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Find hotels in Pleasant Valley, NY from ฿2,811

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Pleasant Valley hotels

Front of property
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)
Convenience defines this Pleasant Valley motel with free WiFi and parking, just 15 minutes from Vassar College. Nearby attractions include James Baird State Park and Innisfree Garden, plus helpful laundry facilities for extended stays.
"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay
Exterior
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (58)
Escape to the countryside at this luxurious resort with 3 bars, an outdoor pool, and full-service spa. Located near Tuthilltown Spirits, the hotel offers free WiFi and parking while Clay restaurant serves American meals throughout the day.
"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 ฿40,799
฿47,052 total
includes taxes & fees
23 Dec - 24 Dec
Wildflower Farms, Auberge Collection
Front of property
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)
Escape to this cosy Hudson Valley retreat with free WiFi and parking. Located close to Starr Library and Dutchess County Fairgrounds, this welcoming guesthouse offers convenient 24-hour service and easy access to Rhinecliff Station.
"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)
This tranquil Milton inn offers deep-tissue massages and body wraps at their on-site spa. Enjoy the garden and terrace after visiting nearby Locust Grove. The helpful staff, free breakfast, and complimentary parking enhance your Hudson Valley retreat.
"Excellent "
United States
Carlos
The price is ฿12,692
฿15,637 total
includes taxes & fees
23 Dec - 24 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)
Warm Hudson Valley B&B offering free continental breakfast and parking. The Inn puts you close to Pine Plains Library and The Stissing Centre. Guests praise the helpful staff and convenient location. Rhinecliff Station is just a short drive away.
"Great stay"
United Kingdom
Katherine
The price is ฿7,773
฿8,794 total
includes taxes & fees
23 Dec - 24 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)
Tucked away in New Paltz, this inviting guesthouse offers rejuvenating spa treatments and complimentary perks including breakfast, WiFi, and parking. Explore nearby New Paltz Golf Course and Historic Huguenot Street during your serene getaway.
"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 ฿5,748
฿6,502 total
includes taxes & fees
31 Dec - 1 Jan 2026
Inn the Woods Bed and Breakfast
Free daily continental breakfast
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)
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is ฿6,646
฿7,643 total
includes taxes & fees
28 Dec - 29 Dec
Cornwall Inn and Lodge
Front of property
Hasbrouck House

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (51)
Charming retreat with a seasonal outdoor pool, bar, and restaurant. Relax with deep-tissue massages or unwind in the sauna after exploring nearby Tongore Park Beach. Free WiFi and parking make this countryside gem even more inviting.
"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, (309)
Located minutes from Rhinecliff Station, this tranquil retreat features a full-service spa offering deep-tissue massages and body wraps. Enjoy 2 restaurants, a hot tub, and fitness centre while exploring nearby Starr Library and Dutchess County Fairgrounds.
"The inn was lovely with attentive staff!"
United States
Karen
The price is ฿13,474
฿16,397 total
includes taxes & fees
12 Jan - 13 Jan 2026
Mirbeau Inn & Spa
Sauna
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)
Unwind at this riverside retreat featuring the River Pavilion for lunch and dinner. Explore the area on free bicycles, or visit nearby Kingston Point Beach. This hotel offers room service, a cosy bar, and garden spaces for a tranquil Hudson Valley escape.
"Beautiful rooms and incredibly friendly staff. We will be back!!"
United States
Alex
Hutton Brickyards Riverfront Hotel + Venue
Front of property
The Wiltwyck

