Lenox Vacation Packages 2026 from $468

Lenox flight + hotel vacation packages

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

Residence Inn by Marriott Kingston

$468

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

The Wiltwyck

$476

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Albany (ALB)

Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.

Hotel Kinsley

Stockade District

$539

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Albany (ALB)

This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

$707

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Albany (ALB)

Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Kingston Carriage House

Rondout

$565

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Albany (ALB)

This bed & breakfast features free WiFi in public areas, a communal living room, and concierge services. Enjoy the free continental breakfast each morning. A virtual front desk are provided for your convenience.

Top Lenox hotels deals

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$110 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$110 total

Mar 8 - Mar 9

Total with taxes and fees

A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.

Pet friendly

Parking included

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$145 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Parking included

Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox MA

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$155 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

The Whitlock

16 Church St Lenox MA

$127 nightly

$142 total

Feb 9 - Feb 10

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.

Parking included

Free WiFi

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$133 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

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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.

Popular places to visit

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip

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.

The Mount

You can spend an afternoon studying the exhibits at The Mount during your trip to Lenox. While you're in the area, stroll along the lakeside.

Great resort, right up the street from Tanglewood in the Berkshires. Gorgeous view looking west to New York

Wyndhurst Golf & Club

Enjoy a round of golf in Lenox at Wyndhurst Golf & Club. While you're in the area, stroll along the lakeside.

Frequently asked questions

How much are vacation packages to Lenox?

Travelocity has package deals to Lenox, including hotels and flights, starting from as low as $468. With all that extra money, you could purchase some cool tours or perhaps even add some extra nights to your vacation.

How long should my Lenox vacation be?

Most sightseers vacation in Lenox for an average of 2 nights. That being said, traveling is all about checking out new things and creating memories — why not book a few more nights to do just that?

Where can I get the best vacation package deals for Lenox?

There are excellent Lenox package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Remember this the next time you're ready to check another destination off your bucket list.

Why should I purchase my Lenox vacation package via Travelocity?

From incredible destinations to fun experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also ensure you're being taken care of before, during and after your trip. And don't panic if you spot a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.

Can I save on my Lenox car rental if I book it with hotels and flights?

With a Lenox vacation package, you can bundle your flight, hotel and car bookings and save tons. If you're in the mood to explore the best of this fabulous area, why not make a beeline for Times Square? This well-known sight is 120 mi from Lenox. With your own wheels, you'll be there in no time.

Which airport is best for Lenox?

There's a good chance you'll touch down at Bradley Intl. Airport (BDL), which is 45 mi southeast of inner Lenox. Albany Intl. Airport (ALB) (40 mi away from central Lenox) and Hartford, CT (HFD-Hartford - Brainard) (55 mi away from central Lenox) are other choices.

What is there to do in Lenox?

You'll notice a certain kind of magic as you roam the streets of Lenox. The Mount and Ventfort Hall Mansion and Gilded Age Museum are just a couple of attractions that lure visitors to this fantastic city, so add them to your itinerary.

Where should I stay when visiting Lenox?

If you're after someplace comfortable to spend your nights, check out the The Yankee, Trademark Collection by Wyndham. It's the top choice for many visitors.