
Stephentown Hotel with Pool
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29 Aug - 30 AugTomorrow
30 Aug - 31 AugNext weekend
4 Sept - 6 SeptIn two weeks
11 Sept - 13 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.
HK$681
HK$847 total
includes taxes & fees
31 Aug - 1 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.
HK$925
HK$1,033 total
includes taxes & fees
8 Sept - 9 Sept




3. Jiminy Peak Mountain Resort
Jiminy Peak Mountain ResortHancock
- Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
HK$1,122
HK$1,253 total
includes taxes & fees
30 Aug - 31 Aug




4. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
HK$1,192
HK$1,331 total
includes taxes & fees
27 Sept - 28 Sept




5. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
HK$1,197
HK$1,337 total
includes taxes & fees
13 Sept - 14 Sept




6. 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.
HK$1,041
HK$1,163 total
includes taxes & fees
13 Sept - 14 Sept




7. Berkshire Valley Inn
Berkshire Valley InnWilliamstown
- Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
HK$1,305
HK$1,458 total
includes taxes & fees
7 Sept - 8 Sept




8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
HK$742
HK$1,003 total
includes taxes & fees
31 Aug - 1 Sept
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Top Stephentown Hotel Reviews
The Red Lion Inn
10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Hampton Inn & Suites Albany-Downtown
10/10 Excellent
"We stayed one night. Quiet, clean and easy to get on and off highway. The property felt safe , the parking was easy but you do need to pay per night. Most hotels have a horrible shower head where you never feel clean and you need to stay in the shower longer just to get shampoo out of your hair. This shower head was complete opposite, quick shower and felt clean. Breakfast was great!! Will stay here again!!"
The Yankee Inn
10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice place"
Hilton Albany
10/10 Excellent
"Shuttle was on time and was great to have since the hotel is not close to the airport."







