Lenox Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 Wiltwyck
The Equinox Golf Resort & Spa
Kingston Carriage House
Hotel Kinsley
Hutton Brickyards Riverfront Hotel + Venue

Ready to book your vacation to Lenox?

 

Choose your dates

Lenox Hotel Deals

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 $137 per night from Nov. 18 to Nov. 19
CA $137
CA $153 total
includes taxes & fees
Nov 18 - Nov 19
9/10 Wonderful! (439 reviews)
"It was such a delightful time for our stay at the life house"

Reviewed on Nov. 15, 2024

Life House Berkshires
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 $137 per night from Nov. 24 to Nov. 25
CA $137
CA $152 total
includes taxes & fees
Nov 24 - Nov 25
9/10 Wonderful! (1,001 reviews)
"I booked last minute as my day ran longer than expected and this Inn beat my expectations. Great staff, clean rooms and affordable. When I checked in the person made sure I had everything I needed for my late dinner. They gave me utensils and a plate to heat up my food (Sorry didn’t catch their name!). ..."

Reviewed on Nov. 15, 2024

The Yankee, Trademark Collection by Wyndham
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 $149 per night from Nov. 21 to Nov. 22
CA $149
CA $166 total
includes taxes & fees
Nov 21 - Nov 22
8.4/10 Very Good! (345 reviews)
"We absolutely loved staying at the Whitlock in Lenox. A beautiful inn with the coziest feel. Great spot on the Main Street of the town."

Reviewed on Nov. 16, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
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?
From as little as CA $868. Yes, you read that correctly. Our Lenox vacation packages are the easiest way to make your budget stretch further. Combine your hotels, flights and car rentals and discover this top destination.
How do I get a cheap travel package to Lenox?
By bundling. Hotels, flights and rental cars — combine whatever you need into a Lenox vacation package and save. Score even more deals when you include extras such as activities or tours to your booking. But that’s not the only impressive part. You have the flexibility to tailor your trip your way. We offer over 550 airlines and 1,000,000 hotel options globally, so that everyone has an opportunity to travel and live out those vacation fantasies.
Where should I stay in Lenox?
A vacation in Lenox isn’t complete without stopping by Tanglewood Music Center, The Mount and Shakespeare and Company. Stay close to these top attractions and make sightseeing simple.
What are the top hotels in Lenox?
If it’s your first time staying in Lenox, lock in a room at Apple Tree Inn or The Whitlock. Both hotels offer friendly service and are favorites with many travelers.
How far in advance should I book my Lenox vacation?
Travelers are usually able to browse international fares on Expedia within 12 months of departure. Booking at the last minute? With a bit of luck, it’s still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Lenox travel package include?
It all boils down to what kind of getaway you have in mind. Lenox travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that fits your needs. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking a Lenox travel package?
You’ll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and unlock terrific discounts. Hotels aren’t your only choice, however. We’ve got beachside condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Lenox Expedia vacation package?
Yes — that’s the beauty of an Expedia package. You’re the boss! We have access to more than 550 airline partners throughout the world, so you have loads of choice when creating your Lenox adventure.
If I'm not able to travel, can I cancel my Lenox vacation package?
You can. We understand that even the best-laid plans can fail, so we’re happy to help if you have to make changes to your Lenox vacation package. You may be able to change or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Lenox

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