Lenox Vacation Packages 2025 from $428

Lenox flight + hotel vacation packages

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

The Wiltwyck

Save 100% on your flight

per person

Feb 13 - Feb 17

found 23 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

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

Howard Hotel

Save 100% on your flight

per person

Feb 13 - Feb 17

found 23 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

Free WiFi in public areas, a hair salon, and luggage storage are available at this hotel. A virtual front desk are provided for your convenience.

Urban Cowboy Lodge

Save 100% on your flight

per person

Feb 13 - Feb 17

found 23 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

This lodge features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, a lobby fireplace, and a communal living room are also on offer.

Hasbrouck House

Save 100% on your flight

per person

Feb 13 - Feb 17

found 23 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden and a fireplace in the lobby are also provided.

La Quinta Inn & Suites by Wyndham Latham Albany Airport

per person

Feb 13 - Feb 16

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

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 continental breakfast and free self parking.

Top Lenox hotels deals

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$108

includes taxes & fees

$97 per night

Dec 30 - Dec 31

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

Life House Berkshires

194 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$99

includes taxes & fees

$89 per night

Jan 5 - Jan 6, 2025

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. Express check-in is provided and the front desk is staffed around-the-clock.

The Constance, The Whitlock, & The Dewey By The Lenox Collection

11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA

$155

includes taxes & fees

$139 per night

Dec 30 - Dec 31

A gym, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A library, express check-out, and wedding services are also on offer.

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$151

includes taxes & fees

$135 per night

Jan 9 - Jan 10, 2025

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.

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

$141

includes taxes & fees

$127 per night

Jan 5 - Jan 6, 2025

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.

The Cornell Inn, Lenox

203 Main St, Lenox, MA

$143

includes taxes & fees

$128 per night

Jan 12 - Jan 13, 2025

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Don't see what you're looking for?

See all available properties in Lenox

View all properties

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

5/5(150 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.

Pleasant Valley Wilderness Sanctuary

Explore the great outdoors at Pleasant Valley Wilderness Sanctuary, a lovely green space in Lenox. Wander the lakeside in this family-friendly area.

The Mount

5/5(37 reviews)

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.

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 $428. 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.