The Berkshires Honeymoon Holidays

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Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Honeymoon The Berkshires Hotels

The Dewey
The Dewey
3.5 out of 5
7 Hubbard Street, Lenox, MA
  • 13 min walk from Tanglewood Music Center
Stay at this 3.5-star guesthouse in Lenox. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the breakfast in their reviews. Popular attractions ...
8.8/10 Excellent! (180 reviews)
"excellent stay!! The Dewey is a cozy getaway location!"

Reviewed on 29 Jun 2025

The Dewey
Brook Farm Inn
Brook Farm Inn
3.5 out of 5
15 Hawthorne Street, Lenox, MA
  • 2 min walk from Tanglewood Music Center
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (119 reviews)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you."

Reviewed on 13 Dec 2024

Brook Farm Inn
Chambery Inn
Chambery Inn
3 out of 5
199 Main St, Lee, MA
  • 8 min drive from Tanglewood Music Center
Stay at this 3-star B&B in Lee. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain ...
9.4/10 Exceptional! (366 reviews)
"Beautiful stay. We booked last minute and it was amazing! We were able to book the room with jacuzzi and a fireplace—which made the whole stay so romantic. Will recommend and am planning to visit regularly. Hoping to return in the fall but definitely next spring. This family works hard and takes ..."

Reviewed on 13 Jun 2025

Chambery Inn
See all 1,090 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.