Lenox Holidays

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Lenox Holiday

Our pick of the best Lenox Hotel Deals

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$332 per night from 10 Aug to 11 Aug
NZ$332
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"This was our fourth year in a row staying at the Inn. They have a new sitting area outside with a gas fire pit, very nice. The pool is always very well maintained. We like to stay in the older section room away from the main building, the beds are comfortable and the room is basic but clean and nice. ..."

Reviewed on 5 Aug 2026

The Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 1 Sept to 2 Sept
NZ$278
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Lovely property, imaginative and we. Well-maintained. Food was very good but somewhat overpriced. Staffing was a bit scant. No cash on the property so it was difficult to change a bill and provide an accurate tip for housekeeping."

Reviewed on 4 Aug 2026

Berkshires Untold
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$150 per night from 30 Aug to 31 Aug
NZ$150
30 Aug - 31 Aug
includes taxes & fees
7.6/10 Good! (892 reviews)
"Parking"

Reviewed on 2 Aug 2026

Howard Johnson by Wyndham Lenox
See all 1,387 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.

Stay near popular Lenox attractions

A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
See properties

Frequently asked questions

How much does a Lenox holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Lenox costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Lenox?
If you're hoping to snag a cheap Lenox holiday package, consider planning a trip in January, March and April. You're likely to find better rates on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Lenox?
For a Lenox holiday, a handful of days will be enough to explore the top spots. Make sure to check out The Mount — it's one of the major attractions in this destination. If you want more adventure, think about basing yourself here and setting off on some day trips from Lenox.
Is it worth booking a holiday package to Lenox?
Lenox is a good holiday destination with attractions like The Mount among the many things to keep you busy. Whether you're travelling with the family or planning a trip with friends, a Lenox holiday promises a good time for everyone.
How to find the best Lenox package deals?
Use Expedia's filters to find some fabulous Lenox package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Lenox package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Lenox holiday as a package?
You can enjoy significant savings on your Lenox getaway by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Lenox?
If you're planning an impromptu Lenox getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Lenox?

  1. Choose when to travel: Check your calendar and get packing. Your favourite season and the type of activities available will also help you decide when to escape to Lenox.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your accommodation will likely be the largest expense during your trip to Lenox.
  3. Decide how long to go away for: Now that you're up to speed on Lenox, you can figure out the ideal length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Lenox holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.