
Stephentown Hotels with Swimming Pool
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18 Sept - 20 SeptOur top choices for Stephentown hotels with a pool




1. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
RM385
RM474 total
includes taxes & fees
15 Sept - 16 Sept




2. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
- Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
RM477
RM533 total
includes taxes & fees
13 Sept - 14 Sept




3. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
RM469
RM524 total
includes taxes & fees
22 Sept - 23 Sept




4. Berkshire Valley Inn
Berkshire Valley InnWilliamstown
- Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
RM673
RM752 total
includes taxes & fees
24 Sept - 25 Sept




5. Jiminy Peak Mountain Resort
Jiminy Peak Mountain ResortHancock
- Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
RM579
RM646 total
includes taxes & fees
8 Sept - 9 Sept




6. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
RM592
RM661 total
includes taxes & fees
10 Sept - 11 Sept




7. The Springs Motel
The Springs MotelNew Ashford
- Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
RM455
RM499 total
includes taxes & fees
8 Sept - 9 Sept




8. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
RM520
RM580 total
includes taxes & fees
30 Sept - 1 Oct
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Top Stephentown Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
"It was a beautiful property. Would definitely go again"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"Black swann is great hotel with very helpful staff. They also have a Indian restaurant inside the hotel with lake view. It is a bit pricey but their fish curry is a must try!! I had it twice in a row and I am very picky eater."
The Yankee Inn
10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Nice and conveniently located"
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"The hotel was clean, quiet, and conveniently located."
Hampton Inn & Suites Albany-Downtown
10/10 Excellent
"We enjoyed the professionalism of the front desk staff."
Jiminy Peak Mountain Resort
10/10 Excellent
"The room was spotless and very comfortable. The bed was super comfortable and the shower was nice. The whole property was well kept and the country store is worth a look. We would definitely stay there again!"
Hilton Albany
10/10 Excellent
"Very pleasant stay. What I liked was clean property, including lobby and room. I enjoyed the breakfast and appreciated the garage."







