Lenox Vacation Packages

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Your Lenox Vacation

There's loads to like about Lenox, from its cultural experiences to its spectacular views. When you're ready to say hi to this interesting city, our Lenox vacation packages are calling your name. Make your trip to Lenox even more fun by going sightseeing. Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets are some of the major attractions you'll want to explore. No matter your travel plans or budget, organizing a tailored Lenox vacation is a walk in the park with Expedia.

Top Lenox Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Manchester View

The Manchester View

2.5 out of 5
per person
Feb. 9 - Feb. 15
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (653 reviews)
All the staff members at Manchester View were friendly and helpful. The location was great for skiing at Stratton and close to some wonderful restaurants.

Reviewed on Dec. 24, 2024

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Feb. 9 - Feb. 15
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (427 reviews)
A good place but it did not meet my exoectations of a resort.

Reviewed on Nov. 27, 2024

Aspen At Manchester

Aspen At Manchester

2.5 out of 5
per person
Feb. 9 - Feb. 15
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (501 reviews)
Clean, comfortable rooms. Friendly and helpful staff. Will stay again

Reviewed on Dec. 23, 2024

South Shire

South Shire

4 out of 5
per person
Mar. 7 - Mar. 11
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (79 reviews)
It’s a very nice inn and staff were amazing

Reviewed on Dec. 15, 2024

Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
per person
Feb. 9 - Feb. 15
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (727 reviews)
Only thing I was not happy with was no bath tub that I would like to warm up in the tub in cold weather place after winter day activities.

Reviewed on Dec. 8, 2024

Ready to book your vacation to Lenox?

 

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Lenox Hotel Deals

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 CA $139 per night from Jan. 7 to Jan. 8
CA $139
CA $155 total
includes taxes & fees
Jan 7 - Jan 8, 2025
9/10 Wonderful! (1,000 reviews)
"Great check in experience."

Reviewed on Dec. 24, 2024

The Yankee, Trademark Collection by Wyndham
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Jan. 8 to Jan. 9
CA $128
CA $142 total
includes taxes & fees
Jan 8 - Jan 9, 2025
9/10 Wonderful! (457 reviews)
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."

Reviewed on Dec. 19, 2024

Life House Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is CA $222 per night from Jan. 1 to Jan. 2
CA $222
CA $248 total
includes taxes & fees
Jan 1 - Jan 2, 2025
8.4/10 Very Good! (364 reviews)
"Front desk staff was outstanding."

Reviewed on Dec. 23, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
See all 1,322 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Lenox vacation package cost?
You can pick up a vacation package to this destination from CA $959 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.

Discover the most popular places to visit in Lenox

Ventfort Hall Mansion and Gilded Age Museum

You can spend an afternoon exploring the galleries in Ventfort Hall Mansion and Gilded Age Museum during your travels in Lenox. Wander the lakeside in this family-friendly area.

Ventfort Hall Mansion and Gilded Age Museum

Lenox Library

Lenox Library is just one of the places to see in Lenox, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's gardens or attend a sporting event.

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