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20 Dec - 21 Dec
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Our top choices for Pleasant Valley hotels

Studio, 2 Queen Beds, Kitchenette | Free WiFi, bed sheets
The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.6 out of 10, Exceptional, (12)
"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay
Premium bedding, down duvets, minibar, in-room safe
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (58)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is 34.183.185 ₫
39.421.975 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Wildflower Farms, Auberge Collection
Property entrance
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck Village
9.2 out of 10, Wonderful, (114)
"Large clean room. Comfy beds. Great location. Lovely stay!!"
United States
Steven
The Gables of Rhinebeck Inn
Land view from property
Buttermilk Falls Inn

Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
Milton
9.4 out of 10, Exceptional, (41)
"Excellent "
United States
Carlos
The price is 10.633.891 ₫
13.100.976 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Buttermilk Falls Inn
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303)
"Great stay"
United Kingdom
Katherine
The price is 6.512.962 ₫
7.367.787 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Inn at Pine Plains
Smart TV, fireplace
Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (78)
"Beautiful property and owner. "
United States
michelle
Moondance Ridge Bed & Breakfast
Exterior detail
Inn the Woods Bed and Breakfast

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 4.815.645 ₫
5.447.699 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Inn the Woods Bed and Breakfast
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is 5.568.254 ₫
6.403.492 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cornwall Inn and Lodge
Bar (on property)
Hasbrouck House

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (51)
"Cute place, staff very helpful"
United States
Rhonda
Hasbrouck House
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (308)
"The inn was lovely with attentive staff!"
United States
Karen
The price is 11.289.135 ₫
13.738.272 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Mirbeau Inn & Spa
View from property
Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
8.8 out of 10, Excellent, (97)
"Beautiful rooms and incredibly friendly staff. We will be back!!"
United States
Alex
Hutton Brickyards Riverfront Hotel + Venue
Superior Suite | Living area | 32-inch Smart TV with digital channels, TV, Netflix
The Wiltwyck

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (163)
"Great location."
United States
Catherine
The Wiltwyck
BBQ/picnic Area
SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1000)
"Staff was amazing, super nice. Only "issues" we had were the beds were not comfortable including the pull out bed and the bath tub was really small. Other than that, not a bad stay. "
United States
Tiffany
The price is 3.109.117 ₫
3.517.189 ₫ total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Fishkill
Exterior
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very good, (695)
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is 2.552.555 ₫
3.015.205 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Courtyard by Marriott Newburgh Stewart Airport
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
Poughkeepsie
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is 6.111.922 ₫
7.158.470 ₫ total
includes taxes & fees
21 Dec - 22 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Front of property – evening/night
Minnewaska Lodge

Minnewaska Lodge

Minnewaska Lodge
3.0 star property
Gardiner
9.0 out of 10, Wonderful, (524)
"Great peaceful stay. Can’t wait to go back :)"
United States
Makeda
The price is 3.325.163 ₫
4.096.719 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Minnewaska Lodge
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV
Countryside Motel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (263)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is 2.499.925 ₫
2.709.392 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Countryside Motel
Dining
Homestead Inn

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 5.416.943 ₫
6.229.550 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Homestead Inn
Front of property
Hudson Valley 9w Motel

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very good, (68)
"trains wake us up at 5 and 5:30 AM. affordable and convenient otherwise."
United States
Joe
The price is 2.499.925 ₫
4.115.666 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hudson Valley 9w Motel
Exterior
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook 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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Stay near popular Pleasant Valley attractions

Innisfree Garden

This 185-acre masterpiece blends Modernist design with Chinese and Japanese garden traditions around a stunning 40-acre lake. Explore waterfalls, streams, and rocky outcrops along the peaceful 1.3-mile lakeside path.
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James Baird State Park

This Robert Trent Jones-designed golf course anchors a state park with woodland trails. Enjoy the challenging greens or explore other recreational facilities including tennis courts and picnic areas.
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Learn more about Pleasant Valley

Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town.

See all hotels in Pleasant Valley
Just a sneak peak at a most wonderful gem of a garden...
Photo by louann ohora
Open Photo by louann ohora

Top Pleasant Valley Hotel Reviews

Hotels in Pleasant Valley with star rating

Frequently asked questions

What's the seasonal weather like in Pleasant Valley?
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.