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Our top choices for Pine Plains hotels

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (306 reviews)
"Great stay"
United Kingdom
Katherine
The price is £226
includes taxes & fees
28 May - 29 May
Inn at Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is £70
includes taxes & fees
26 May - 27 May
Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is £103
includes taxes & fees
1 Jun - 2 Jun
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (232 reviews)
"Really great location and near great area."
United States
Sherwin
The price is £176
includes taxes & fees
3 Jun - 4 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (49 reviews)
"the breakfast is from heaven. the house is beautiful. love the stay."
United States
Catherine
The price is £147
includes taxes & fees
27 May - 28 May
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (181 reviews)
"Breakfast was great"
United States
Archna
The price is £123
includes taxes & fees
26 May - 27 May
Blackberry River Inn

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is £127
includes taxes & fees
26 May - 27 May
Little Cat Lodge

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, adequate parking, breakfast included, great location."
United States
Stephen
The price is £109
includes taxes & fees
31 May - 1 Jun
Hampton Inn Kingston

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (856 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is £57
includes taxes & fees
27 May - 28 May
Monument Mountain Motel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is £148
includes taxes & fees
31 May - 1 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is £90
includes taxes & fees
26 May - 27 May
Locust Tree Bed and Breakfast LLC

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (503 reviews)
"Great stay"
United States
Hitesh
The price is £173
includes taxes & fees
11 Jun - 12 Jun
AutoCamp Catskills

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"Front desk and whole staff are friendly and accommodating."
United States
Jaira
The price is £112
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Express & Suites Kingston-Ulster by IHG

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (144 reviews)
"Clean room, AC ok."
United States
Rhea
The price is £105
includes taxes & fees
4 Jun - 5 Jun
Howard Hotel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (136 reviews)
"Room was clean"
United States
Patrick
The price is £98
includes taxes & fees
26 May - 27 May
The Brooks Motel

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (26 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
United States
Valerie
The price is £197
includes taxes & fees
26 May - 27 May
The Millerton Inn

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
The price is £157
includes taxes & fees
26 May - 27 May
The Harlow House

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (497 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is £103
includes taxes & fees
25 May - 26 May
Red Ranch Motel

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (45 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is £115
includes taxes & fees
21 Jun - 22 Jun
East Rock Inn

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (885 reviews)
"A very charming, historic inn in wonderful Rhinebeck. It was our first time to the town and loved it. The on-site tavern was also perfect for a meal and drink. Would definitely stay here again."
United States
Christopher
The price is £170
includes taxes & fees
26 May - 27 May
Beekman Arms and Delamater 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 Pine Plains attractions

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.

Sharon Ct, USA Fall foliage and autumn colors.

Top Pine Plains Hotel Reviews

More cheap stays in Pine Plains

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains is perfect for those seeking thrilling activities such as skiing and hiking amidst stunning natural landscapes.
  • Scenic Beauty: The picturesque surroundings offer breathtaking views, making it an ideal spot for relaxation and exploration.
  • Sports Enthusiasts: The Alley Pond Sports Tennis Centre is a key attraction for visitors looking to enjoy tennis in a beautiful setting.
  • Rich History: The area features historic sites and institutions, providing a glimpse into its cultural heritage.
  • Charming Accommodations: From cosy bed and breakfasts to unique agritourism stays, Pine Plains offers delightful lodging options for every traveller.

Find great hotels near Pine Plains

Discover a range of charming accommodations in Pine Plains, New York, perfect for a memorable getaway. From delightful bed and breakfasts to unique agritourism properties, you'll find options catering to families, pet owners, and adventure seekers alike. Whether you're searching for a cosy retreat or the best hotels near Pine Plains, this picturesque area offers a variety of choices to suit your needs and ensure a delightful stay.

  • Hampton Inn Kingston: Experience a warm welcome at Hampton Inn Kingston, where comfort meets convenience. Located 10.6km from Pine Plains, this hotel caters to LGBTQIA travellers and pet owners alike, offering a business-themed atmosphere. With a range of business amenities—including a 24-hour business centre, meeting rooms, and conference space—it's ideal for professionals on the go. The property’s pet-friendly policy allows dogs and cats, ensuring your furry friends can join you on your travels. Guests appreciate the inclusive environment and the modern, well-appointed rooms that encourage relaxation after a productive day.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Just 10.6km from Pine Plains, Holiday Inn Express & Suites Kingston-Ulster provides a contemporary and welcoming stay for LGBTQIA guests and business travellers. This hotel features a 24-hour business centre and meeting rooms, making it an excellent choice for those needing to balance work and leisure. Guests enjoy a complimentary breakfast, ensuring a good start to the day. The inviting atmosphere and modern amenities make it a popular choice for both short and extended stays, allowing you to feel right at home during your visit.
  • Residence Inn by Marriott Kingston: Situated 10.6km from Pine Plains, Residence Inn by Marriott Kingston offers a blend of home-like comfort and professional amenities, making it suitable for LGBTQIA, business, and pet-friendly travellers. With a 24-hour accessible business centre and meeting rooms, it caters to the needs of professionals while ensuring pets are welcome, albeit with some restrictions. Guests rave about the spacious suites featuring fully equipped kitchens, perfect for longer stays. The emphasis on comfort and convenience creates an ideal environment for both work and relaxation.

