Photo by Jason Weagle

Hotels in Dover Plains

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Where to stay in Dover Plains?

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 Dover Plains

Learn more about Dover Plains

Dover Plains is well-known for its attractions such as Dover Plains Stone Church and Dover Town Hall.

Short little trail to a cave with waterfall inside. Try to go fall or spring as super busy during summer.
Photo by Jason Weagle
Open Photo by Jason Weagle

Frequently asked questions

What accommodations do travelers recommend in Dover Plains?
Guests like Spacious Log Home, Beautiful Heated, Salt Water Pool and Chef’s Dream Kitchen!.
Can I book a refundable hotel in Dover Plains?
If you need the flexibility to change your travel plans to Dover Plains, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Dover Plains if I want a vacation home instead of a traditional hotel?
If you’re looking for a good alternative to a hotel, review our selection of 5 vacation homes.
What will the weather in Dover Plains be like during my visit?
The warmest months in Dover Plains are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are October and December.
Why should I book my Dover Plains accommodation with Hotels.com?
There are plenty of reasons to book your Dover Plains travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, 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 Dover Plains

Find out more about Dover Plains

Unveil the Hidden Charms of Dover Plains: Where Lakes Meet Mountains and History Comes Alive

Nestled in the picturesque Hudson Valley, Dover Plains, New York, offers a charming escape into nature and small-town allure. Explore the stunning landscapes of the nearby mountains, perfect for hiking and birdwatching, or unwind by tranquil lakes that invite peaceful reflection. The area is steeped in history, with charming churches dotting the landscape, and a unique cave system waiting to be discovered. Whether you're seeking outdoor adventures or a serene retreat, Dover Plains promises an enriching experience that celebrates the beauty of rural New York. Perfect for nature lovers and those looking to escape the hustle and bustle! For great hotel rates in Dover Plains, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Dover Plains

Dover Plains, NY offers a variety of hotel accommodations, ranging from cozy inns to budget-friendly options. You can find comfortable stays that cater to travelers looking for convenience and affordability, making it easy to explore the scenic beauty of the Hudson Valley. Here are some of the best hotels in Dover Plains that our travelers love:

  1. Mayflower Inn & SpaOpens in a new window: This luxurious 4.0-star hotel is perfect for adventure seekers and those looking to indulge in a pet-friendly getaway. With activities such as onsite mountain biking and archery, as well as nearby hiking and horse riding, guests can immerse themselves in exhilarating outdoor experiences. Unique amenities cater to pet owners, allowing for a seamless vacation with furry companions. This hotel is celebrated for its inviting atmosphere, stunning accommodations, and a range of recreational options that truly enhance the stay.
  2. Millbrook Country House Bed & BreakfastOpens in a new window: A delightful 4.0-star bed and breakfast, this charming property offers a serene retreat with complimentary full breakfast options every morning. The peaceful ambiance makes it ideal for leisure travelers who appreciate a quiet, clean, and conveniently located lodging experience. With hiking opportunities nearby, this hotel is favored by those who value a quaint setting combined with quality service, making it a treasured destination for relaxation and enjoyment.
  3. The Millbrook InnOpens in a new window: This exquisite 4.0-star inn is a haven for romantic travelers seeking a natural escape. Featuring amenities such as terrace lounge areas and fire pits, guests can unwind in a breathtaking outdoor setting. The property offers romance packages, including champagne service and wine tours nearby, catering to couples looking to create lasting memories. The focus on wellness and nature, along with a charming ambiance, makes this inn a favorite for those desiring a unique and intimate getaway.

Top locations to stay in Dover Plains

Some of the best areas to stay in when visiting Dover Plains, New York, are Red Oaks Mill, Arlington, and Kent. Red Oaks Mill offers scenic rivers and historic sites, Arlington is perfect for nature lovers with its charming library, and Kent boasts stunning waterfalls and outdoor adventures. For first-time visitors, Kent is the ideal choice with its diverse attractions.

  1. Red Oaks MillOpens in a new window: A charming destination nestled along the Hudson River, Red Oaks Mill is perfect for those seeking a blend of history and natural beauty. The area is home to stunning attractions like the Vanderbilt Mansion National Historic Site and the Dia Beacon, showcasing impressive art and architecture. If you're a history buff, the Franklin D. Roosevelt Presidential Library and Museum is a must-see. While the nightlife features cultural options like the Overlook Drive-In Theater, there's also great shopping at places like the Hudson Valley Mall. With its picturesque landscapes and rich heritage, Red Oaks Mill offers a delightful escape.
  2. ArlingtonOpens in a new window: Known for its serene atmosphere and close-knit community, Arlington is a fantastic choice for nature lovers. The local library and surrounding parks provide a peaceful retreat for those looking to unwind. While the area may not have extensive nightlife, its proximity to nearby attractions makes it a convenient base for exploring. With the beautiful landscapes and charming vibe, Arlington is ideal for travelers seeking a quiet getaway.
  3. KentOpens in a new window: If you're looking for small-town charm surrounded by nature, Kent is an ideal spot. Known for its breathtaking waterfalls and scenic parks, Kent Falls State Park is a highlight for outdoor enthusiasts. The area also boasts lovely spots like Lake Waramaug and Bantam Lake for leisurely activities. For those interested in cultural pursuits, the TriArts Sharon Playhouse offers a range of performances. With its inviting atmosphere and beautiful surroundings, Kent makes for a refreshing getaway.

Things to do in Dover Plains

Dover Plains offers a delightful blend of stunning natural landscapes, from serene lakes and rolling mountains to lush forests. Travelers can enjoy outdoor activities like hiking scenic trails, skiing on pristine slopes, or even racing on thrilling circuits. It’s a charming spot for those seeking both relaxation and adventure!

  • Macedonia Brook State ParkOpens in a new window – Lace up your hiking boots and explore the scenic trails at Macedonia Brook State Park. Nestled in the stunning landscapes of the Hudson Valley, this park offers a mix of tranquil lakes and majestic mountains. Enjoy a peaceful picnic by the water or take a leisurely stroll to soak in the natural beauty surrounding you.
  • Kent Falls State ParkOpens in a new window – Don’t miss the breathtaking views at Kent Falls State Park, where you can witness the spectacular waterfall cascading down the rocky terrain. Follow the winding paths that lead you to various lookout points, perfect for capturing those Instagram-worthy shots. This park is ideal for families looking to connect with nature while enjoying a fun day outdoors.
  • Wing's CastleOpens in a new window – Step into a fairytale at Wing's Castle, a whimsical structure that captivates visitors with its unique architecture and enchanting gardens. Take a guided tour to discover the fascinating history and craftsmanship behind this remarkable castle. Don’t forget to explore the surrounding grounds, where you can find hidden nooks and crannies waiting to be discovered.
  • Bull's BridgeOpens in a new window – Experience a piece of history at Bull's Bridge, a charming covered bridge that spans the Housatonic River. Take a leisurely walk across the bridge and enjoy the picturesque views of the water and surrounding forest. This spot is perfect for photography enthusiasts looking to capture the beauty of traditional American architecture.
  • Orvis Sandanona Shooting GroundsOpens in a new window – If you’re interested in learning a new skill, head to Orvis Sandanona Shooting Grounds. This facility offers lessons and experiences for both beginners and seasoned shooters. Surrounded by lush landscapes, you can practice your aim while enjoying the fresh air and picturesque scenery of the countryside.

5 tips for savvy savings when booking a hotel in Dover Plains

  1. Book for the cheapest times: The most affordable time to visit Dover Plains is from January to March, when hotel prices tend to be lower. For a budget-friendly trip, staying for at least 2 to 3 days is ideal to fully explore the area's significant landmarks and cultural sites. While you're there, you can visit natural attractions like the local lake and mountain, as well as historical sites such as the town's church and nearby caves. This timeframe offers great value for money, allowing you to enjoy the rich history and culture of Dover Plains without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals to Dover Plains, you may discover discounted hotel rates by visiting the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. Enabling email alerts or push notifications can help you stay updated on flash sales and special promotions, ensuring you don't miss potential savings. Additionally, using Smart ShoppingOpens in a new window within the app allows you to compare hotel prices and amenities, helping you find the best hotel deal available. With these tools, you're more likely to be informed about price drops or room availability for a spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel’s location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Dover Plains hotel. If you're in search of something distinctive, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could help you find a better deal.
  4. Consider your location: Choosing accommodations near major attractions or city centers can be convenient, but they usually tend to be more expensive. To find better rates, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels located a bit further out, as they can offer a more genuine 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 Dover Plains. 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 Dover Plains

Dover Plains experiences its lowest average temperature in January, at 26.6°F (-3.0°C), while July is the hottest month, with an average temperature of 73.0°F (22.8°C). October tends to be the wettest month. The peak travel months to visit Dover Plains are July to September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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