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (163)
Situated close to Senate House and the Fireman's Museum, this cosy guesthouse offers complimentary WiFi and parking. Nearby hiking and mountain biking trails beckon adventure seekers, while in-room Netflix ensures relaxation after exploration.
"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)
This quiet Fishkill hotel offers free breakfast, WiFi, and parking near Van Wyck Homestead Museum. Work out anytime in the 24-hour fitness centre, then relax with a drink at the bar. The friendly staff receives consistent praise from travellers.
"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 ฿3,711
฿4,198 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, (697)
This peaceful retreat near Stewart Airport offers complimentary shuttle service and free parking. Unwind in the indoor pool, enjoy American cuisine at The Bistro, or maintain your routine at the 24-hour fitness centre. Close to Ice Time Sports Complex and Resorts World.
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is ฿3,047
฿3,599 total
includes taxes & fees
6 Jan - 7 Jan 2026
Courtyard by Marriott Newburgh Stewart Airport
Apartment, 2 Bedrooms, Balcony, Garden View | Hallway
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)
This centrally located apartment provides easy access to Barrett Art Centre and Chance Theatre. Tennis courts and a garden add recreational charm. Just 3 minutes from Poughkeepsie Station for convenient exploring.
"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 ฿7,295
฿8,544 total
includes taxes & fees
23 Dec - 24 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, (526)
"Great peaceful stay. Can’t wait to go back :)"
United States
Makeda
The price is ฿3,969
฿4,890 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, (264)
This countryside retreat offers free WiFi and parking near Fishkill Ridge. Just 21 minutes from Peekskill and close to popular golf courses, the motel provides daily housekeeping for a comfortable, hassle-free stay.
"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 ฿2,984
฿3,234 total
includes taxes & fees
23 Dec - 24 Dec
Countryside Motel
Dining
Homestead Inn

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (196)
This B&B offers free WiFi and parking near Lovers Leap State Park and Elephant's Trunk Flea Market. Daily housekeeping enhances your comfort while exploring nearby attractions, including the Appalachian Trail just a short drive away.
"Everything was as noted with a friendly staff"
United States
Colby
The price is ฿6,465
฿7,435 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)
Conveniently positioned in Lake Katrine, this motel offers free parking and daily housekeeping. Hudson Valley Mall and Robert E. Post Memorial Park are minutes away, with attentive 24-hour staff ensuring a comfortable stay.
"trains wake us up at 5 and 5:30 AM. affordable and convenient otherwise."
United States
Joe
The price is ฿2,984
฿4,912 total
includes taxes & fees
23 Dec - 24 Dec
Hudson Valley 9w Motel
Free daily local cuisine breakfast
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
Experience refined comfort in Millbrook with free Wi-Fi and parking. Enjoy garden and terrace views while dining at the restaurant, or unwind at the bar. Convenient to Appalachian Trail and Dover Plains Stone Church.
"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.
See properties

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.
See properties

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

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"Everything was new, fresh and clean. Staff were friendly and helpful. We will definitely stay at Inn at Bellefield again."
Nancy 1-night trip
Posted 7 days ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

More cheap stays in Pleasant Valley

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
The price is ฿2,510 per night from 4 Jan to 5 Jan
฿2,510
฿2,811 total
4 Jan - 5 Jan 2026
includes taxes & fees
7.6/10 Good! (948 reviews)

Frequently asked questions

What's the best place for a stay in Pleasant Valley?
Located 8.6 mi (13.8 km) from the heart of Pleasant Valley, Hampton Inn & Suites Poughkeepsie is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Quality Inn Poughkeepsie and Residence Inn by Marriott Kingston. See all available top hotels, or vacation rentals in Pleasant Valley.
If I need to cancel my hotel reservation in Pleasant Valley, will I receive a refund?
Yes, the majority of hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pleasant Valley.
What are some accommodation options with pools in Pleasant Valley?
Hampton Inn & Suites Poughkeepsie: Features a snack bar/deli, an indoor pool and buffet. Quality Inn Poughkeepsie and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point are a couple of other choices with an on-site pool. View all hotels with pools in Pleasant Valley.
What's staying in Pleasant Valley like?
Visitors can enjoy all that Pleasant Valley has to offer, including the shopping, restaurants and parks. In Pleasant Valley, there are 13 hotels and other accommodation options to choose from. Find out more about Pleasant Valley.
What should I do while I'm visiting Pleasant Valley?
A couple of favourite places to visit are James Baird State Park and Innisfree Garden. You'll also find Eleanor Roosevelt National Historic Site and Franklin D. Roosevelt Presidential Library and Museum in the area. Take a look at what more there is to see and do in Expedia's Pleasant Valley guide.
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.