When is the best time of year to visit Lenox?

Lenox is very popular in July, August, June. If you're not into crowds and like a calmer pace, lock in your getaway for December , November, January . Need to keep an eye on your budget? Pick up one of the great deals on offer in August. February tends to be when prices go up and hotel rates are at their highest.

How far in advance should I book my Lenox holiday?

Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount flights to Lenox sometimes emerge in the weeks leading up to departure.

What should I know before booking a Lenox travel package?

A Expedia travel package can be customized for your budget and is a simple way to make your budget go further. What you include is up to you. Rental cars, hotels and flights — choose any combination that suits your plans.

Does Expedia offer Book Now, Pay Later Lenox holiday packages?

Thanks to the partnership between Expedia and online lender Affirm, you can split the cost of your holiday package over multiple payments. For financial flexibility, look up our Book Now, Pay Later option and figure out a payment arrangement that matches your circumstances.

Holidays to Lenox

Accommodation, flights, car rentals, things to do and more - for your holiday in Lenox choose Expedia! Find everything you need to organise your trip to Lenox in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top Hotel Deals

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd, Lenox, MA

Situated in Lenox, this hotel is 0.1 mi (0.2 km) from Kennedy Park and 3 mi (4.8 km) from Tanglewood Music Center. Lenox Library and Pleasant Valley Wilderness ...

4.6/5Exceptional! (268 reviews)

"clean, new, easy access, accommodating staff. Stayed for one night and looked for coffee in the morning. There is a nice service bar that opens at 6:30am every day."

Reviewed on 21 Mar 2021

Seven Hills Inn

40 Plunkett Street, Lenox, MA

Situated in Lenox, this hotel is 3 mi (4.9 km) from Tanglewood Music Center, and within 6 mi (10 km) of Lee Prime Outlets and National Shrine of the Divine Mercy. ...

3.9/5Very Good! (166 reviews)

"We have stayed with Seven Hills previously, but this was our first experience in staying in one of the Terrace House rooms. We arrived to a bit before checkin time of 3pm but we were able to check into our room early which of course wasn’t a guarantee but was very surprising and appreciated after ..."

Reviewed on 18 Apr 2021

Yankee Inn

461 Pittsfield Rd, Lenox, MA

Situated on the Strip, this hotel is 0.7 mi (1.1 km) from Kennedy Park and within 3 miles (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

4.1/5Very Good! (916 reviews)

"Just great!! Can't complain. We did have such a great time."

Reviewed on 29 Mar 2021

See all 817 properties in Lenox

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.

Plan your Lenox holiday with Expedia

Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
We have selected for you amazing deals on incredible hotels in Lenox. Have a look simply by using the search bar above.
Most hotels come with free cancellation* , because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page.
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

Plans can change unexpectedly, so yes, you can. You may be able to cancel or change your Lenox holiday package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Visit our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.

Holidays to Lenox

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