Windsor Hotels from S$81
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28 Aug - 29 AugTomorrow
29 Aug - 30 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Windsor hotels
1. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
ERICIA
S$81
includes taxes & fees
28 Sept - 29 Sept
2. The Yankee Inn
The Yankee InnLenox
Karen
S$216
includes taxes & fees
27 Sept - 28 Sept
4. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Jermaine
S$163
includes taxes & fees
20 Sept - 21 Sept
5. The Revival House
The Revival HouseAdams
James
S$216
includes taxes & fees
6 Sept - 7 Sept
6. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
Sheila
S$112
includes taxes & fees
31 Aug - 1 Sept
7. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Myrna
S$168
includes taxes & fees
9 Sept - 10 Sept
8. Berkshire Inn
Berkshire InnPittsfield
Adriana
S$122
includes taxes & fees
27 Sept - 28 Sept
9. The Springs Motel
The Springs MotelNew Ashford
Elizabeth
S$164
includes taxes & fees
31 Aug - 1 Sept
10. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Robert
S$163
includes taxes & fees
31 Aug - 1 Sept
11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Ken
S$168
includes taxes & fees
8 Sept - 9 Sept
12. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
Peter
S$216
includes taxes & fees
21 Sept - 22 Sept
13. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
Rena
S$141
includes taxes & fees
30 Aug - 31 Aug
14. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
Alex
S$137
includes taxes & fees
31 Aug - 1 Sept
15. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
S$186
includes taxes & fees
13 Sept - 14 Sept
16. Harbour House Inn
Harbour House InnCheshire
Gregory
S$310
includes taxes & fees
31 Aug - 1 Sept
17. The Trail in Adams - Berkshiresโ Art Hotel
The Trail in Adams - Berkshiresโ Art HotelAdams
Jenna
S$280
includes taxes & fees
31 Aug - 1 Sept
18. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Rinat
S$181
includes taxes & fees
17 Sept - 18 Sept
19. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
James
S$216
includes taxes & fees
27 Sept - 28 Sept
20. Berkshires Untold
Berkshires UntoldLenox
Christine
S$199
includes taxes & fees
28 Sept - 29 Sept
Top Windsor Hotel Reviews
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"It is a safe place with friendly staff and clean accommodations; it is an excellent spot for traveling with children."
The Cornell Inn, Lenox & The Berkshires
10/10 Excellent
"Room was"
Berkshires Untold
10/10 Excellent
"Chic bar and outdoor space. Nice remodel."
Quality Inn Lee - Lenox South
10/10 Excellent
"Friendly staff and clean comfortable room! Location is super"
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."
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."
The Red Lion Inn
10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice place"
More cheap stays in Windsor
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
S$81
28 Sept - 29 Sept
includes taxes & fees
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
S$112
31 Aug - 1 Sept
includes taxes & fees
Red Roof Inn PLUS+ South Deerfield โ Amherst
9 Greenfield Rd South Deerfield MA
S$140
7 Sept - 8 Sept
includes taxes & fees
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
S$163
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
S$168
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (176 reviews)
The Yankee Inn
461 Pittsfield Rd Lenox MA
S$216
27 Sept - 28 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
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