Hotels in Pine Plains

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Where to stay in Pine Plains?

1. Inn at Pine Plains

Inn at Pine Plains
Pine Plains
$275
$311 total
includes taxes & fees
Sep 17 - Sep 18
Inn at Pine Plains

2. Jenny's Country Manor

Jenny's Country Manor
Red Hook
$140
$158 total
includes taxes & fees
Sep 17 - Sep 18
Jenny's Country Manor

3. the Alander

the Alander
Copake
$145
$162 total
includes taxes & fees
Sep 17 - Sep 18
the Alander

4. The Harlow House

The Harlow House
Rhinebeck
$198
$223 total
includes taxes & fees
Sep 17 - Sep 18
The Harlow House

5. The Millerton Inn

The Millerton Inn
Millerton
$279
$316 total
includes taxes & fees
Sep 17 - Sep 18
The Millerton Inn

6. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
$127
$142 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott Kingston

7. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
$200
$224 total
includes taxes & fees
Sep 21 - Sep 22
Changing Times Boutique Country Lodging

8. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
Lake Katrine
$139
$156 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites Kingston-Ulster by IHG

9. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
$152
$172 total
includes taxes & fees
Sep 23 - Sep 24
Beekman Arms and Delamater Inn

10. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
$254
$292 total
includes taxes & fees
Sep 17 - Sep 18
Interlaken Inn & Resort

11. Little Cat Lodge

Little Cat Lodge
Copake Falls
$199
$223 total
includes taxes & fees
Sep 17 - Sep 18
Little Cat Lodge

12. it's a good thing

it's a good thing
Clinton Corners
$199
$225 total
includes taxes & fees
Sep 17 - Sep 18
it's a good thing

13. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
$146
$163 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Kingston

14. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
Kingston
$143
$160 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn by Marriott Kingston

15. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
$240
$272 total
includes taxes & fees
Sep 18 - Sep 19
Millbrook Country House Bed & Breakfast

16. Rhinebeck Village Inn

Rhinebeck Village Inn
Rhinebeck Village
$125
$141 total
includes taxes & fees
Sep 17 - Sep 18
Rhinebeck Village Inn

17. The Brooks Motel

The Brooks Motel
Hillsdale
$146
$163 total
includes taxes & fees
Sep 17 - Sep 18
The Brooks Motel

18. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
$105
$121 total
includes taxes & fees
Sep 20 - Sep 21
Locust Tree Bed and Breakfast LLC

19. Rhinecliff Hotel

Rhinecliff Hotel
Rhinecliff
$191
$217 total
includes taxes & fees
Sep 17 - Sep 18
Rhinecliff Hotel
View all properties
Our prices for hotels in Pine Plains are cheapest in September
Price trends for hotels in Pine Plains
Pricing is based on two traveler single night rates
View properties in September
Typical weather for Pine Plains
September
High 22°C / low 12°C. Sunny most days.
View properties in September
22°
12°
15°
-4°
-1°
-8°
-7°
-3°
13°
19°
24°
13°
27°
17°
26°
16°
Monthly weather averages (˚C)

Top landmarks in Pine Plains

Stissing Lake Park

Stissing Lake Park is 0.8 mi (1.3 km) from central Pine Plains, why not stop by during your stay. If you like Stissing Lake Park, you'll love Northern Dutchess Botanical Gardens and Stanford Recreation Park, both just a short drive away.
See properties

Thompson Pond

8.0/10 (1 review)
Why not relax on the waterfront and snap some great vacation pics at Thompson Pond when visiting Pine Plains.
See properties

The Stissing Center

If you’re after a show while in the center of Pine Plains, you might want to get tickets at The Stissing Center. If you'd also like to explore some of the parks in Pine Plains, Stissing Lake Park is nearby.
See properties

Gallatin Town Hall

Gallatin Town Hall is worth a visit, located 3.9 mi (6.3 km) from central Pine Plains.
See properties

Pine Plains Library

Pine Plains Library is worth a visit when in central Pine Plains.
See properties

Learn more about Pine Plains

Pine Plains is well-known for its attractions such as The Stissing Center and Thompson Pond.

See all hotels in Pine Plains
A rustic barn surrounded by autumn foliage on a hillside.

Check out reviews of Pine Plains hotels guests love

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was so smooth, from the detailed map and heads up of possible cell service interruptions, to the check in and check out process, housekeeping request, and the ease of communication via text. It was a perfect getaway, minimal interruptions, yet easy to reach with quick responses. Although I could tell there were other guests in cabins nearby because I would see parked cars, it was so quiet that I felt like I was truly there alone! They thought of everything as far as cookware, plates, cups for cold and hot drinks, and utensils. S’mores, snacks, water, coffee, tea, and use of firepit/firewood were all complimentary. There’s a fridge but no microwave which I was not expecting but useful to know. Bring seasoning if you plan to cook. Bring mosquito repellant. It was weird not having a sink in the bathroom but it wasn’t a big deal for me. Would definitely book again!"
crystal 2-night trip
Posted 4 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"Cozy, comfy. Relaxing. Roomy. Even had a bookshelf loaded with paperbacks! Hand hardcover too!"
Kirk 1-night trip
Posted 8 hours ago
Beekman Arms and Delamater Inn
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The view from my room was of a wooded area complete with a friendly Marmot. Staff was a quiet but always close-at-hand and efficiently took care of every request promptly and we'll. High recommendation."
Carol 2-night trip
Posted 16 hours ago
Quality Inn Hyde Park Poughkeepsie North
Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Quiet, clean,helpful staff."
Linda 1-night trip
Posted 17 hours ago
Kingston Regency Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Sue 1-night trip
Posted 1 day ago
Quality Inn Great Barrington
St. Charles Hotel

St. Charles Hotel

10/10 Excellent
"Overall a good experience at a good price."
Tom 1-night trip
Posted 2 days ago
St. Charles Hotel
Inn at Pine Plains

Inn at Pine Plains

10/10 Excellent
"I had a lovely stay! Plan to return another time."
Kasalina 1-night trip
Posted 2 days ago
Inn at Pine Plains
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"We stayed here once before. Staff were nice. Room was okay. Kinda old. But okay for a short stay. Internet was in and out. Bathroom water never got real hot for showers. Toilet was very low... my knees were in my mouth. The toilet bowl seat was close to broken. We MAY come back if necessary. Hopefully, some of our current concerns will be remedied. Thanks"
Richard 2-night trip
Posted 3 days ago
Howard Johnson by Wyndham Saugerties
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"Everything was great. Staff was very friendly. Breakfast was good parking was easy"
Yehoshua 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Frequently asked questions

What hotels do travelers recommend in Pine Plains?
Guests like Inn at Pine Plains.
Can I book a refundable hotel in Pine Plains?
If you want the flexibility to change your travel plans to Pine Plains, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pine Plains if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 24 vacation homes.
What will the weather in Pine Plains be like during my visit?
The warmest months in Pine Plains are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Pine Plains hotel with Hotels.com?
There are plenty of reasons to book your Pine Plains travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring