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.
Hyatt Place Saratoga Malta

Hyatt Place Saratoga Malta

3 out of 5
Price was CA $644, price is now CA $604 per person
CA $604
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Albany (ALB)
9/10 Wonderful! (1,090 reviews)

The Stockade Inn

The Stockade Inn

2 out of 5
Stockade Historic District
Price was CA $798, price is now CA $746 per person
CA $746
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Albany (ALB)
9.4/10 Exceptional! (222 reviews)

Crowne Plaza Albany - The Desmond Hotel by IHG

Crowne Plaza Albany - The Desmond Hotel by IHG

3.5 out of 5
Price was CA $700, price is now CA $689 per person
CA $689
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Albany (ALB)
9.2/10 Wonderful! (1,134 reviews)
Excellent place.

Reviewed on Nov 6, 2026

Courtyard by Marriott Albany Airport

Courtyard by Marriott Albany Airport

3 out of 5
Price was CA $697, price is now CA $691 per person
CA $691
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Albany (ALB)
9.2/10 Wonderful! (776 reviews)

Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Albany Troy/Waterfront

3 out of 5
Price was CA $706, price is now CA $701 per person
CA $701
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Albany (ALB)
9.2/10 Wonderful! (968 reviews)
We had a nice stay, the bar isn’t the best.

Reviewed on Nov 6, 2026

Ready to book your vacation to Lenox?

 

Choose your dates

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 CA $156 per night from Dec 2 to Dec 3
CA $156
CA $174 total
Dec 2 - Dec 3
includes taxes & fees
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 CA $147 per night from Nov 17 to Nov 18
CA $147
CA $165 total
Nov 17 - Nov 18
includes taxes & fees
Berkshires Untold
The Whitlock

The Whitlock

2 out of 5
16 Church St Lenox MA
The price is CA $147 per night from Nov 22 to Nov 23
CA $147
CA $164 total
Nov 22 - Nov 23
includes taxes & fees
8.4/10 Very good! (415 reviews)
"Logan, the Innkeeper, was fantastic and so helpful. The property is beautiful! Spacious rooms, fabulous location. The restaurant/bar was closed onsite in October - so FYI on that. Overall, a wonderful stay!"

Reviewed on Nov 5, 2026

The Whitlock
See all 1,374 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
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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)
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.
See properties

Frequently asked questions

How much does a Lenox vacation package cost?
You'll find cheap prices from CA $604 on Expedia for your Lenox getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Lenox costs.
What are the cheapest months to go to Lenox?
If you'd like to snag a cheap Lenox vacation package, consider travelling in January, March and April. You'll generally find better rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Lenox?
You can visit all the major attractions in Lenox in a few days, including the must-see The Mount. If you're looking for a longer Lenox vacation, look at what kind of excursions and activities are available close by.
Is it worth booking a vacation package to Lenox?
It's no wonder a Lenox vacation is on the must-do list of many travellers. Leading attractions like The Mount are just the beginning of things to see and do here.
How to find the best Lenox package deals?
Finding a cheap Lenox package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Lenox package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Lenox vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Lenox vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Lenox?
If you've got your Lenox travel dates finalized, book early to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Lenox?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to vacation in Lenox.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Lenox.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Lenox. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Lenox vacation package.

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