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Stephentown Hotel Guide - Hotels with Pool in Stephentown, New York

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Check availability on Stephentown Hotels with Pool

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Stephentown hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A tent with a bed, a small bathroom with a sink and toilet, and a mirror.
A wooden cabin with a porch and a small deck, surrounded by trees in a forest.
A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

1. Huttopia Berkshires

Huttopia Berkshires
Williamstown
  • Forest serenity and mountain trails define this Berkshires campground, complete with refreshing pool.
€93
includes taxes & fees
8 Sept - 9 Sept
Huttopia Berkshires
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.
A spacious living room with a fireplace, comfortable seating, and large windows.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
€92
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A cozy living room with a stone fireplace, comfortable seating, and a television.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

3. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
€115
includes taxes & fees
9 Sept - 10 Sept
The Springs Motel
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

4. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€151
includes taxes & fees
14 Sept - 15 Sept
The Yankee Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A motel with a parking lot, a swimming pool, and outdoor seating.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A hotel room with a TV, desk, chair, lamp, and a bathroom with a sink and mirror.

5. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
€86
includes taxes & fees
25 Aug - 26 Aug
Berkshire Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€110
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
An indoor swimming pool with clear water, surrounded by white lounge chairs and a tiled deck.
A banquet hall with round tables set for a formal event, featuring white tablecloths, silverware, and floral centerpieces.
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
€114
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A swimming pool with two people in the water, surrounded by outdoor seating and a building labeled "John Harvard's Restaurant & Brewery".
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A hot tub with four people, wooden walls, and wall-mounted lights.
A fire pit with chairs, a ski lift, and a building with a sign that reads "Mountain Resort".

8. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
  • Jiminy Peak apartment offers ski-in/ski-out access, heated indoor pool, and private soaks after mountain adventures.
€203
includes taxes & fees
25 Aug - 26 Aug
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A swimming pool with a building labeled "John Harvard's Restaurant & Brewery" in the background.
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A lobby with leather sofas, a fireplace, and a stone wall.
A Country Inn with a large, welcoming entrance and a parking area.

9. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
  • Experience year-round aquatic bliss with indoor pool and hot tub at this ski-in/ski-out apartment with mountain views.
€203
includes taxes & fees
25 Aug - 26 Aug
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A bathroom with a white sink, mirror, and toilet.

10. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
€76
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox
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Choose what matters most at hotels with a pool in Stephentown

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Stephentown Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"BIen situé avec pleins de restaurants accessibe à pied autour. Grand parking sécuritaire en face il y a la caserne de pompiers. Idéalement ce serait bien d'installer des bornes électriques de recharge pour les véhicules électriques. Déjeuner modeste. Pas de protéines. Pâtisseries et fruits bons. Très propre. Personnel courtois"
Cynthia 2-night trip
Posted 3 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Nice place"
Zichen 1-night trip
Posted 1 day ago
Comfort Inn & Suites East Greenbush - Albany
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I liked the balcony overlooking the lake"
Rinat 3-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Luann 1-night trip
Posted 2 days ago
The Yankee Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 3 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What are some accommodation options with pools in Stephentown?
Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room: Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Albany: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Offers a seasonal outdoor pool, an indoor pool and buffet. Country Inn & Suites by Radisson, Downtown Albany New York: Features free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Stephentown?
Make a point to visit attractions such as Zema's Nursery. Discover sights such as Taconic Ridge State Forest during your stay.
When is the best time to book a hotel with a pool in Stephentown?
Taking the local weather in Stephentown into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.