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Book Exclusive Lenox, MA Vacation Packages

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Top Lenox hotels deals

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 $101 per night
This hotel features an indoor pool, a fitness center, 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
Free WiFi
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 $97 per night
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like daily breakfast and free self parking.
Yankee Inn

Yankee Inn

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
This hotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Free WiFi
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Free WiFi
Apple Tree Inn

Apple Tree Inn

3 out of 5
10 Richmond Mountain Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $100 per night
This inn features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden is also provided.
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 $55 per night
This motel features an outdoor pool and a spa tub. 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.
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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

Take in a show or just stop by for a photo at Tanglewood Music Center, a popular theater in Lenox. While you're in the area, stroll along the lakeside.

Tanglewood Music Center
Image for Pleasant Valley Wilderness Sanctuary

Pleasant Valley Wilderness Sanctuary

Commune with nature and explore the great outdoors at Pleasant Valley Wilderness Sanctuary during your travels in Lenox. Wander the lakeside in this family-friendly area.

Pleasant Valley Wilderness Sanctuary
Image for Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Hit the slopes at Jiminy Peak Mountain Resort, a top ski area in Hancock. Wander the college campus or discover the mountain views in this quaint area.

Jiminy Peak Mountain Resort

Frequently asked questions

How much are vacation packages to Lenox?
Splash out on an unforgettable experience in Lenox with a vacation package starting at . Organizing your hotels, flights and tours with Travelocity has never been easier. What’s more, our vacation deals will leave you with extra money for plenty of fun times.
How long should my Lenox vacation be?
Many people spend around 2 nights in Lenox, but how long you stay is your choice. If you hope to get out and explore all the wonderful things this place offers, why not hang around for a bit longer?
Where can I get the best vacation package deals for Lenox?
Travelocity is here to help you snap up an awesome Lenox package deal. With no less than 400 air carriers and 665,000 properties around the world, we know you’ll be able to craft the perfect itinerary.
Why should I purchase my Lenox vacation bundle via Travelocity?
We make traveling the world easy. Whether you’re after a new destination to explore or want to ensure you get the best price on offer, we’ve got your back. Our 24/7 support, quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save money on my Lenox car rental if I combine it with hotels and flights?
With a Lenox vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you’re eager to discover the best of this exciting city, why not head to Times Square? This must-see attraction is 118 mi from Lenox. With your own rental car, you’ll be there in the blink of an eye.
What is the best time of year to go to Lenox?
Heading there in the off-season, December, November, January, has its upsides — think more cost-effective hotels and less rubbing shoulders with tourist hordes. But there’s a real charm to the destination during the busy season. More events are likely to be on and more attractions will be open in July, August, June. If you’re traveling on a budget, August offers the cheapest hotel rates. You’ll pay more for a room in February.
Which airport is best for Lenox?
There’s a very good chance you’ll be arriving at Hartford, CT (BDL-Bradley Intl.), situated 43 mi southeast of inner Lenox. Albany, NY (ALB-Albany Intl.) (37 mi away from central Lenox) and Hartford, CT (HFD-Hartford - Brainard) (53 mi away from central Lenox) are your other options.
What is there to do in Lenox?
Tanglewood Music Center is just one of the superb sights that make Lenox such a popular destination. But allow yourself enough time to discover the city’s lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Lenox?
Treat yourself to a few nights at the Garden Gables Inn (4.0 stars) or the 33 Main (4.0 stars) during your Lenox trip. A luxury city getaway is the perfect way to indulge yourself a little.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.