Windsor hotels from RM284
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12 Aug - 13 AugTomorrow
13 Aug - 14 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Windsor hotels
1. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Jermaine
RM466
RM521 total
includes taxes & fees
30 Aug - 31 Aug
2. The Yankee Inn
The Yankee InnLenox
Larry
RM675
RM754 total
includes taxes & fees
7 Sept - 8 Sept
3. The Revival House
The Revival HouseAdams
James
RM678
RM757 total
includes taxes & fees
30 Aug - 31 Aug
4. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
Victoria
RM569
RM636 total
includes taxes & fees
10 Sept - 11 Sept
5. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
DAVID
RM254
RM284 total
includes taxes & fees
24 Aug - 25 Aug
6. Harbour House Inn
Harbour House InnCheshire
Gregory
RM1,038
RM1,097 total
includes taxes & fees
13 Aug - 14 Aug
7. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
David
RM520
RM580 total
includes taxes & fees
24 Aug - 25 Aug
8. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
RM600
RM671 total
includes taxes & fees
7 Sept - 8 Sept
9. The Trail in Adams - Berkshiresโ Art Hotel
The Trail in Adams - Berkshiresโ Art HotelAdams
Jenna
RM875
RM977 total
includes taxes & fees
7 Sept - 8 Sept
10. Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
Frederic
RM1,008
RM1,065 total
includes taxes & fees
17 Aug - 18 Aug
11. The Springs Motel
The Springs MotelNew Ashford
Shakeila
RM614
RM673 total
includes taxes & fees
9 Sept - 10 Sept
12. Berkshire Inn
Berkshire InnPittsfield
christopher
RM368
RM411 total
includes taxes & fees
13 Aug - 14 Aug
13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Ken
RM536
RM599 total
includes taxes & fees
7 Sept - 8 Sept
14. Hotel On North
Hotel On NorthPittsfield
Dragana
RM733
RM818 total
includes taxes & fees
7 Sept - 8 Sept
15. Rodeway Inn
Rodeway InnAdams
Andrew
RM295
RM329 total
includes taxes & fees
19 Aug - 20 Aug
16. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
RM438
RM490 total
includes taxes & fees
31 Aug - 1 Sept
17. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
Luciane
RM323
RM361 total
includes taxes & fees
31 Aug - 1 Sept
18. Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
Richard
RM424
RM473 total
includes taxes & fees
27 Aug - 28 Aug
19. Cozy Corner Motel
Cozy Corner MotelWilliamstown
Jeremy
RM361
RM424 total
includes taxes & fees
9 Sept - 10 Sept
20. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Andrea
RM387
RM524 total
includes taxes & fees
31 Aug - 1 Sept
Top Windsor Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"Loved being on the lake. Staff is very helpful with ideas of things to see and do. Fun to kayak on the lake"
Berkshire Mountain Lodge
10/10 Excellent
"I did not expect the faciity to be what it was, a resort. It was just awesome and everything was perfect. The only thing was, if I knew a little more about the place, I would have brought some items I wouldn't if I was in a hotel. This place has so much to offer in some catagories."
Berkshires Untold
8/10 Good
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!๐ Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. Woman said no, they stopping serving at 9... luckily she rec one place nearby which was still open for food til midnight! Wow in Lenox! Very packed loud and fun w locals & Jackman fans..got wines, friendly bartenders, ordered yummy plates of tacos , sandwich and ended eve on a great note . Go to OMBRA if hungry after 9! Small complaint this am also.. we ordered a bagel & a berry salad from the hotel's brkfst menu to go as needed to drive back home mid am.. Opened it and about 1/2 cup of mixed berries ..for $11.00... Think the bagel was 8. Oh well -worth the splurge to see Hugh ๐and only 10 min drive to Tanglewood & downtown Lenox! Hotel not walkable to anything but ez parking & very cute interior & bar & seating areas!"
The Yankee Inn
10/10 Excellent
"Very nice and convenient hotel."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice!"
Vacation Village in the Berkshires
10/10 Excellent
"Indoor pool was quite noisy with to many little children running around and not paying attention to others in the pool and no parent supervision as parents were in the hottub. Balcony was just right for two people."
The Williams Inn
10/10 Excellent
"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying. "
The Cornell Inn, Lenox & The Berkshires
10/10 Excellent
"The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!"
Jiminy Peak Mountain Resort
10/10 Excellent
"Quiet and serene. Great weekend escape!"
More cheap stays in Windsor
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
RM254
RM284 total
24 Aug - 25 Aug
includes taxes & fees
5.4/10 (870 reviews)
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
RM323
RM361 total
31 Aug - 1 Sept
includes taxes & fees
Red Roof Inn PLUS+ South Deerfield โ Amherst
9 Greenfield Rd South Deerfield MA
RM404
RM452 total
16 Aug - 17 Aug
includes taxes & fees
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
RM466
RM521 total
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
RM536
RM599 total
7 Sept - 8 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
RM675
RM754 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,024 reviews)
