Search B&B in Dover Plains

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Dover Plains bed & breakfast

Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is AED 727
AED 823 total
includes taxes & fees
4 Jan - 5 January 2026
Millbrook Country House Bed & Breakfast
Exterior
Jenny's Country Manor

Jenny's Country Manor

2.0 star property
Red Hook
7.6 out of 10, Good, (133)
"Jenny's was quaint and comfortable, with "
United States
Bill
The price is AED 514
AED 582 total
includes taxes & fees
10 Dec - 11 Dec
Jenny's Country Manor
Dining
Homestead Inn

Homestead Inn

3.5 star property
New Milford
9.2 out of 10, Wonderful, (196)
"Everything was as noted with a friendly staff"
United States
Colby
The price is AED 756
AED 869 total
includes taxes & fees
4 Jan - 5 January 2026
Homestead Inn
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (301)
"Great stay"
United Kingdom
Katherine
The price is AED 909
AED 1,028 total
includes taxes & fees
10 Dec - 11 Dec
Inn at Pine Plains
Terrace/patio
it's a good thing

it's a good thing

4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Wonderful stay and wonderful hosts! "
United States
Daniela-Cristina
it's a good thing
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
The price is AED 672
AED 760 total
includes taxes & fees
31 Dec - 1 January 2026
Inn the Woods Bed and Breakfast
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is AED 823
AED 931 total
includes taxes & fees
10 Dec - 11 Dec
Journey Inn Bed & Breakfast
Property grounds
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Clinton Corners
8.2 out of 10, Very Good, (11)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is AED 514
AED 715 total
includes taxes & fees
19 Dec - 20 Dec
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Property grounds
Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch

Clinton Corners
8.6 out of 10, Excellent, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
The price is AED 551
AED 756 total
includes taxes & fees
10 Dec - 11 Dec
Private room on secluded 7 acres , access to entire house including patio, porch
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.
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Top Dover Plains Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Buisness friendly, breakfast, gym room, quiet, good customer service "
Luna 1-night trip
Posted 10 hours ago
Courtyard by Marriott Poughkeepsie

Frequently asked questions

Searching for B&Bs in Dover Plains?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're traveling solo and looking to chat with locals, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, Dover Plains Stone Church and Dover Town Hall are worth a stop.
Are you thinking about a B&B for your stay?
With attentive service, an atmosphere suited to mingling with other guests, and of course a full breakfast, B&Bs all have a one-of-a-kind setting.
What are the best B&Bs in Dover Plains?
Here are some well-liked B&Bs in the surrounding area: Inn at Pine Plains: 8 rooms. 16.9 mi (27.2 km) from the downtown core. Homestead Inn: 16 rooms. Situated 14 mi (22.5 km) from the heart of Dover Plains. Jenny's Country Manor: 13 rooms. 17.4 mi (28 km) from the heart of downtown.
What's the best time of year to book my B&B in Dover Plains?
When you're dreaming of a escape to Dover Plains, year-round temperatures and rainfall may be important factors to consider. 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.
What is there to do in Dover Plains?
When you want to check out some attractions in town, you might consider a visit to Dover Plains Stone Church and Dover Town Hall. Bull's Bridge and Kent Falls State Park are also some sites to visit if you want to see more of the area.
How can I get to and around Dover Plains?
You can plan your excursions in and around Dover Plains ahead of time with these transportation options. Fly into Danbury, CT (DXR-Danbury Municipal), which is located 25.9 mi (41.7 km) away from the heart of the city. You can also search for flights into Oxford, CT (OXC-Waterbury - Oxford), which is 29 mi (46.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.