Hotels in Kennedyville

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Where to stay in Kennedyville?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in Kennedyville

Learn more about Kennedyville

Kennedyville is well-known for its attractions such as Crow Farm and Vineyard and Turner Creek Landing Park.

Frequently asked questions

What accommodations do travelers recommend in Kennedyville?
Can I book refundable accommodations in Kennedyville?
If you’re looking for the flexibility to change your travel plans to Kennedyville, most properties provide refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow the results down.
What will the weather in Kennedyville be like during my visit?
July and August are typically the warmest months in Kennedyville when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.
Why should I book my Kennedyville accommodation with Hotels.com?
There are lots of reasons to book your Kennedyville trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Kennedyville

Find out more about Kennedyville

Kennedyville: Where Nature Meets Adventure on the Shores of Serenity

Nestled in the heart of Maryland, Kennedyville is a hidden gem perfect for nature lovers and adventure seekers. Surrounded by lush landscapes, the nearby state park offers hiking trails and picturesque views of serene lakes and winding rivers, ideal for kayaking and fishing. The charming town exudes a peaceful vibe, making it perfect for romantic getaways or family retreats. Explore local wildlife, enjoy picnics by the water, or simply unwind on its tranquil shores. Kennedyville is an inviting escape that celebrates the beauty of the great outdoors, providing a refreshing break from the hustle and bustle of everyday life. For great hotel rates in Kennedyville, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Kennedyville

Kennedyville, Maryland offers a variety of hotel accommodations, ranging from cozy inns to more upscale options. Visitors can find comfortable stays with essential amenities, often set in scenic surroundings. Whether you're looking for a quaint retreat or convenient access to nearby attractions, Kennedyville has several choices to suit your needs. Here are some of our travelers' favorite hotels in Kennedyville:

  1. Comfort Inn & Suites ChestertownOpens in a new window: This charming 2.5-star hotel offers a cozy atmosphere ideal for leisure travelers seeking comfort and convenience. With a variety of amenities, including a well-equipped business center and updated rooms, it caters to those who desire a pleasant stay. The hotel shines with its clean, comfortable accommodations and inviting breakfast options, providing a delightful start to the day. Guests appreciate the attention to cleanliness and the accommodating staff, ensuring a restful and enjoyable experience.
  2. Second Floor Master Suite Bay ViewOpens in a new window: This upscale 3.5-star hotel is perfect for active travelers, featuring an array of sports and recreation activities, including outdoor tennis and fitness facilities. The vibrant atmosphere is complemented by entertainment options such as billiards and cable television, creating an engaging environment for guests. The hotel stands out for its commitment to offering guests a dynamic experience, making it an excellent choice for those looking to stay active while enjoying quality accommodations.
  3. Top Floor Family DeluxeOpens in a new window: Another inviting 2.5-star hotel, this property caters to leisure travelers with its focus on recreation and relaxation. Guests can partake in outdoor tennis and enjoy the billiards and pool table amenities. The hotel’s inviting ambiance and recreational offerings make it a great choice for those seeking a fun and engaging stay. With a commitment to providing a comfortable and enjoyable environment, this hotel ensures that guests have everything they need for a memorable visit.

Top locations to stay in Kennedyville

When visiting Kennedyville, Maryland, great places to stay include Chestertown, Earleville, and Galena. Chestertown offers charming small-town vibes with cultural attractions like the Avalon Theatre. Earleville is perfect for museum enthusiasts with its rich history. Galena boasts outdoor adventures and vibrant nightlife options. For first-time visitors, Chestertown is the most appealing choice due to its unique local character and attractions.

