Top 10 Hotels in Dover Plains, NY from SAR 284 - Competitive Prices

Q: 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 .

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Dover Plains

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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

Kent

Helen

SAR 1,375 total

includes taxes & fees

8 Nov - 9 Nov

A garden with various plants and flowers, a white fence, and outdoor furniture.

2. Millbrook Country House Bed & Breakfast

Millbrook

kenneth

SAR 1,019 total

includes taxes & fees

10 Nov - 11 Nov

A dining area with wooden tables and chairs, a patterned rug, and an exit sign.

3. Cornwall Inn and Lodge

Cornwall Bridge

K

SAR 913 total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with two beds, a desk, a chair, and a window with curtains.

4. Rocky River Inn

New Milford

James

SAR 557 total

includes taxes & fees

8 Nov - 9 Nov

A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

5. Le Chambord at Curry Estate

Hopewell Junction

Theresa

SAR 887 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a porch, white railings, and a blue door.

6. Station Inn Pawling

Pawling

Lygia

SAR 607 total

includes taxes & fees

7 Dec - 8 Dec

A stone building with a wooden staircase and a garden with white flowers.

7. Troutbeck

Amenia

Charles

SAR 2,507 total

includes taxes & fees

9 Nov - 10 Nov

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

New Milford

Priscilla

SAR 889 total

includes taxes & fees

15 Nov - 16 Nov

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

Cornwall Bridge

Michael

SAR 561 total

includes taxes & fees

14 Nov - 15 Nov

An outdoor patio with a fire pit, seating, and umbrellas.

10. The Millerton Inn

Millerton

Chelsy

SAR 1,066 total

includes taxes & fees

8 Nov - 9 Nov

A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

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

Red Oaks Mill

Kaitlin

SAR 482 total

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with a swing chair and a bench overlooking a lake.

12. Interlaken Inn & Resort

Lakeville

mary

SAR 1,084 total

includes taxes & fees

9 Nov - 10 Nov

A modern lobby with a blue sofa, marble coffee table, and a reception desk with a blackboard.

13. The Heartwood

Arlington

Frida Nohemi

SAR 661 total

includes taxes & fees

8 Dec - 9 Dec

A multi-story hotel with a central entrance, stone pillars, and a brick facade.

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

Hyde Park

Stephanie

SAR 718 total

includes taxes & fees

16 Nov - 17 Nov

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

Pine Plains

teresina

SAR 969 total

includes taxes & fees

10 Nov - 11 Nov

A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

16. Quality Inn Poughkeepsie

Arlington

stacey

SAR 404 total

includes taxes & fees

29 Nov - 30 Nov

A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

17. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

James

SAR 408 total

includes taxes & fees

29 Nov - 30 Nov

A hotel room with a bed, two bedside lamps, a desk with a chair, a small refrigerator, and a door leading to the bathroom.

18. Maple Leaf Motel

New Milford

TYLER

SAR 385 total

includes taxes & fees

8 Nov - 9 Nov

A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

19. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Norman

SAR 423 total

includes taxes & fees

1 Dec - 2 Dec

An outdoor seating area with stone walls, a fire feature, and yellow chairs.

20. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Roy

SAR 425 total

includes taxes & fees

1 Dec - 2 Dec

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

The Kent Collection - The Firefly Inn

Kent

10/10 Excellent

Helen

Rocky River Inn

New Milford

10/10 Excellent

Zoe

Millbrook Country House Bed & Breakfast

Millbrook

10/10 Excellent

Anonymous traveler

The Heartwood

Arlington

10/10 Excellent

Paulette

Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

10/10 Excellent

Comfy. Homey. Clean. Brightly lit and cheery lobby area. Great breakfast setup. Nice bedding. Spacious suite style. Easy and quick drive to Marist. Very small downers: Parking lot a tad cramped and narrow. Muddy construction lot in front. Desk staff tends to stray away from the desk and there was no telling when they would be back. Could use a desk sign or something saying "Back in 15 minutes."

