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Go beyond your typical stay in Dover Plains

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7 Nov - 8 Nov
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8 Nov - 9 Nov
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13 Nov - 15 Nov
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20 Nov - 22 Nov

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Our top choices for Dover Plains hotels

A living room with a fireplace, a piano, and a sofa.

1. The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable and friendly"
United States
Helen
The price is SAR 1,196
SAR 1,375 total
includes taxes & fees
8 Nov - 9 Nov
The Kent Collection - The Firefly Inn
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

2. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is SAR 901
SAR 1,019 total
includes taxes & fees
10 Nov - 11 Nov
Millbrook Country House Bed & Breakfast
A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

3. Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (179 reviews)
"Very nice."
United States
K
The price is SAR 794
SAR 913 total
includes taxes & fees
11 Nov - 12 Nov
Cornwall Inn and Lodge
A hotel room with two beds, a desk, a chair, and a window with curtains.

4. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (956 reviews)
"If you're looking for a place to stay to explore western Connecticut, you found it."
United States
James
The price is SAR 484
SAR 557 total
includes taxes & fees
8 Nov - 9 Nov
Rocky River Inn
A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

5. Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (290 reviews)
"This is a beautiful place. We totally enjoyed our stay."
United States
Theresa
The price is SAR 785
SAR 887 total
includes taxes & fees
11 Nov - 12 Nov
Le Chambord at Curry Estate
A two-story house with a porch, white railings, and a blue door.

6. Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (217 reviews)
"Tidy small inn and very comfortable. Coffee and tea were available at a station in the hall as well as in each room. Easy to come and go. Small restaurants and coffee shop are within easy walking distance."
United States
Lygia
The price is SAR 537
SAR 607 total
includes taxes & fees
7 Dec - 8 Dec
Station Inn Pawling
A stone building with a wooden staircase and a garden with white flowers.

7. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (6 reviews)
"Outstanding!!"
United States
Charles
The price is SAR 2,083
SAR 2,507 total
includes taxes & fees
9 Nov - 10 Nov
Troutbeck
A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

8. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (210 reviews)
"The room was updated to a high end accommodation , it was Beautiful, the inn keepers were nice and accommodating. Location was perfect , to walk around New Milford Room was on a busy road A hot breakfast should have been included"
United States
Priscilla
The price is SAR 773
SAR 889 total
includes taxes & fees
15 Nov - 16 Nov
Homestead Inn
A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

9. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (117 reviews)
"Keep your expectations low and you will be happy. It provided what I needed at the end of October. Warm Room with a bed, mattress was so so at best. A bit spendy for an evening."
United States
Michael
The price is SAR 488
SAR 561 total
includes taxes & fees
14 Nov - 15 Nov
Hitching Post Country Motel
An outdoor patio with a fire pit, seating, and umbrellas.

10. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (53 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is SAR 943
SAR 1,066 total
includes taxes & fees
8 Nov - 9 Nov
The Millerton Inn
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

11. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (556 reviews)
"Nice staff"
United States
Kaitlin
The price is SAR 426
SAR 482 total
includes taxes & fees
11 Nov - 12 Nov
Best Western Plus The Inn & Suites At The Falls
A wooden deck with a swing chair and a bench overlooking a lake.

12. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (324 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is SAR 943
SAR 1,084 total
includes taxes & fees
9 Nov - 10 Nov
Interlaken Inn & Resort
A long dining table set for a meal with chairs, large windows, and a view of a park.

13. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (352 reviews)
"Beautiful hotel very centrally located."
United States
Frida Nohemi
The price is SAR 569
SAR 661 total
includes taxes & fees
8 Dec - 9 Dec
The Heartwood
A multi-story hotel with a central entrance, stone pillars, and a brick facade.

14. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (630 reviews)
"Staff was friendly and accommodating"
United States
Stephanie
The price is SAR 634
SAR 718 total
includes taxes & fees
16 Nov - 17 Nov
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

15. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is SAR 857
SAR 969 total
includes taxes & fees
10 Nov - 11 Nov
Inn at Pine Plains
A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

16. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (622 reviews)
"We only stayed one night , but room was clean and staff pleasant. In the morning we walked about 7 minutes to a nice coffee shop. Location is good . Would stay again."
United States
stacey
The price is SAR 348
SAR 404 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Poughkeepsie
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

17. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,158 reviews)
"wonderful stay, exactly what we needed"
United States
James
The price is SAR 351
SAR 408 total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Place Poughkeepsie / Hudson Valley
A park with a picnic table and chairs, surrounded by lush greenery and trees.

18. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (377 reviews)
"For the price it is exactly as you should expect. The room was clean, but needed very minor upgrades. The grounds were in poor condition. But I didn't come here for anything but the basics, bed, shower, and toilet, and that is what I got. I would use them again. Wifi and phone reception were great. Bring your own phone charger and toiletries."
United States
TYLER
The price is SAR 334
SAR 385 total
includes taxes & fees
8 Nov - 9 Nov
Maple Leaf Motel
A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

19. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent place—nice room and fine breakfast"
United States
Norman
The price is SAR 364
SAR 423 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Poughkeepsie by IHG
An outdoor seating area with stone walls, a fire feature, and yellow chairs.

20. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (536 reviews)
"Clean, well-appointed room with great staff"
United States
Roy
The price is SAR 366
SAR 425 total
includes taxes & fees
1 Dec - 2 Dec
Home2 Suites By Hilton Poughkeepsie
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.
View all properties

Stay near popular Dover Plains attractions

Dover Plains Stone Church

A natural cavern with a 30-foot waterfall cascading through its gothic cathedral-like entrance. Hike the serene tree-lined path along Stone Church Brook to experience this geological wonder up close.
See properties

Learn more about Dover Plains

Hikers find serenity on the Appalachian Trail that passes near this charming Hudson Valley town. Explore the natural beauty of Dover Stone Church, a cave with a waterfall that's perfect for summer adventures.

See all hotels in Dover Plains
A person standing on rocks by a flowing stream in a forested area.

Top Dover Plains Hotel Reviews

A living room with a fireplace, a piano, and a sofa.
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
Kent

10/10 Excellent

Comfortable and friendly
United States
Helen
Reviewed October 29, 2026
The Kent Collection - The Firefly Inn

Find out more about Dover Plains

Top reasons to visit Dover Plains

  • Outdoor Adventures: Dover Plains is perfect for hiking enthusiasts, featuring numerous trails that showcase stunning landscapes.
  • Scenic Beauty: The area is surrounded by picturesque mountains and serene lakes, offering a peaceful retreat.
  • Charming Downtown: Just a short drive away, Pawling offers family-friendly vibes and local shops to explore.
  • Variety of Accommodations: Enjoy diverse lodging options, from quaint bed & breakfasts to unique agritourism properties.
  • Cultural Experiences: Immerse yourself in the local community and enjoy relaxing strolls in private settings.

Find great hotels near Dover Plains

Explore a variety of lodging options in Dover Plains, New York, perfect for every type of traveler. From charming bed & breakfasts to unique agritourism properties, you'll find accommodations that cater to families, pet owners, and adventure seekers alike. Whether you're searching for hotels near Dover Plains or the renowned Old Drovers Inn, this area offers diverse choices and authentic experiences to make your stay memorable.

  • Best Western Plus The Inn & Suites At The Falls: Nestled 25.7km from Dover Plains, Best Western Plus The Inn & Suites At The Falls is an ideal retreat for families and business travelers alike. This welcoming property shines with its LGBTQIA-friendly atmosphere, making it a comfortable choice for diverse guests. Amenities include a First Aid Kit and cribs available for a fee, ensuring that families with children feel at home. Guests can expect warm hospitality and a range of services tailored to both leisure and business needs, making it a versatile accommodation option.
  • Rocky River Inn: Located 20.9km from Dover Plains, Rocky River Inn is a charming 3-star hotel perfect for guests seeking a cozy and entertaining stay. With amenities such as Cable TV, Flatscreen TVs, and a variety of entertainment options, guests can unwind after a long day of exploring. The inn's inviting atmosphere and well-appointed rooms make it a great choice for both relaxation and enjoyment, ensuring that visitors have a delightful experience.
  • Maple Leaf Motel: A mere 20.9km from Dover Plains, Maple Leaf Motel is a pet-friendly haven for travelers looking to bring their furry companions along. With a welcoming policy for pets, including services for service animals, this motel ensures a comfortable stay for both guests and their pets. The motel's amenities cater to dog owners specifically, allowing for a stress-free experience. Its friendly atmosphere and convenient location make it a delightful choice for animal lovers.

