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Find Romantic Hotels in The Berkshires, MA
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Our top choices for The Berkshires romantic hotels

1. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
8.8 out of 10, Excellent, (937 reviews)
The price is AED 220
AED 246 total
includes taxes & fees
3 Nov - 4 Nov

2. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.6 out of 10, Excellent, (1,000 reviews)
The price is AED 302
AED 337 total
includes taxes & fees
2 Dec - 3 Dec

3. Berkshire Lake Lodge
Berkshire Lake LodgeLee
9.8 out of 10, Exceptional, (27 reviews)
The price is AED 401
AED 448 total
includes taxes & fees
6 Nov - 7 Nov

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,004 reviews)
The price is AED 400
AED 446 total
includes taxes & fees
2 Dec - 3 Dec

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (819 reviews)
The price is AED 590
AED 659 total
includes taxes & fees
8 Nov - 9 Nov

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (852 reviews)
The price is AED 305
AED 341 total
includes taxes & fees
30 Nov - 1 Dec

7. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,008 reviews)
The price is AED 376
AED 420 total
includes taxes & fees
20 Nov - 21 Nov

8. East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (58 reviews)
The price is AED 437
AED 488 total
includes taxes & fees
3 Dec - 4 Dec

9. The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (637 reviews)
The price is AED 304
AED 340 total
includes taxes & fees
9 Nov - 10 Nov

10. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the BerkshiresSouth Lee
9.2 out of 10, Wonderful, (1,001 reviews)
The price is AED 430
AED 552 total
includes taxes & fees
5 Nov - 6 Nov

11. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (96 reviews)
The price is AED 1,065
AED 1,285 total
includes taxes & fees
3 Nov - 4 Nov

12. Quality Inn Great Barrington
Quality Inn Great BarringtonDowntown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
The price is AED 278
AED 310 total
includes taxes & fees
25 Nov - 26 Nov

13. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (72 reviews)
The price is AED 637
AED 712 total
includes taxes & fees
3 Nov - 4 Nov

14. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (975 reviews)
The price is AED 426
AED 476 total
includes taxes & fees
29 Nov - 30 Nov

15. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
The price is AED 411
AED 451 total
includes taxes & fees
3 Nov - 4 Nov

16. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (253 reviews)
The price is AED 378
AED 423 total
includes taxes & fees
30 Nov - 1 Dec

17. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
The price is AED 304
AED 421 total
includes taxes & fees
8 Nov - 9 Nov

18. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
9.2 out of 10, Wonderful, (683 reviews)
The price is AED 418
AED 467 total
includes taxes & fees
29 Nov - 30 Nov

19. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
9.0 out of 10, Wonderful, (1,001 reviews)
The price is AED 403
AED 450 total
includes taxes & fees
8 Nov - 9 Nov

20. Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (1,060 reviews)
The price is AED 448
AED 501 total
includes taxes & fees
29 Nov - 30 Nov
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.
Top The Berkshires Hotel Reviews

The Red Lion Inn
10/10 Excellent

Jiminy Peak Mountain Resort
8/10 Good
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