David

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

10/10 Excellent

It was a special stay for us, Marist graduation weekend 2025. Unfortunately, there was a mixup with our reservation. The fabulous front desk staff did not let us down, Kat, Julia & Tianna went above & beyond to “fix” the situation quickly! In addition, Jason, the hotel manager made sure we were super comfortable & had an enjoyable weekend with our son! Hotel was super clean, comfortable & breakfast was great! I would highly recommend this well run Hyatt!

Richard

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

10/10 Excellent

Sheri

Homestead Inn

New Milford

10/10 Excellent

This is my second time staying at the Inn, and everytime that out do themselves from the time before. Gave me a call to see if there was anything special I may need prior to my arrival. Room is spotless, probably the cleanest room I have ever experience. Convenient to the New Milford Green, plenty of good places to eat. Very quiet and restful. I will be staying at the end at least once a month over the next year, Highly recommend!!!

Bob

Le Chambord at Curry Estate

Hopewell Junction

10/10 Excellent

Beautiful property ! Anyone looking for wedding venue, check this place out ! When I walked in the door I was greeted and welcomed! The inside had old charm with beautiful woodworking, dining area was so charming , with white table cloths , beautiful windows i just wanted to sit there all day with a hot chocolate or a cup of tea ! The bedroom looked like it was recently redone with some beautiful older pieces of furniture but was spotless! towels were nice and thick! The bed was very very...

ChrisL

A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

Hampton Inn & Suites Poughkeepsie

Crown Heights

10/10 Excellent

Connie

Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

10/10 Excellent

Leslie

A hotel room with a large bed, two bedside tables with lamps, a headboard with a mirror, a window with curtains, and an air conditioning unit.

Roosevelt Inn of Hyde Park

Hyde Park

10/10 Excellent

Adele

A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

Courtyard by Marriott Poughkeepsie

Poughkeepsie

10/10 Excellent

Catherine

Inn at Pine Plains

Pine Plains

10/10 Excellent

Kevin

A building entrance with a covered porch, stone pillars, and a mailbox.

Quality Inn Hyde Park Poughkeepsie North

Hyde Park

10/10 Excellent

Marjorie

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

Comfort Suites Fishkill near Interstate 84

Fishkill

10/10 Excellent

Scott

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 Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.6°F (-3.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	28.4°F (-2.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	36.0°F (2.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
May	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Average	Average
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	40.6°F (4.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	32.7°F (0.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

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.

Find hotels in Dover Plains, NY from SAR 284

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dover Plains

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Dover Plains hotels

1. The Kent Collection - The Firefly Inn

2. Millbrook Country House Bed & Breakfast

3. Cornwall Inn and Lodge

4. Rocky River Inn

5. Le Chambord at Curry Estate

6. Station Inn Pawling

7. Troutbeck

8. Homestead Inn

9. Hitching Post Country Motel

10. The Millerton Inn

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

12. Interlaken Inn & Resort

13. The Heartwood

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

15. Inn at Pine Plains

16. Quality Inn Poughkeepsie

17. Hyatt Place Poughkeepsie / Hudson Valley

18. Maple Leaf Motel

19. Holiday Inn Express Poughkeepsie by IHG

20. Home2 Suites By Hilton Poughkeepsie

Stay near popular Dover Plains attractions

Dover Plains Stone Church

Learn more about Dover Plains

Top Dover Plains Hotel Reviews

The Kent Collection - The Firefly Inn

10/10 Excellent

Find out more about Dover Plains

Top reasons to visit Dover Plains

Find great hotels near Dover Plains

Where to stay near Dover Plains

Things to do near Dover Plains

Booking tips and Expedia advantages for Dover Plains

Find the best attractions near Dover Plains

Best time to go to Dover Plains

The nearest major airports for your trip to Dover Plains

Frequently Asked Questions

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

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

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

What are some accommodations with pools in Dover Plains?

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

What's it like staying in Dover Plains?

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

What's the weather like in Dover Plains?

Where is the best place to stay in Dover Plains?