Where to stay near Pine Plains

Pine Plains, New York, offers an idyllic escape for outdoor enthusiasts and adventure seekers alike. Nestled in a picturesque landscape, it invites visitors to explore its charming streets and surrounding natural beauty. The area boasts a family-friendly atmosphere, rich historical sites, and vibrant local culture. Whether you're seeking relaxation or thrilling activities, your holidays in Pine Plains promise a delightful blend of scenery and adventure, making it an unforgettable destination.

  • Rhinebeck: Located 8.7km from Pine Plains, Rhinebeck is a charming city that draws visitors year-round, with peak seasons in May, July, and September. Renowned for its stunning outdoor experiences, Rhinebeck offers a blend of adventure and picturesque scenery. Highlights include educational attractions and ski venues, while local landmarks like beautiful lakes and majestic mountains beckon nature enthusiasts. The town's vibrant atmosphere, paired with its outdoor activities, makes it an ideal spot for those looking to explore the natural beauty of the Hudson Valley.
  • Ancramdale: Situated just 2.5km from Pine Plains, Ancramdale is a quaint city with a moderately seasonal influx of tourists, peaking in the summer months of July and August. Visitors come for the outdoor adventures and breathtaking scenery, with skiing being a popular activity. The proximity of a national state park and scenic lakes makes Ancramdale a fantastic destination for hiking and outdoor exploration. Its welcoming community and serene landscapes provide a perfect retreat for those seeking tranquillity and adventure in equal measure.
  • Ancram: A mere 3.1km from Pine Plains, Ancram is a vibrant city that attracts travellers throughout the year, particularly in the spring and summer months. Known for its outdoor activities, including skiing and scenic excursions, Ancram offers visitors a variety of landscapes, from beautiful beaches to expansive state parks. With lakeside views and ample opportunities for adventure, Ancram is ideal for those looking to immerse themselves in nature while enjoying a range of recreational activities. Its close-knit community and scenic charm make it a delightful stop during your travels.

Things to do in and around Pine Plains

Pine Plains offers a delightful blend of outdoor adventures and scenic beauty, perfect for a vacation. Visitors can enjoy skiing and various educational outdoor activities. Notably, the Alley Pond Sports Tennis Centre is a key attraction for sports enthusiasts. Whether you're seeking thrilling adventures or a tranquil escape into nature, Pine Plains provides a charming setting for your getaway.

Shopping

Pine Plains offers charming shops like Village Books for unique literature and Bodhi Tree Gallery for eclectic art. If you're up for a drive, the Hudson Valley Mall, 10.6km away, features a variety of high street shops and entertainment options for a full day of shopping.

Recreation

Stissing Lake Park offers a tranquil setting for relaxation and leisurely strolls amidst nature. For golf enthusiasts, both Red Hook Golf Club and Undermountain Golf Course provide excellent outdoor sports experiences, with well-maintained greens surrounded by scenic views, located a mere 5.6km from Pine Plains.

Adventure

Catamount Ski Area, located 9.9km from Pine Plains, offers thrilling skiing experiences amidst stunning winter landscapes. Lime Rock Park, 8.7km away, provides exhilarating motor racing excitement for adrenaline junkies. For a more relaxed adventure, the Harlem Valley Rail Trail, just 4.3km from town, features scenic hiking trails perfect for outdoor enthusiasts.

Nightlife

Pine Plains offers a charming nightlife with cultural experiences. Enjoy a performance at the Ancram Opera House, only 3.1km away, or catch a show at the TriArts Sharon Playhouse, located 7.5km from town. The Centre for Performing Arts at Rhinebeck, 6.8km away, also provides delightful entertainment.

Booking tips and Expedia advantages for Pine Plains

For a budget-friendly trip to Pine Plains, consider visiting in March or between December and January for lower accommodation prices. Avoid weekends, particularly Saturdays, as they tend to be pricier; Tuesdays are your best bet for savings. Use Expedia to compare hotel rates and book packages that include flights and activities for added savings. Additionally, explore free local attractions and utilise public transport options to keep costs down while enjoying your stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pine Plains are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pine Plains is Tuesday. The most expensive day to stay in Pine Plains is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you prefer. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You may find that you can save some money by booking an Expedia package, which combines your hotel accommodation in Pine Plains with your flights and activities.

Find the best attractions near Pine Plains

Pine Plains, New York, is ideal for those seeking adventure and scenic beauty. The area boasts a variety of attractions, including national parks, historic colleges, and institutes, perfect for outdoor enthusiasts and culture seekers alike. Whether you’re looking to immerse yourself in nature or explore local history, Pine Plains offers a delightful range of experiences for every type of traveller.