Where to stay near Dover Plains

Dover Plains offers a charming escape for tourists, surrounded by picturesque mountains and serene landscapes. Just a short distance away, you can explore the quaint downtown of Pawling, where family-friendly vibes and local shops await. Enjoy romantic strolls in a private setting, perfect for relaxation. Whether you’re hiking nearby trails or savoring the scenic beauty, Dover Plains promises a memorable vacation experience.

  • New Milford: Situated 22.5km from Dover Plains, New Milford offers a charming escape with its stunning outdoor scenery and romantic atmosphere. Visitors can enjoy a variety of activities, including exploring the local public market and recreational areas. The area is home to beautiful lakes and a national state park, making it ideal for those seeking adventure and relaxation. Peak travel months like April, July, and September provide the perfect opportunity to experience the vibrant community and picturesque landscapes that New Milford has to offer.
  • Kent: Just 8.0km away from Dover Plains, Kent is known for its scenic beauty and outdoor activities. The city attracts visitors year-round, with peak times in January, July, and September. Travelers can explore recreational areas and enjoy skiing in the winter months. Surrounded by lakes and mountains, Kent offers breathtaking views and opportunities for outdoor enthusiasts. Whether you're looking for a romantic getaway or an adventurous trip, Kent provides the perfect backdrop for unforgettable experiences.
  • Hyde Park: Located 27.4km from Dover Plains, Hyde Park is a vibrant city that combines culture, family-friendly activities, and beautiful landscapes. With a peak in travel during June to July and September, visitors can explore educational sites, shopping areas, and skiing opportunities. The presence of historic and modern college universities adds to the cultural richness of the area. Hyde Park's picturesque lakes and inviting atmosphere make it an excellent destination for those seeking a blend of outdoor fun and cultural exploration.

Things to do near Dover Plains

Dover Plains offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Visitors can explore various hiking trails that showcase the area's stunning landscapes while enjoying educational opportunities about the local environment. Whether you're looking for a peaceful retreat or an active exploration, Dover Plains provides a memorable backdrop for your vacation.

Shopping

For a unique shopping experience, visit the Stormville Airport Antique Show & Flea Market, located 22.5km away. If you're up for a drive, check out the Elephant's Trunk Flea Market, 27.4km away, for a lively atmosphere. Don't miss Bodhi Tree Gallery, just 17.7km from Dover Plains.

Recreation

Experience the Beekman Golf Course, just 24.1km away, where you can enjoy a day of golf amidst scenic outdoor vibes. For relaxation, visit the Richard L. Skimin Memorial Baseball Field, located 27.4km from Dover Plains, offering a serene environment perfect for unwinding.

Adventure

At Mohawk Mountain Ski Area, located 24.1km from Dover Plains, enjoy thrilling skiing adventures amidst exhilarating sports vibes. Lime Rock Park, 25.7km away, offers heart-pounding motor racing excitement. For a scenic outdoor experience, hike the Harlem Valley Rail Trail, also 24.1km from Dover Plains, surrounded by stunning landscapes.