  1. ChestertownOpens in a new window: Chestertown is a charming small town that offers a delightful blend of history and scenic beauty. Nestled along the Chester River, it’s perfect for leisurely strolls and exploring unique shops. You can visit must-see places like Miami Beach and the picturesque Betterton Beach, where you can unwind by the water. For cultural experiences, the Milburn Stone Theater and Avalon Theatre host a variety of performances, making it a great spot for arts enthusiasts. The town's close-knit community vibe and beautiful waterfront make it an inviting place to stay.
  2. GalenaOpens in a new window: Galena is a hidden gem that boasts stunning natural landscapes and outdoor activities. With attractions like Elk Neck State Park and Bohemia Vista Marina, you can easily immerse yourself in nature and enjoy activities such as hiking, boating, and fishing. The Garfield Center for the Arts at the Prince Theater adds a cultural touch to your visit, offering various performances. Galena’s relaxed atmosphere and beautiful surroundings make it an ideal retreat for those looking to escape the hustle and bustle.
  3. EarlevilleOpens in a new window: If you're a museum lover, Earleville is a quaint spot that provides a glimpse into the region's history and natural beauty. Close to attractions like Elk Neck State Park and Bohemia Vista Marina, you can enjoy outdoor adventures while soaking in the serene atmosphere. The Everett Theatre is a local cultural hub, showcasing various performances that reflect the community's spirit. Earleville’s small-town charm and access to beautiful natural settings make it a peaceful place to unwind.

Things to do in Kennedyville

Kennedyville invites travelers to explore its stunning beaches, lush forests, and serene lakes, perfect for a day of hiking, boating, or simply relaxing by the water. Thrill-seekers can enjoy motor racing, while those looking for a lively atmosphere can visit the local public market or try their luck at the casino.

  • Mount Harmon PlantationOpens in a new window – Step back in time at this historic estate where you can explore beautifully restored buildings and lush gardens. Enjoy a leisurely stroll along the scenic grounds, perfect for soaking in the natural beauty of Maryland's landscapes.
  • River Arts ChestertownOpens in a new window – Dive into the local art scene at this vibrant arts center. Check out rotating exhibitions and community events that showcase the creativity of regional artists. Whether you’re an art lover or just curious, there’s always something inspiring to see.
  • Historical Society of Kent County MarylandOpens in a new window – Discover the rich history of Kent County at this engaging museum. Browse through fascinating exhibits that highlight local heritage, from artifacts to photographs, providing a glimpse into the past of this charming area.
  • Elk Neck State ParkOpens in a new window – Embrace the great outdoors at this stunning national park. Hike along picturesque trails that lead to breathtaking views, or take a moment to relax by the water. It's a perfect spot for picnicking, birdwatching, or simply enjoying nature.
  • Rolphs Wharf MarinaOpens in a new window – Set sail from this welcoming marina where you can rent boats or simply enjoy the views of the water. It’s a great place to unwind, watch the boats come and go, or spend the day fishing along the shore.

5 tips for savvy savings when booking a hotel in Kennedyville

  1. Book for the cheapest times: The most affordable time to visit Kennedyville is during January, February, and December, when hotel prices tend to be lower. For those on a budget, staying for at least 2 to 3 days is recommended to fully appreciate the area’s significant landmarks, cultural sites, and natural wonders. Highlights include the stunning beach, the picturesque national state park, a serene lake, an impressive stadium, and a scenic river. This allows visitors to experience a great value for money while exploring the rich history and culture of Kennedyville.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals to Kennedyville, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool in the app could help you compare hotel prices and amenities, ensuring you find the best options. If rooms become available or prices drop, you’re more likely to see those updates first, allowing you to secure a last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on various factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in a Kennedyville hotel. For travelers seeking unique experiences, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates to increase your chances of finding a great deal.
  4. Consider your location: Staying near key attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, consider hotels in less central areas or neighborhoods, where you can find a balance between cost and easy access to the sites you want to visit. You might also look into independent hotels located a bit further away, as they usually tend to offer a more authentic experience at a more affordable rate.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Kennedyville. 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 Kennedyville

Kennedyville experiences its lowest average temperature in January, at 34.2°F (1.2°C), while July is the hottest month, with an average temperature of 77.4°F (25.2°C). August is typically the wettest month. If you’re looking to soak up the lively atmosphere in Kennedyville, April, July, and August are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, October, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

If you're looking to discover somewhere new, look no further than Kennedyville. Whether you're planning to stay for a night or for the week, the area around Kennedyville has accommodations to fit every need. Search for hotels in Kennedyville with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Kennedyville hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Kennedyville hotel deals are here with our lowest price guarantee.