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Romantic Hotels & Resorts in The Berkshires from AU$285
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Our top choices for The Berkshires romantic hotels
1. 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)
"Nice view and location for fall color."
Md
The price is AU$255
includes taxes & fees
8 Nov - 9 Nov
2. Berkshire Lake Lodge
Berkshire Lake LodgeLee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
mike
The price is AU$173
includes taxes & fees
6 Nov - 7 Nov
3. 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)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
Cynthia
The price is AU$132
includes taxes & fees
30 Nov - 1 Dec
4. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
8.8 out of 10, Excellent, (937 reviews)
"Super clean and cozy and safe"
Andrea
The price is AU$95
includes taxes & fees
3 Nov - 4 Nov
5. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
James
The price is AU$131
includes taxes & fees
2 Dec - 3 Dec
6. 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)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
Gustavo
The price is AU$173
includes taxes & fees
2 Dec - 3 Dec
7. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
Liliana
The price is AU$260
includes taxes & fees
16 Nov - 17 Nov
8. 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)
"Nice place to stay"
Michael
The price is AU$214
includes taxes & fees
5 Nov - 6 Nov
9. East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
Sharon
The price is AU$189
includes taxes & fees
3 Dec - 4 Dec
10. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,008 reviews)
"The location was good for our trip."
Basil
The price is AU$157
includes taxes & fees
20 Nov - 21 Nov
11. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
Vandhana
The price is AU$181
includes taxes & fees
29 Nov - 30 Nov
12. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
mary ellen
The price is AU$498
includes taxes & fees
3 Nov - 4 Nov
13. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room
Accommodating staff especially Shawn and Jennifer at the front desk.
Very nice pool and gym
Definitely coming back"
Francis
The price is AU$214
includes taxes & fees
8 Nov - 9 Nov
14. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (975 reviews)
"Very nice hotel"
Philip
The price is AU$184
includes taxes & fees
29 Nov - 30 Nov
15. Quality Inn Great Barrington
Quality Inn Great BarringtonDowntown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
Lynne
The price is AU$120
includes taxes & fees
25 Nov - 26 Nov
16. The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
David
The price is AU$132
includes taxes & fees
9 Nov - 10 Nov
17. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
"Comfortable stay, well stocked kitchen and room."
Charline
The price is AU$163
includes taxes & fees
8 Nov - 9 Nov
18. Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (1,060 reviews)
"A very good place to stay"
Madhavi R
The price is AU$194
includes taxes & fees
29 Nov - 30 Nov
19. 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)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
Yuguo
The price is AU$164
includes taxes & fees
30 Nov - 1 Dec
20. Chambery Inn
Chambery InnLee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
Alexandra
The price is AU$311
includes taxes & fees
10 Nov - 11 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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