Lenox Trips (flight + hotel)

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Top hotels in Lenox

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is P6,803 per night from Jun 30 to Jul 1
P6,803
P7,599 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Quiet, clean, great proximity to places and destinations."

Reviewed on Jun 18, 2025

The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is P20,530 per night from Jul 12 to Jul 13
P20,530
P22,932 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (610 reviews)
"Overall I would recommend this property. It is certainly a nice place to stay."

Reviewed on Jun 15, 2025

Berkshires Untold
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is P7,974 per night from Jun 30 to Jul 1
P7,974
P8,907 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (418 reviews)
"very polite attentive check in."

Reviewed on Jun 18, 2025

The Constance by the Lenox Collection
See all 1,412 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.

Frequently asked questions

How much does a Lenox vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation 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 vacation 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 vacation, 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 vacation package to Lenox?
Lenox is a good vacation destination with attractions like The Mount among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Lenox vacation 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 vacation package as early as possible.
Is it cheaper to book a Lenox vacation as a package?
You can enjoy significant savings on your Lenox getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation 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 favorite 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 accommodations 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 vacation package.

Popular places to visit

Tanglewood Music Center

Tanglewood Music Center

You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.

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