The Berkshires Mountain Holidays
Book a Mountain Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Mountain The Berkshires Hotels
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
- 34 min drive from Tanglewood Music Center
Stay at this hotel in Hancock. Enjoy free parking, 2 hot tubs and breakfast (surcharge). Our guests praise the property condition in their reviews. Popular attractions ...
8.2/10 Very good! (1,011 reviews)
"Weekend stay during the summer. Suite (much of the inn, actually) is very outdated, but was fine for our needs."
Reviewed on 23 Aug 2026
Chambery Inn
199 Main St Lee MA
- 8 min drive from Tanglewood Music Center
Stay at this B&B in Lee. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...
9.6/10 Exceptional! (386 reviews)
"Very clean room, easily accessible site, very close to Tanglewood (my reason for being in the area) and walking distance to coffee shop, restaurants, library and town center, it seemed. Staff were very helpful and enthusiastic. It was less than a 24 hour stay, but great sleep & shower. Although, ..."
Reviewed on 20 Aug 2026
Eastgate Inn B&B
207 West Street Lenox MA
- 2 min walk from Tanglewood Music Center
Stay at this business-friendly B&B in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen ...
9.2/10 Wonderful! (70 reviews)
"Perfect place to stay if planning a visit to Tanglewood. Dalija is super helpful with tips and suggestions for activities in the area."
Reviewed on 20 Aug 2026
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. Flight-inclusive packages are ATOL protected.
