Deals on vacations and trips to Pine Plains

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Pine Plains flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
the Alander

the Alander

2.5 out of 5
Price was $475, price is now $466 per person
$466
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this lodge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Little Cat Lodge

Little Cat Lodge

2 out of 5
Price was $554, price is now $511 per person
$511
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a garden are also on offer.

Top Pine Plains hotels deals

Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St. Pine Plains NY
$248 nightly
The price is $280 total per night
$280 total
Jan 14 - Jan 15
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Pet friendly
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Breakfast included
Pet friendly
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$169 nightly
The price is $183 total per night
$183 total
Jan 14 - Jan 15
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
$207 nightly
The price is $234 total per night
$234 total
Feb 1 - Feb 2
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed around-the-clock.
Free WiFi
Restaurant
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Pet friendly
Hampton Inn Kingston

Hampton Inn Kingston

2.5 out of 5
1307 Ulster Ave Kingston NY
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $128 total per night
$128 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

The Stissing Center

You can get tickets for a performance at The Stissing Center on your trip to Pine Plains.

The Stissing Center

Stissing Lake Park

Explore the great outdoors at Stissing Lake Park, a lovely green space in Pine Plains.

Stissing Lake Park

Thompson Pond

Commune with nature and explore the great outdoors at Thompson Pond during your travels in Pine Plains. Wander the lakeside in this relaxing area.

Thompson Pond

Frequently asked questions

How much are vacation packages to Pine Plains?
$466 is all you need to spend for an amazing escape in Pine Plains. Bundle your flights and hotel into a Travelocity package and watch all the savings start to pile up. With prices this good, you'll want to start packing your suitcase now!
How long should my Pine Plains vacation be?
Most people spend roughly 2 nights in Pine Plains, but how long you stay is ultimately up to you. If you'd like to discover all the exciting things this place has to offer, why not hang around for a few extra nights?
Where can I get the best vacation package deals for Pine Plains?
Travelocity is the place to go to score a sensational Pine Plains package deal. Choose from 400 air carriers and 1,000,000 properties all over the world and put together a vacation package that fits your style. With so many options, it's easy to organize your next big escape.
Why should I purchase my Pine Plains vacation bundle with Travelocity?
You'll not only save lots, but you can also access our round-the-clock support, quality service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover lesser-known sights and create unforgettable memories — we'll take care of the important details.
Can I save on my Pine Plains car rental if I combine it with my hotel or flight?
You most certainly can — combine your car, hotel and flight into a Pine Plains vacation package and you can save loads. With so many places to explore in the Pine Plains area, having your own ride will make exploring easy. Once you've buckled yourself in, turn up the tunes and cruise toward Times Square, a renowned sight roughly 85 mi from Pine Plains.
Which airport is best for Pine Plains?
Bradley Intl. Airport (BDL), around 50 mi east of inner Pine Plains, is likely to be where you'll land. Your other options are Albany Intl. Airport (ALB) (55 mi away from central Pine Plains) and Stewart Intl. Airport (SWF) (40 mi away from central Pine Plains).
Where should I stay when visiting Pine Plains?
The Inn At Pine Plains is recommended by many travelers. Book soon before it's too late.

Photos of local treasures

Browse Pine Plains vacation photos for more inspiration