  • Omega Institute: Nestled 6.8km from Pine Plains, the Omega Institute offers a tranquil retreat with a rich history and an urban vibe. It's renowned for its holistic workshops and wellness programmes, making it a perfect place to rejuvenate both mind and body.
  • Dutchess County Fairgrounds: Located 8.1km away, the Dutchess County Fairgrounds buzz with outdoor family-friendly events throughout the year. Experience the charm of local fairs, agricultural exhibitions, and lively entertainment suited for all ages.
  • Old Rhinebeck Aerodrome: Only 6.8km from Pine Plains, this aviation museum showcases vintage aircraft and offers thrilling airshows. Immerse yourself in aviation history and culture while enjoying the picturesque surroundings.

Best time to go to Pine Plains

The best time to visit Pine Plains can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pine Plains falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Pine Plains falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.4°F (-4.2°C)Light RainMostly CloudyAverageSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyAverageAverage
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.9°F (7.7°C)Light RainMostly CloudyModerately HighSlightly Low
May57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October51.3°F (10.7°C)Light RainMostly SunnyModerately LowSlightly High
November39.0°F (3.9°C)Light RainMostly SunnyModerately LowAverage
December30.6°F (-0.8°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Pine Plains

Pine Plains, New York, is conveniently accessible via several nearby airports. Hartford, CT (BDL-Bradley Intl.) is approximately 31.1km away, with excellent hotels like the DoubleTree by Hilton Hartford - Bradley Airport, only 621m from the airport. Newburgh, NY (SWF-Stewart Intl.) is about 24.9km away, offering accommodations such as The Dutchess Inn and Spa at Beacon, located 3.7km from the airport. Albany, NY (ALB-Albany Intl.) is the furthest at 32.9km, featuring hotels like The Landing Hotel at Rivers Casino & Resort, just 5.0km from the airport. Each airport provides various transportation options to facilitate travel to Pine Plains.

Frequently asked questions

What is the best area to stay in Pine Plains?
The best area to stay in Pine Plains is within the hamlet itself, particularly around the main thoroughfare, Route 199.

This central area is where you'll find the core of Pine Plains, including the local shops, eateries, and a general sense of community. The historic Pine Plains Hotel, a local landmark, anchors this part of town. It's a convenient base for exploring the surrounding countryside, with easy access to roads leading to nearby attractions. Couples looking for a quiet getaway will appreciate the relaxed pace and the ability to stroll to dinner or browse local shops.

For those prioritising a tranquil, rural escape, the areas just outside the hamlet centre, particularly those bordering Stissing Mountain and its namesake lake, offer a wonderful retreat. Here, you'll find properties with more expansive grounds, often featuring views of the rolling hills and woodlands.
What are the best hotels in Pine Plains that travellers recommend?
For a highly recommended hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, is frequently praised by guests for its convenient location and clean suites. It offers amenities such as deep soaking bathtubs, air conditioning, and premium bedding for a comfortable stay. Guests can also enjoy a complimentary continental breakfast, adding to the convenience. The Inn at Pine Plains is well-situated, being just 0.3 km from Pine Plains Library, 1.2 km from Thompson Pond, and 1.5 km from Stissing Lake Park.
What hotels in Pine Plains offer free breakfast?
For hotels in Pine Plains that offer a complimentary breakfast, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, provides a free continental breakfast daily. Guests frequently praise its excellent location, with Stissing Lake Park just 1.5 km away and the Pine Plains Library a mere 0.3 km. The Inn at Pine Plains also offers free self-parking and allows pets to stay without charge, adding to its convenience.
What are the top pet-friendly hotels in Pine Plains?
For a top pet-friendly hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, warmly welcomes pets, and they even stay for free. Guests particularly appreciate the complimentary continental breakfast and the hotel's convenient location. It is just 0.3 kilometres from Pine Plains Library, 1.2 kilometres from Thompson Pond, and 1.5 kilometres from Stissing Lake Park. Past guests have frequently highlighted the great location and the cleanliness of the suites.
What are the best hotels in Pine Plains near Thompson Pond?
For a highly-rated hotel in Pine Plains near Thompson Pond, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an impressive 9.8 rating, is located just 1.2 kilometres from Thompson Pond. Guests consistently highlight the great location and clean suites. The Inn at Pine Plains also offers complimentary continental breakfast, free toiletries, and free self-parking, making it a convenient stay for families. Additionally, pets are welcome to stay for free.
When is the best time to go to Pine Plains?
The best areas to stay in Pine Plains are the village centre and the surrounding rural areas.

The village centre of Pine Plains offers a convenient and pleasant base for your stay. You'll find a selection of local shops, eateries, and a general store, all within easy walking distance. The village green is a central feature, often hosting community events. This area is ideal for travellers who appreciate having amenities close by and enjoy a stroll through a traditional small town.

For those seeking a more tranquil and secluded experience, the rural areas just outside the village centre are excellent. Here, you'll find larger properties, often with expansive grounds, offering privacy and direct access to the natural beauty of the Hudson Valley. This is particularly good for families looking for space for children to play or couples desiring a quiet retreat.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pine Plains.
How can I save on a Pine Plains hotel booking with Expedia?
Members always get our best prices. Find our best Pine Plains hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Pine Plains hotel?
Prices for hotels in Pine Plains often vary, but you can find a great deal from £57 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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