Hotels in Dover Plains

Some of the best places to stay in Dover Plains are Red Oaks Mill, Danbury and Kingston. Dover Plains, NY, offers easy access to nearby attractions like Red Oaks Mill, Danbury, and Kingston. Red Oaks Mill is a quaint area perfect for a peaceful retreat. Danbury boasts shopping, dining, and historical sites, making it great for first-time visitors. Kingston features rich history and vibrant waterfront activities. Accommodations in these areas range from charming inns to cozy hotels, ensuring a delightful stay for all travelers exploring the Hudson Valley. Here are some of the best hotels in Dover Plains that our travelers love:

1. Red Oaks MillOpens in a new window: Red Oaks Mill is an exciting destination for those seeking adventure and cultural experiences. Its proximity to notable institutions like Vassar College, Marist College, and the Culinary Institute of America makes it a perfect spot for visitors interested in education and history. For accommodations, consider The Herwood InnOpens in a new window, a 4.5-star guesthouse offering a range of adventure sports and family-friendly amenities. Brinckerhoff InnOpens in a new window is another great option, providing complimentary breakfast and fitness facilities. Additionally, Journey Inn Bed & BreakfastOpens in a new window, a charming bed and breakfast, features outdoor adventure activities like kayaking and ziplining, making it ideal for thrill-seekers.
2. DanburyOpens in a new window: Danbury is a vibrant city known for its outdoor activities and family-friendly attractions, such as the Danbury Fair Mall and Candlewood Lake. It offers a diverse range of hotels to suit every traveler. The Opus Westchester, Autograph CollectionOpens in a new window is a luxury 5-star hotel that caters to business and family travelers alike, featuring a 24-hour business center and child-friendly amenities. For a more adventurous stay, Mayflower Inn & Spa, Auberge Resorts CollectionOpens in a new window allows pets and offers onsite hiking and biking activities. Norwalk Inn & Conference CenterOpens in a new window features direct beach access and is perfect for those looking to combine business with leisure.
3. KingstonOpens in a new window: Kingston is a captivating destination rich in culture and outdoor activities, with sites like the Dutchess County Fairgrounds and Bard College nearby. This area is ideal for adventurers and families. The Woodbine InnOpens in a new window is a 3.5-star guesthouse that caters to adventure enthusiasts with activities such as mountain biking and ziplining. Emerson Resort & SpaOpens in a new window offers a relaxing spa experience alongside outdoor sports, while Hotel Mountain BrookOpens in a new window is pet-friendly and provides various adventurous activities, ensuring a memorable stay for all guests.

Dover Plains offers a perfect three-day getaway for nature lovers, featuring picturesque mountains, serene lakes, and lush parks. Visitors can enjoy activities like skiing, hiking, and scenic drives, making it an ideal destination for outdoor adventure and relaxation amidst stunning landscapes. Here's a quick itinerary to make the most of your trip to Dover Plains:

• Day 1: Begin your adventure at Bull's Bridge, a picturesque location perfect for photography and nature walks. After soaking in the serene views, head to the Morrison Gallery, where you can appreciate a diverse collection of contemporary art. Finally, make your way to the Ober Gallery to explore more artistic expressions and perhaps find a unique piece to remember your trip by. This blend of nature and art will make for a fulfilling day.
• Day 2: Kick off your day at Kent Falls State Park, where you can hike along scenic trails leading to stunning waterfalls. The sound of cascading water is invigorating and a perfect backdrop for your exploration. Next, visit the Eric Sloane Museum and Kent Iron Furnace, where you can delve into local history and learn about the region's heritage. Conclude your day at the Seven Hearths Museum, a charming spot that showcases the area’s rich past through its historical exhibits.
• Day 3: Start your morning at Macedonia Brook State Park, where you can enjoy hiking and breathtaking views of the surrounding landscape. After your energizing trek, head to Lake Waramaug for some relaxation by the water—perfect for a picnic or a leisurely stroll. Wrap up your day at the Orvis Sandanona Shooting Grounds, where you can try your hand at shooting sports or simply enjoy the well-maintained grounds, ensuring a diverse and exciting end to your trip.

1. Book for the cheapest times: The most budget-friendly time to visit Dover Plains is during January, November, and December, when hotel rates are significantly lower. For those looking to explore the area, a stay of at least 2-3 days is recommended to fully enjoy its main attractions, including the scenic lake and beautiful parks. This makes Dover Plains a great value for money destination, perfect for travelers on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Dover Plains, you're in luck! Hotels.com offers fantastic discounts that could help you save on your stay. To explore these offers, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on their website, where you may discover great rates on nearby hotels as your travel date approaches. Don't forget to turn on email alerts or push notifications from Hotels.com to keep informed about flash sales and exclusive last-minute promotions, increasing your chances of snagging a great deal.
3. Be flexible with dates: Prices can differ depending on factors like the hotel's location, star rating, and the time of year. Therefore, if you’re flexible with your travel dates, you may save on hotel expenses in Dover Plains.
4. Consider your location: When booking through Hotels.com for your vacation, think about your location. Staying near major attractions or downtown areas can offer convenience but usually tends to come with a higher price tag. For more affordable options, consider hotels in less central neighborhoods, striking a balance between cost and easy access to the sites you want to explore.
5. Upgrade with One Key: Book your next stay in Dover Plains and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.

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 is typically the wettest month. If you’re looking to soak up the lively atmosphere in Dover Plains, July to September 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, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.