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Homestead Inn
Dining

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (170)
"My daughter and I had a wonderful time in New Milford and at the Homestead Inn. First and foremost, the staff was wonderful and welcoming. We were greeted upon arrival and Antonio offered many helpful suggestions regarding area eateries and things to do - even places to park on our side trip to Yale in New Haven! Catherine was also very accommodating, going to extra lengths to assure that my daughter with food allergies was safe. The property was very clean and the area very charming....
The price is HK$1,513
HK$1,740 total
includes taxes & fees
24 Nov - 25 Nov
Homestead Inn
Kingston Carriage House
Egyptian cotton sheets, premium bedding, individually decorated

Kingston Carriage House

4.0 star property
9.6 out of 10, Exceptional, (4)
"Loved this house to stay and be walkable distance from the river. Mondays and Tues are quiet in the town since many places are not open. The carriage house is recently renovated and has such cute character. Only one incidence where I couldn’t get back in during midday as the door keypad was malfunctioning. The doors have to be relocked when exiting. The Breakfasts are yummy pastries but morning drop off is not punctual. "
The price is HK$1,963
HK$2,287 total
includes taxes & fees
3 Dec - 4 Dec
Kingston Carriage House
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (278)
"Ideal version of a New England inn. "
The price is HK$1,985
HK$2,225 total
includes taxes & fees
3 Dec - 4 Dec
Inn at Pine Plains
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (8)
"There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"
The price is HK$903
HK$1,012 total
includes taxes & fees
30 Nov - 1 Dec
it's a good thing
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (309)
"Beautiful B&B across the street from Vanderbilt Mansion & 5 minutes from FDR Presidential Library. Breakfast was excellent & they made sure that it was appropriate for people with food restrictions. Nice place to stay!"
The price is HK$1,743
HK$1,955 total
includes taxes & fees
2 Dec - 3 Dec
Journey Inn Bed & Breakfast
Jenny's Country Manor
Miscellaneous

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (123)
"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "
The price is HK$1,090
HK$1,222 total
includes taxes & fees
24 Nov - 25 Nov
Jenny's Country Manor
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Property grounds

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.6 out of 10, Exceptional, (11)
"Beautiful, quiet, comfortable accommodation in gorgeous surroundings. Hosts are kind and helpful. Enjoyed our stay!"
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Inn the Woods Bed and Breakfast
Exterior detail

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (116)
"The room was large and comfortable. The host was kind and the breakfast was very good. "
The price is HK$1,192
HK$1,337 total
includes taxes & fees
1 Dec - 2 Dec
Inn the Woods Bed and Breakfast
The Baker House Bed & Breakfast
Individually decorated, individually furnished, desk, blackout curtains

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (67)
"Very gracious and welcoming hosts. Delicious large breakfast. Extraordinarily civilized."
The Baker House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Property grounds

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

8.8 out of 10, Excellent, (24)
"This is a lovely room in a quaint historic large home just a few miles down the road from the Omega Institute. I stayed there b/c Omega had no more housing. Lynn was a delightful and accommodating hostess. Would definitely stay again."
The price is HK$1,167
HK$1,475 total
includes taxes & fees
24 Nov - 25 Nov
Private room on secluded 7 acres , access to entire house including patio, porch
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Property grounds

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.0 out of 10, Wonderful, (6)
"The hosts were very kind and attentive to my needs. This is their home and they made me feel welcome and comfortable. The property is old and has beautiful character. If I'm in this area again, I will definitely see if I can stay here. Lovely people."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (74)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is HK$1,673
HK$1,876 total
includes taxes & fees
20 Dec - 21 Dec
Millbrook Country House Bed & Breakfast
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Property grounds

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

8.2 out of 10, Very good, (11)
"The walls and floors are not well insulalted so you can be in the peoples conversation (who lived there 3 of them)want to or not.I asked for ear plugs andt they didn't have any n were mad that I asked. They were cooking in kitchen @9:30 in the evening making diner with lots of noise.. My room was up 5 steps n the room next door thin walls . The place was not clean. You did not have use of any of the house like the ad says.I was not even allowed to make a cup of hot water on the stove.Bed was...
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Hilltop House Bed & Breakfast
Front of property – evening/night

