Find 4 Star Hotels in Pine Plains, NY from $160

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Pine Plains 4 Star Hotels

Our top choices for Pine Plains 4-star hotels

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
Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
Hudson
8.8 out of 10, Excellent, (544)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
$210 nightly
The price is $237
Dec 21 - Dec 22
Total with taxes and fees
The Wick, Hudson, A Tribute Portfolio Hotel
Terrace/patio
it's a good thing

it's a good thing

4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Wonderful stay and wonderful hosts! "
United States
Daniela-Cristina
$141 nightly
The price is $160
Jan 1 - Jan 2, 2026
Total with taxes and fees
it's a good thing
Design Villa | Egyptian cotton sheets, premium bedding, memory foam beds
Kingston Carriage House

Kingston Carriage House

4.0 star property
Rondout
9.0 out of 10, Wonderful, (27)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
$224 nightly
The price is $250
Jan 6 - Jan 7, 2026
Total with taxes and fees
Kingston Carriage House
Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
$198 nightly
The price is $224
Jan 4 - Jan 5, 2026
Total with taxes and fees
Millbrook Country House Bed & Breakfast
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
$224 nightly
The price is $253
Dec 10 - Dec 11
Total with taxes and fees
Journey Inn Bed & Breakfast
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
$254 nightly
The price is $292
Dec 10 - Dec 11
Total with taxes and fees
The White Hart
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
$494 nightly
The price is $568
Dec 15 - Dec 16
Total with taxes and fees
9 Academy
Exterior
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
$570 nightly
The price is $645
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Millbrook Inn
Dining
Charming 3 bedroom, 2 bathroom Catskills cottage

Charming 3 bedroom, 2 bathroom Catskills cottage

4.0 star property
Saugerties
7.0 out of 10, Good, (6)
"Cozy and convenient for our visit to Woodstock surrounding area. "
United States
karoline
Charming 3 bedroom, 2 bathroom Catskills cottage
House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Private kitchen | Fridge, microwave, oven, stovetop
ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home

4.0 star property
New Preston
ABC Stay - Connecticut Five Bedroom Home
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Pine Plains.
AutoCamp Catskills

AutoCamp Catskills

882 NY-212 Saugerties NY
$205 nightly
The price is $230 total per night from Dec 11 to Dec 12
$230 total
Dec 11 - Dec 12
Total with taxes and fees
8.8/10 Excellent! (439 reviews)
Still don't see what you're looking for?
See all properties in Pine Plains.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Pine Plains

Hike the trails of Stissing Mountain for panoramic views of this charming Hudson Valley town and its surrounding countryside. Spend afternoons exploring local farm stands or enjoying the peaceful waters of Stissing Lake with a picnic from Main Street businesses.

See all hotels in Pine Plains
Sharon Ct, USA Fall foliage and autumn colors.

Top Pine Plains Hotel Reviews

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

10/10 Excellent
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
Carell 2-night trip
Posted 9 days ago
The Wick, Hudson, A Tribute Portfolio Hotel
Mirbeau Inn & Spa

Mirbeau Inn & Spa

10/10 Excellent
"we loved access to spa facilities, they were beautiful. spa shop was lovely. we enjoyed time in town but mainly ate our meals at the hotel, which we really enjoyed. i've already highly recommend Mirbeau to my friends & family."
Robin 1-night trip
Posted 1 month ago
Mirbeau Inn & Spa

Find out more about Pine Plains

Pine Plains Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Pine Plains, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Pine Plains 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Pine Plains. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Pine Plains, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Pine Plains hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Pine Plains?
To lock in a 4-star hotel in Pine Plains that fits your budget, make use of Expedia's search and sort filters. Browse the available options during your travel dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical escape first.

  • Search for the lowest price from $230

What's the difference between 5-star and 4-star hotels in Pine Plains?
If you decide to stay at a 4-star hotel in Pine Plains, you'll typically find plenty of conveniences to make sure you're comfortable, such as a gym, restaurant and pool. You can enjoy excellent service and upmarket accommodations. Pick a 5-star hotel and you'll have access to a few more perks — think on-site spas, around-the-clock concierge and nightly turndown services. You're likely to get more amenities and first-class services at a 5-star stay, though both are awesome options for luxury travelers.
Does Pine Plains have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream resort in Pine Plains where just about everything is taken care of, from your accommodations to your meals, entertainment and activities. We can also help you find standard 4-star stays in and around this sought-after destination.

Explore a world of travel with Expedia