Lenox Vacation Packages

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Top Lenox hotel deals

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
May 12 - May 13
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.
Pet friendly
Breakfast available
The Lenox Collection

The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $98 per night
$98
per night
May 13 - May 14
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A library, express check-out, and wedding services are also on offer.
Breakfast included
Parking included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $93 per night
$93
per night
May 20 - May 21
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.
Hot Tub
Breakfast included
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
$79
per night
May 12 - May 13
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
Pool
Parking included
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
May 30 - May 31
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

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $135 per night
$135
per night
May 30 - May 31
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.
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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 in Lenox

Image for Tanglewood Music Center

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.

Tanglewood Music Center
Image for Pleasant Valley Wilderness Sanctuary

Pleasant Valley Wilderness Sanctuary

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

Pleasant Valley Wilderness Sanctuary
Image for The Mount

The Mount

5/5(37 reviews)

You can learn about the history of Lenox with a stop at The Mount. While you're in the area, stroll along the lakeside.

The Mount

Frequently asked questions

How much are vacation packages to Lenox?
Adventure awaits in Lenox, with Travelocity vacation packages from as little as . Including both hotels and flights, these terrific deals make it a cinch to experience more of our beautiful planet.
How long should my Lenox vacation be?
If you need some guidance, most visitors spend an average of 2 nights vacationing in Lenox. But to discover the true spirit of this destination, stay a few extra nights. You’ll be able to cross off more attractions and really take in the local culture.
Where can I get the best vacation package deals for Lenox?
It’s hard to top Travelocity when it comes to finding your Lenox package deal. There are at least 400 partner airlines and 1,000,000 properties worldwide to select from. Book your trip now and get ready to cross another place off your must-visit list.
Why should I book my Lenox vacation bundle with Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you can find. Add to that our 24/7 support and exceptional service and your dream vacation is well within reach.
Can I save money on my Lenox car rental if I bundle it with my hotel or flight?
Certainly — bundle your hotel, flight and car into a Lenox vacation package and you’ll save tons. With so much to uncover in and around Lenox, that rental car will make exploring a breeze. Once you’ve slid into the driver’s seat, get out on the wide open road and make your way to Times Square, a well-known sight roughly 120 mi from Lenox.
What is the best time of year to go to Lenox?
Vacationing during the off-season, October, November and December, comes with a bevy of benefits — think better-value hotels and less bumping shoulders with hordes of strangers. But there’s magic in the destination during the high season. More events will be staged and more attractions will be open in February, May and July. If you’re watching your pennies, has the most affordable hotel prices. Expect to pay more for a room in .
Which airport is best for Lenox?
Bradley Intl. Airport (BDL) is one of the biggest airports in Lenox. It’s located 45 mi southeast of the city center. Other options available to you are Albany Intl. Airport (ALB) (40 mi away from central Lenox) and Hartford, CT (HFD-Hartford - Brainard) (55 mi away from central Lenox).
What is there to do in Lenox?
You’ll sense a particular magic in the air as you roam the streets of Lenox. Tanglewood Music Center and The Mount are just two famous sights that lure visitors to this fantastic city, so put them at the top of your must-see list.
Where should I stay when visiting Lenox?
If you’re looking for a place to spend your nights, consider the Yankee Inn. It’s the top choice for many visitors.