Hilltop House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (82)
"The bed is so good. "
Hilltop House Bed & Breakfast
Saint Huberts Lodge
Billiards

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
The Homestead
Porch

The Homestead

3.0 star property
9.2 out of 10, Wonderful, (7)
"We were greeted by Michelle and given a tour of the house. Our room was beautifully decorated and quite big enough for an overnight stay. Breakfast was a real treat - creatively cooked and served by Michelle. We enjoyed conversation around the communal dining table. So close to some wonderful hiking and other outdoor activities. Thank you to "The Homestead""
The Homestead
The Stone House B&B
Boating

The Stone House B&B

3.5 star property
9.4 out of 10, Exceptional, (73)
"Close to Kingston and Hwy 87, thus convenient. Friendly host(s), a very pleasant stay. We were okay with no cell phone reception or TV because the wifi was fine, and we enjoyed this quiet getaway. Breakfast was tasty, artisan bread, large portions of fresh fruit. Restful and comfortable."
The Stone House B&B
The Bykenhulle House
Property amenity

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
A Kingston Bed & Breakfast
Exterior

A Kingston Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (8)
"The stay was awesome and the proprietor was wonderful. When we first drove into the city we were concerned about our surroundings but once we arrived we couldn't have been happier. The street Kingston Bed and Breakfast was on is a treasure trove of history surrounded by houses and buildings dating back to the late 1700s, early 1800s all well preserved and welcoming. The inn was everything one could ask for. The owner was a wonderful woman named Alicia and she runs a very comfortable, clean and...
A Kingston Bed & Breakfast
Le Petit Chateau Inn
Interior

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau 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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Other property types in Pleasant Valley

Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Exterior detail

Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!

9.2 out of 10, Wonderful, (35)
"I loved the location surrounded by mostly woods and the quiet atmosphere. The hosts are very nice and were very helpful. Everything I needed was inside. I may be back!"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
On the beach, sun-loungers

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
The Scenic Mansion With Breathtaking View
Fridge, microwave, oven, stovetop

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (11)
"So nice we keep coming back. Can't recommend highly enough and will be back in the spring. "
The Scenic Mansion With Breathtaking View
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Searching for B&Bs in Pleasant Valley?
If you’re looking for something a little more offbeat than your standard hotel, a bed and breakfast could be a great option for your getaway. If your ideal holiday to Pleasant Valley includes spending lots of time outside, Innisfree Garden and James Baird State Park are good spots to enjoy the scenery.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialise with other guests and of course a full breakfast to start the day, B&Bs all have a one-of-a-kind environment.
What are the best B&Bs in Pleasant Valley?
Here are some B&Bs in the surrounding area: Journey Inn Bed & Breakfast: 7 rooms. 6.9 mi (11.2 km) from the heart of Pleasant Valley. Enjoy the free full breakfast and designer toiletries. Kingston Carriage House: 5 rooms. Situated 14.6 mi (23.6 km) from the heart of Pleasant Valley. Enjoy the massage services and private garden. Inn at Pine Plains: 8 rooms. 18.4 mi (29.5 km) from the city centre. It’s a good thing: 3 rooms. Located 9.9 mi (15.9 km) from the core of Pleasant Valley. Enjoy the private garden and patio area.
What's the best time of year to stay at a B&B in Pleasant Valley?
When you’re dreaming of a getaway to Pleasant Valley, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Pleasant Valley are January, February, March and April, with each month seeing an average of 17 cm of snowfall.
What is there to do in Pleasant Valley?
Spend some time exploring Innisfree Garden and James Baird State Park if you’re hoping to see some of the area’s natural features. You might also consider a trip to sites such as Eleanor Roosevelt National Historic Site or Franklin D. Roosevelt Presidential Library and Museum if you have time to see more of the area.
How can I get to and around Pleasant Valley?
Mapping out your trip in and around Pleasant Valley is easy with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 21.7 mi (35 km) from the heart of the city. Otherwise, you can search for flights to Danbury, CT (DXR-Danbury Municipal), which is 31 mi (49.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.