travelers. This charming area is known for its beautiful architecture and historic churches, creating a picturesque backdrop for your visit. You can explore several fascinating museums that showcase the local heritage, including the Harriet Tubman Museum and Educational Center. Don't miss the chance to stroll along the scenic waterfront and enjoy the vibrant atmosphere, with events and activities that highlight the community's rich history.
2. EastonOpens in a new window: Easton is a delightful spot for those who appreciate nature and culture. The area boasts lovely parks like Long Wharf Park, providing a perfect setting for outdoor relaxation and recreation. You'll find various cultural attractions, including the Chesapeake Bay Maritime Museum, which offers insights into the region's maritime history. Easton’s arts scene is vibrant, with cultural venues like the Garfield Center for the Arts at the Prince Theater, making it an excellent place for entertainment and community events.
3. TrappeOpens in a new window: Trappe is a quaint town that serves as a great home base for nature lovers. With access to natural parks and a marina, it’s perfect for those looking to enjoy the outdoors. One of the highlights is the Choptank River Lighthouse, where you can soak in beautiful views of the water. Additionally, the nearby Annapolis Sailing School offers opportunities for adventure on the water, making it an appealing choice for travelers who want a more laid-back experience while still having access to exciting activities.

Things to do in Preston

Preston offers a delightful blend of stunning coastlines and lush landscapes, ideal for outdoor enthusiasts. Enjoy sun-soaked beaches, invigorating hikes through scenic parks, and thrilling water sports. After a day of exploration, unwind at lively shopping centers and stroll along vibrant boardwalks, making every moment an adventure.

• Academy of the ArtsOpens in a new window – Discover a vibrant hub of creativity at the Academy of the Arts, where local and regional artists showcase their talents. Explore rotating exhibitions, participate in workshops, and enjoy a variety of artistic expressions in a welcoming environment.
• The Third Haven Friends Meeting HouseOpens in a new window – Step into history at The Third Haven Friends Meeting House, one of the oldest Quaker meeting houses in the country. Wander through its serene grounds, admire the historic architecture, and reflect on the tranquil atmosphere that has drawn visitors for centuries.
• Academy Art MuseumOpens in a new window – Dive into the world of visual arts at the Academy Art Museum, which features an impressive collection of American and European works. Attend special events, view thought-provoking exhibitions, and appreciate the museum’s commitment to education and community engagement.
• Choptank River LighthouseOpens in a new window – Visit the picturesque Choptank River Lighthouse, a charming landmark that offers stunning views of the surrounding waters. Capture the beauty of this historic structure and enjoy a leisurely walk along the waterfront, perfect for photography enthusiasts and nature lovers alike.
• Bill Burton Fishing Pier State ParkOpens in a new window – Experience the great outdoors at Bill Burton Fishing Pier State Park, where you can cast a line into the Choptank River or take a peaceful stroll along the scenic trails. This park is a fantastic spot for fishing, picnicking, and soaking up the natural beauty of the area.

5 tips for savvy savings when booking a hotel in Preston

1. Book for the cheapest times: The most affordable time to visit Preston is during January, February, and November when hotel prices are lower. For a great value for your money, consider staying for at least 2 to 3 days to fully explore the city's historic landmarks and cultural attractions. This budget-friendly duration allows you to visit key sites such as monuments, lighthouses, and lookouts, making your trip enriching without breaking the bank. Prices may drop during these months, providing an excellent opportunity for those traveling on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Preston, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you save on your stay. Additionally, Smart ShoppingOpens in a new window is a handy comparison tool in the app that allows you to compare hotel prices and amenities, so you're more likely to see the best options available. Stay updated on price drops or new room availability to make the most of your last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a hotel in Preston. If you're seeking a unique experience, boutique hotels can provide a more personalized touch and potentially better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is higher or lower than the average. If the price is on the higher end, we’ll suggest alternative dates that could offer you a better deal.
4. Consider your location: Staying near major attractions or downtown can be convenient, but it usually tends to come with higher prices. If you're looking for more affordable options, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you wish to visit. You might also look into independent hotels a bit farther out, which can offer a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Preston. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Preston

Preston experiences its lowest average temperature in January, at 35.6°F (2.0°C), while July is the hottest month, with an average temperature of 77.7°F (25.4°C). August tends to be the wettest month. The peak travel months to visit Preston are July, September, and November, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.