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Find Romantic Hotels in The Berkshires, MA

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Check availability on The Berkshires Romantic Hotels

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for The Berkshires romantic hotels

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Larry
AED 606
AED 677 total
includes taxes & fees
7 Sep - 8 Sep
The Yankee Inn

2. Berkshires Untold

Berkshires Untold
Lenox
United States
Ivana
AED 482
AED 539 total
includes taxes & fees
10 Sep - 11 Sep
Berkshires Untold

3. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Merideth
AED 576
AED 826 total
includes taxes & fees
9 Sep - 10 Sep
The Red Lion Inn

4. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Lynn
AED 340
AED 380 total
includes taxes & fees
1 Sep - 2 Sep
Quality Inn Great Barrington

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Kimberly
AED 393
AED 511 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Andrea
AED 347
AED 470 total
includes taxes & fees
31 Aug - 1 Sep
Berkshire Mountain Lodge

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
James
AED 493
AED 551 total
includes taxes & fees
7 Sep - 8 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel

8. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
AED 393
AED 439 total
includes taxes & fees
31 Aug - 1 Sep
Quality Inn Lee - Lenox South

9. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Kathleen
AED 452
AED 505 total
includes taxes & fees
9 Sep - 10 Sep
Holiday Inn Express Hotel & Suites Great Barrington by IHG

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Edward
AED 634
AED 729 total
includes taxes & fees
31 Aug - 1 Sep
The Cornell Inn, Lenox & The Berkshires
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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."
Melinda 1-night trip
Posted 16 hours ago
The Red Lion Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Quiet and serene. Great weekend escape!"
Christopher 2-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
Myrna 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"Room was very small and room rate was big!"
Donna 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires

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