Find Romantic Hotels in Pine Plains, NY from $122

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Check availability on Pine Plains Romantic Hotels

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pine Plains Romantic Hotels

Front of property
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (800)
"Really enjoyed staying at this lovely property."
United States
Kenneth
$113 nightly
The price is $128
Jan 1 - Jan 2, 2026
Total with taxes and fees
Beekman Arms and Delamater Inn
Balcony
The Nest Hudson

The Nest Hudson

3.5 star property
Hudson
9.6 out of 10, Exceptional, (209)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
$109 nightly
The price is $122
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Nest Hudson
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (162)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Blackberry River Inn
Exterior
The Millerton Inn

The Millerton Inn

2.0 star property
Millerton
8.0 out of 10, Very Good, (9)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
United States
Jason
$179 nightly
The price is $203
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Millerton Inn
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
$244 nightly
The price is $281
Dec 7 - Dec 8
Total with taxes and fees
Interlaken Inn & Resort
Restaurant
Hotel Kinsley

Hotel Kinsley

3.5 star property
Stockade District
9.0 out of 10, Wonderful, (330)
"Room was great and staff very friendly"
Canada
Byron
$256 nightly
The price is $287
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Kinsley
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillowtop beds, minibar, in-room safe
Diamond Mills Resort

Diamond Mills Resort

3.5 star property
Saugerties
9.4 out of 10, Exceptional, (344)
"Amazing view from the room. We had a great stay. "
United States
Adam
$341 nightly
The price is $379
Dec 7 - Dec 8
Total with taxes and fees
Diamond Mills Resort
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4.0 star property
Rhinebeck
9.6 out of 10, Exceptional, (307)
"The inn was lovely with attentive staff!"
United States
Karen
$482 nightly
The price is $545
Jan 5 - Jan 6, 2026
Total with taxes and fees
Mirbeau Inn & Spa
Outdoor dining
Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat

Rondout
9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
United States
Molly M.
$2,113 nightly
The price is $2,367
Dec 15 - Dec 16
Total with taxes and fees
Church Des Artistes a Hudson Valley retreat
Outdoor pool, a heated pool
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

Hudson
9.8 out of 10, Exceptional, (27)
"Met our son and his girls for a little getaway. Very cool house complete with lots to do! Thank you. Hope to get to experience it during the summer months sometime."
United States
Kathy M.
$973 nightly
The price is $1,099
Dec 10 - Dec 11
Total with taxes and fees
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
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 Pine Plains Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Staff is very nice. Clean rooms and clean pool. Love the fireplace in the lobby as well. Second time staying and will be back again. "
Jameka Y 1-night trip
Posted 4 days ago
Courtyard by Marriott Kingston
Diamond Mills Resort

Diamond Mills Resort

10/10 Excellent
"Staff was great. Clean room. Massages were great and the bar was great. If I can change anything it would be they need a pool there. The spa needs to be attached to the hotel and a bigger place to have breakfast."
Ken 2-night trip
Posted 3 weeks ago
Diamond Mills Resort

Frequently asked questions

Searching for romantic hotels in Pine Plains?
If you and your partner need a romantic escape, we'd like to help you plan for it. You might consider checking out some of the nearby sights and attractions such as The Stissing Center, Stissing Lake Park, or Thompson Pond. If you're interested in staying close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Pine Plains?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Pine Plains: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Pine Plains. A visit to The Stissing Center, Stissing Lake Park, or Thompson Pond might be just the ticket when you're checking out the sights.
What's the best way to get to Pine Plains and around town during my romantic getaway?
These transportation options in Pine Plains might help your romantic trip get off to a smooth start: Make your way to Pine Plains with a flight to Hudson, NY (HCC-Columbia County), which is the closest major airport located 21.9 mi (35.3 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.

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