Windsor Hotels from โน6,578
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Check prices for these dates
Tonight
10 Sept - 11 SeptTomorrow
11 Sept - 12 SeptThis weekend
11 Sept - 13 SeptNext weekend
18 Sept - 20 SeptOur top choices for Windsor hotels
1. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Debra
โน11,237
โน12,552 total
includes taxes & fees
13 Sept - 14 Sept
2. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Prasanna
โน8,922
โน9,966 total
includes taxes & fees
4 Oct - 5 Oct
3. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
Basil
โน13,620
โน15,213 total
includes taxes & fees
30 Sept - 1 Oct
4. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
Horace
โน5,889
โน6,578 total
includes taxes & fees
17 Sept - 18 Sept
5. Hotel On North
Hotel On NorthPittsfield
Drew
โน12,730
โน14,220 total
includes taxes & fees
15 Sept - 16 Sept
6. The Yankee Inn
The Yankee InnLenox
Karen
โน11,000
โน12,287 total
includes taxes & fees
22 Sept - 23 Sept
7. The Revival House
The Revival HouseAdams
James
โน15,750
โน17,593 total
includes taxes & fees
13 Sept - 14 Sept
8. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
Sarah
โน9,022
โน11,118 total
includes taxes & fees
21 Sept - 22 Sept
9. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
irene
โน7,491
โน8,368 total
includes taxes & fees
20 Sept - 21 Sept
10. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Steve
โน11,603
โน12,960 total
includes taxes & fees
14 Sept - 15 Sept
11. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
โน10,156
โน11,344 total
includes taxes & fees
23 Sept - 24 Sept
12. Cozy Corner Motel
Cozy Corner MotelWilliamstown
Janis
โน8,389
โน9,860 total
includes taxes & fees
13 Sept - 14 Sept
13. Rodeway Inn
Rodeway InnAdams
Brandie
โน6,872
โน7,676 total
includes taxes & fees
5 Oct - 6 Oct
14. Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
Chris
โน9,819
โน10,967 total
includes taxes & fees
22 Sept - 23 Sept
15. Red Roof Inn PLUS+ South Deerfield โ Amherst
Red Roof Inn PLUS+ South Deerfield โ AmherstSouth Deerfield
Joseph
โน8,944
โน9,991 total
includes taxes & fees
15 Sept - 16 Sept
16. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
James
โน13,913
โน15,540 total
includes taxes & fees
13 Sept - 14 Sept
17. The Springs Motel
The Springs MotelNew Ashford
Elizabeth
โน10,374
โน11,381 total
includes taxes & fees
13 Sept - 14 Sept
18. The Villager Motel
The Villager MotelWilliamstown
Rebecca
โน8,439
โน9,427 total
includes taxes & fees
13 Sept - 14 Sept
19. Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham WilliamstownWilliamstown
Donna
โน10,430
โน11,650 total
includes taxes & fees
14 Sept - 15 Sept
20. Maple Terrace Motel
Maple Terrace MotelWilliamstown
Christine
โน11,853
โน13,240 total
includes taxes & fees
22 Sept - 23 Sept
Top Windsor Hotel Reviews
Berkshires Untold
10/10 Excellent
"beautiful place, great staff, would love to go back!"
Berkshire Mountain Lodge
10/10 Excellent
"Very nice hotel. I would definitely stay here again."
FairBridge Inn Express
10/10 Excellent
"Room was clean and comfortable."
The Yankee Inn
10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Willows Motel Williamstown
10/10 Excellent
"Awesome staff plus pet-friendly."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldnโt get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
The Williams Inn
10/10 Excellent
"Exceptional hotel. Friendly vibe."
Jiminy Peak Mountain Resort
10/10 Excellent
"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didnโt end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"
More cheap stays in Windsor
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
โน5,889
โน6,578 total
17 Sept - 18 Sept
includes taxes & fees
5.4/10 (901 reviews)
Red Roof Inn PLUS+ South Deerfield โ Amherst
9 Greenfield Rd South Deerfield MA
โน8,944
โน9,991 total
15 Sept - 16 Sept
includes taxes & fees
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
โน10,156
โน11,344 total
23 Sept - 24 Sept
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
The Yankee Inn
461 Pittsfield Rd Lenox MA
โน11,000
โน12,287 total
22 Sept - 23 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
โน11,603
โน12,960 total
14 Sept - 15 Sept
includes taxes & fees
The Whitlock
16 Church St Lenox MA
โน13,622
โน15,215 total
14 Sept - 15 Sept
includes taxes & fees
8.4/10 Very good! (376 reviews)
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