The Berkshires Honeymoon Vacations 2026

Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Honeymoon The Berkshires Hotels

The Dewey

7 Hubbard Street Lenox MA

13 min walk from Tanglewood Music Center

Stay at this guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions ...

8.6/10 Excellent! (330 reviews)

"There is no staff on site. Fire alarm went off no one showed up for 20 mins. The shower situation was less than desirable. The property outside was not weeded and lacked any care. Any guest that I spoke to all felt the same. We go once a year to Lenox and will not be staying there."

Reviewed on 2026/7/7

Brook Farm Inn

15 Hawthorne Street Lenox MA

2 min walk from Tanglewood Music Center

Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...

9.4/10 Exceptional! (171 reviews)

"What a lovely inn. Everything was perfectly maintained. The entire staff was helpful and friendly."

Reviewed on 2026/8/3

Chambery Inn

199 Main St Lee MA

8 min drive from Tanglewood Music Center

Stay at this B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...

9.6/10 Exceptional! (384 reviews)

"The room was clean and very quiet. Breakfast was delivered to our room as requested."

Reviewed on 2026/8/13

See all 1,086 properties in The Berkshires

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.