Nightlife

Experience the vibrant nightlife in Dover Plains by visiting the TriArts Sharon Playhouse for a captivating theater performance. For a unique movie night, check out the Overlook Drive-In Theater, perfect for families. Finally, immerse yourself in more culture at Chance Theater, where romance and entertainment await.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Dover Plains

To save money on your trip to Dover Plains, consider visiting between January and March, when accommodation prices are lower. Book your stay on a Tuesday for the best rates, and avoid Saturdays, which are the most expensive. Use Expedia to compare hotel rates and find great deals by filtering options from low to high. Additionally, combining your hotel, flights, and activities into one package can lead to significant savings. Take advantage of free activities in the area and use public transport for affordable travel to explore the region efficiently.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Dover Plains are January to March, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Dover Plains is Tuesday. The most expensive day to stay in Dover Plains is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best deals and lowest prices, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Dover Plains hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Dover Plains

Dover Plains offers a charming escape for outdoor enthusiasts and romantic getaways, featuring beautiful scenery and a variety of attractions. Visitors can explore national and state parks, enjoy the serene lakes, or relax in local libraries. The area caters to those seeking adventure and cultural experiences, making it an ideal destination for travelers looking to immerse themselves in nature and community.

  • Macedonia Brook State Park: Experience the beauty of nature at Macedonia Brook State Park, located 8.0km from Dover Plains. Enjoy hiking trails that wind through lush landscapes, offering stunning views and abundant wildlife. Perfect for outdoor lovers seeking adventure and tranquility.
  • Bull's Bridge: Visit Bull's Bridge, a historic landmark situated 9.7km away. This charming stone bridge not only showcases remarkable architecture but is also surrounded by picturesque scenery, making it an excellent spot for photography and cultural exploration.
  • Orvis Sandanona Shooting Grounds: Located 12.9km from Dover Plains, Orvis Sandanona offers a unique educational experience in shooting sports. Participate in expert-led classes or simply enjoy the serene grounds, blending culture with outdoor activity.

Best time to go to Dover Plains

The best time to visit Dover Plains is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January26.6°F (-3.0°C)Light RainMostly SunnyAverageSlightly Low
February28.4°F (-2.0°C)Light RainMostly CloudyAverageSlightly Low
March36.0°F (2.2°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
August71.1°F (21.7°C)Light RainMostly SunnySlightly HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnySlightly HighSlightly High
October52.9°F (11.6°C)Light RainMostly SunnySlightly LowSlightly High
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December32.7°F (0.4°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Dover Plains

If you're planning to visit Dover Plains, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is located 77.2km away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport and Marriott Hartford Downtown. White Plains, NY (HPN-Westchester County) is 75.6km away, featuring accommodations such as The Opus Westchester, Autograph Collection and Sonesta White Plains Downtown. Lastly, Newburgh, NY (SWF-Stewart Intl.) is the closest at 49.9km, with options like The Dutchess Inn and Spa at Beacon. Each airport has convenient transportation services to make your travel hassle-free.

Frequently Asked Questions

What are some of the best vacation rentals in Dover Plains?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: You might want to consider this vacation home rental near Dover Plains, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Dover Plains.

If I need to cancel my hotel reservation in Dover Plains, will I receive a refund?

Yes, most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Dover Plains.

Where can I learn more about changing or cancelling my trip to Dover Plains?

To access more information about changing or cancelling your trip to Dover Plains, go to https://www.expedia.com/service/.

What are some accommodations with pools in Dover Plains?

Quality Inn Poughkeepsie: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley and Comfort Suites Fishkill near Interstate 84 are a couple of other choices that offer an onsite pool. View all hotels with pools in Dover Plains.

What is the best accommodation for staying close to Westchester County Airport (HPN)?

Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.

What's it like staying in Dover Plains?

Travelers to Dover Plains will find plenty to explore and enjoy. In Dover Plains, there are 9 hotels and other accommodations to choose from. Find out more about Dover Plains.

What should I do while I'm visiting Dover Plains?

A couple of favorite places to visit are Dover Plains Stone Church and Dover Town Hall. You'll also find Bull's Bridge and Kent Falls State Park in the area. Check out what more to see and do in Expedia's Dover Plains guide.

What's the weather like in Dover Plains?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Dover Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

Where is the best place to stay in Dover Plains?

Located 16.9 mi (27.1 km) from the heart of Dover Plains, Quality Inn Poughkeepsie is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Beekman Arms and Delamater Inn and Hyatt Place Poughkeepsie / Hudson Valley. See all available top hotels, or vacation rentals in Dover Plains.