
Find hotels in Windsor, MA from 1.823.737 ₫
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Our top choices for Windsor hotels

1. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,003 reviews)
The price is 4.443.010 ₫
4.962.763 ₫ total
includes taxes & fees
21 Jul - 22 Jul

2. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,000 reviews)
The price is 3.104.323 ₫
3.467.529 ₫ total
includes taxes & fees
21 Jul - 22 Jul

3. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (1,002 reviews)
The price is 3.405.802 ₫
3.804.281 ₫ total
includes taxes & fees
26 Jul - 27 Jul

4. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,010 reviews)
The price is 3.508.149 ₫
4.505.095 ₫ total
includes taxes & fees
17 Aug - 18 Aug

5. Maple Terrace Motel
Maple Terrace MotelWilliamstown
9.6 out of 10, Exceptional, (621 reviews)
The price is 3.649.167 ₫
4.076.041 ₫ total
includes taxes & fees
16 Aug - 17 Aug

6. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
8.8 out of 10, Excellent, (2,456 reviews)
The price is 3.323.372 ₫
4.000.607 ₫ total
includes taxes & fees
23 Jul - 24 Jul

7. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,000 reviews)
The price is 3.471.595 ₫
3.877.776 ₫ total
includes taxes & fees
22 Jul - 23 Jul

8. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
9.2 out of 10, Wonderful, (1,003 reviews)
The price is 4.705.910 ₫
5.256.423 ₫ total
includes taxes & fees
19 Jul - 20 Jul

9. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
8.8 out of 10, Excellent, (1,003 reviews)
The price is 4.223.489 ₫
4.717.637 ₫ total
includes taxes & fees
17 Aug - 18 Aug

10. Cozy Corner Motel
Cozy Corner MotelWilliamstown
9.2 out of 10, Wonderful, (930 reviews)
The price is 2.389.761 ₫
2.806.720 ₫ total
includes taxes & fees
22 Jul - 23 Jul

11. Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
9.0 out of 10, Wonderful, (1,001 reviews)
The price is 2.222.820 ₫
2.482.828 ₫ total
includes taxes & fees
20 Jul - 21 Jul

12. Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (881 reviews)
The price is 2.362.507 ₫
2.638.920 ₫ total
includes taxes & fees
11 Aug - 12 Aug

13. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
5.4 out of 10, (855 reviews)
The price is 1.632.609 ₫
1.823.737 ₫ total
includes taxes & fees
2 Aug - 3 Aug

14. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (877 reviews)
The price is 6.546.210 ₫
7.312.117 ₫ total
includes taxes & fees
29 Jul - 30 Jul

15. Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
9.8 out of 10, Exceptional, (220 reviews)
The price is 6.466.881 ₫
6.835.493 ₫ total
includes taxes & fees
11 Aug - 12 Aug

16. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (885 reviews)
The price is 2.599.047 ₫
2.903.135 ₫ total
includes taxes & fees
20 Jul - 21 Jul

17. The Springs Motel
The Springs MotelNew Ashford
9.4 out of 10, Exceptional, (106 reviews)
The price is 3.933.642 ₫
4.315.204 ₫ total
includes taxes & fees
20 Jul - 21 Jul

18. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (137 reviews)
The price is 4.469.300 ₫
4.992.208 ₫ total
includes taxes & fees
22 Jul - 23 Jul

19. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,004 reviews)
The price is 5.045.051 ₫
5.635.262 ₫ total
includes taxes & fees
21 Jul - 22 Jul

20. Jiminy Peak Mountain Resort
Jiminy Peak Mountain ResortHancock
8.2 out of 10, Very good, (1,000 reviews)
The price is 4.699.287 ₫
5.249.103 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
More cheap stays in Windsor

FairBridge Inn Express
16 Cheshire Road Pittsfield MA
The price is 1.632.609 ₫ per night from 2 Aug to 3 Aug
1.632.609 ₫
1.823.737 ₫ total
2 Aug - 3 Aug
includes taxes & fees
5.4/10 (855 reviews)
Hotels in Windsor with star rating

4 Star Hotels
10 properties











































































