A row of houses with a mountain in the background.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Pleasant Valley bed & breakfast

A house with a porch, outdoor seating, and string lights.

1. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 reviews)
"Cozy & welcoming with everything we could need. Beautiful property. We felt like we found a hidden gem!"
United States
Lynette S.
$150 nightly
The price is $170
Nov 10 - Nov 11
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast
A kitchen with wooden cabinets, a dining table with chairs, a chandelier, and a view through the window.

2. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
$140 nightly
The price is $158
Nov 9 - Nov 10
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

3. 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
$240 nightly
The price is $272
Oct 25 - Oct 26
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A stone bridge over a calm river surrounded by autumn foliage.

4. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (362 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
$242 nightly
The price is $273
Nov 1 - Nov 2
Total with taxes and fees
Journey Inn Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

5. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.4 out of 10, Very good, (11 reviews)
"Lynn was incredibly kind, helpful, and friendly. Our stay was very comfortable and centrally located to everywhere we wanted to be. The property was beautiful and scenic, and the home was as cozy and comfortable. She even put out breakfast and coffee for us in the morning, which was very nice! We would absolutely stay again!"
United States
Kenneth P
$170 nightly
The price is $192
Oct 25 - Oct 26
Total with taxes and fees
Omega Special 1860s farm house 3 miles away
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. 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, (33 reviews)
$165 nightly
The price is $187
Oct 25 - Oct 26
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

7. it's a good thing

it's a good thing
3.0 star property
Clinton Corners
7.8 out of 10, Good, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
$199 nightly
The price is $225
Oct 25 - Oct 26
Total with taxes and fees
it's a good thing
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

8. 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
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$184 nightly
The price is $208
Oct 25 - Oct 26
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A covered porch with rocking chairs and a red door.

9. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (57 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
$280 nightly
The price is $313
Nov 2 - Nov 3
Total with taxes and fees
Kingston Carriage House
A vintage black car parked on a road with a white fence and trees in the background.

10. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (142 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
$140 nightly
The price is $158
Oct 25 - Oct 26
Total with taxes and fees
Jenny's Country Manor
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

11. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
$228 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
Inn at Pine Plains
A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

12. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (208 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
$206 nightly
The price is $237
Nov 1 - Nov 2
Total with taxes and fees
Homestead Inn
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 Pleasant Valley Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"I wish the staff had more information about local restaurants and historical sites. They seemed to assume we relied on electronic data."
Caroline 3-night trip
Posted 3 hours ago
Courtyard by Marriott Kingston

Find out more about Pleasant Valley

Pleasant Valley B&B information

Number of reviews
954
Accommodation
23 B&B
Lowest Price
$158
Highest Price
$313

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Pleasant Valley?
Prices for B&Bs in Pleasant Valley often vary, but you can find a great deal from $158 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pleasant Valley B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Pleasant Valley?
The best time to book a B&B in Pleasant Valley is during the spring months of April to June, when the area comes alive with vibrant blossoms and comfortable weather. This period invites travelers to enjoy outdoor activities such as hiking and birdwatching, set against the scenic backdrop of lush landscapes and rolling hills. As temperatures range from the mid-50s to low 80s Fahrenheit, you can comfortably explore nearby attractions like the picturesque local parks and nature trails.

April is particularly appealing for those looking to avoid the hustle and bustle of peak summer travel. You'll find the charm of Pleasant Valley enhanced by fewer crowds, making it easier to enjoy peaceful strolls and serene picnics amidst blooming flowers. This month offers delightful opportunities for wildlife spotting and enjoying the fresh air, all while soaking in the natural beauty of the region.

On the other hand, if you prefer a lively atmosphere filled with events and activities, consider visiting during July and August. This peak season attracts visitors eager to engage in outdoor adventures and community festivities, creating a vibrant and energetic environment.
What is the difference between a Pleasant Valley Bed & Breakfast and a hotel?
Every Pleasant Valley B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Pleasant Valley B&Bs.

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