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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Dover Plains

Inn at Pine Plains
Enjoy a warm breakfast in this cozy dining area with a brick fireplace, surrounded by a charming table setting.

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (288)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains
it's a good thing
Sit and unwind in a serene garden setting, surrounded by lush greenery and shaded by a large umbrella.

it's a good thing

4.5 star property
8.6 out of 10, Excellent, (17)
"Wonderful stay and wonderful hosts! "
it's a good thing
Homestead Inn
Relax in this elegant living room with a comfortable sofa, coffee table, and dining area.

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (182)
"I didn’t even realize how cute the Inn was. Such a nice addition to my trip and a wonderful surprise "
The price is ￥30,248
￥34,786 total
includes taxes & fees
Aug 18 - Aug 19
Homestead Inn
Journey Inn Bed & Breakfast
Spanning a tranquil body of water, a serene stone bridge connects to a lush forest.

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (327)
"Great place"
The price is ￥33,094
￥37,438 total
includes taxes & fees
Aug 11 - Aug 12
Journey Inn Bed & Breakfast
Millbrook Country House Bed & Breakfast
Stroll through the serene garden, surrounded by lush plants and flowers, along a meandering gravel path.

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (77)
"Gracious host and great breakfast "
The price is ￥29,094
￥32,913 total
includes taxes & fees
Aug 13 - Aug 14
Millbrook Country House Bed & Breakfast
Inn the Woods Bed and Breakfast
Experience the tranquility of Inn the Woods, offering bed and breakfast services in a natural setting surrounded by lush greenery and a wildlife habitat.

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (128)
"This is a great place. We had a very relaxing stay. Breakfast was fantastic. Highly recommend."
Inn the Woods Bed and Breakfast
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Relax in this serene bedroom with a large bed and picturesque views of the lake and surrounding trees through French doors.

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (6)
"Great location - quiet and private. Long bike rides each day and was able to come back to a great shower, and comfortable, relaxed exterior and interior environment. Slept very well."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Jenny's Country Manor
Stunning two-story house with a charming porch and symmetrical facade, featuring a central entrance and two garage doors.

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (130)
"The paint job could be redone and the stair are a bit hazardous. The bath facilities could be improved."
The price is ￥20,572
￥23,273 total
includes taxes & fees
Aug 14 - Aug 15
Jenny's Country Manor
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Relax in a serene garden setting with a round table and two comfortable chairs.

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.6 out of 10, Exceptional, (11)
"Gracious hosts. I felt like a queen in my cozy bedroom."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
The Baker House Bed & Breakfast
Classic bedroom with a four-poster bed, round mirror, and bedside table.

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (72)
"The Bakers are fantastic hosts. The property was charming and clean and the breakfast provided was delicious. And so close to town! I’d recommend it to anyone."
The Baker House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Sit and unwind in a serene garden setting with a round table and two chairs under a spacious umbrella.

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

8.4 out of 10, Very Good, (27)
"I never received check-in instructions for my elderly parents. Zero communication. Room is located up a narrow staircase with no handrail. No mention in the listing. Due to the accommodations, my parents were not able to stay and owner refused to refund. Also, home owner lives in the home."
The price is ￥22,041
￥30,420 total
includes taxes & fees
Aug 10 - Aug 11
Private room on secluded 7 acres , access to entire house including patio, porch
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Relax in a serene patio setting with a round table and two chairs, shaded by a large umbrella amidst lush greenery.

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

8.2 out of 10, Very Good, (11)
"Quiet and quaint rustic charm. Hosts were friendly and accommodating."
The price is ￥20,572
￥28,592 total
includes taxes & fees
Aug 10 - Aug 11
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Relax in a serene outdoor setting surrounded by lush greenery and enjoy dining or unwinding in comfort.

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.0 out of 10, Wonderful, (6)
"It is so great to be in the country with such great people as are host were..."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
The Bykenhulle House
Relax in a serene outdoor seating area surrounded by lush hedges and a brick pathway leading to a soothing fountain.

The Bykenhulle House

3.5 star property
8.4 out of 10, Very Good, (168)
"Great BnB. Lovely staff. Breakfast was delicious. We will be back."
The Bykenhulle House
Saint Huberts Lodge
Enjoy a game of pool in this stylish room with a pool table, ornate chandelier, and beautiful artwork.

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Le Petit Chateau Inn
Interior

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau Inn
VacationHouse Bed & Breakfast
Terrace/patio

VacationHouse Bed & Breakfast

3.0 star property
VacationHouse Bed & Breakfast
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
"Great location, fast check in , spacious room and clean friendly staff"
majdi 1-night trip
Posted 11 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 area: Inn at Pine Plains: 8 rooms. 16.9 mi (27.2 km) from the heart of Dover Plains.Homestead Inn: 16 rooms. Situated 14 mi (22.5 km) from the heart of Dover Plains. It's a good thing: 3 rooms. 14.6 mi (23.5 km) from the heart of downtown. Enjoy the private yard and patio area.
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. Kent Falls State Park and Wing's Castle 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.