How much does a Lenox vacation package cost?

You can pick up a vacation package to this destination from $476 on Expedia. But how much your vacation to Lenox costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Lenox?

You can typically find reduced prices and better availability in October, November and December. Check out our cheap Lenox vacation packages and you could land some great off-season discounts.

How many days is enough for Lenox?

You can easily see all the main attractions in Lenox in a few days, including the popular The Mount . If you're after a longer Lenox vacation, look at which kind of activities and excursions are available nearby.

Is it worth booking a vacation package to Lenox?

Lenox is a good vacation destination with attractions like Tanglewood Music Center among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Lenox vacation promises a good time for everyone.

How to find the best Lenox package deals?

Use Expedia's filters to find some fabulous Lenox package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Lenox package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Lenox vacation as a package?

You can enjoy significant savings on your Lenox getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Lenox?

If you're planning an impromptu Lenox getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.

How to plan a trip to Lenox?

Pick the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Lenox. Set your budget: Consider expenses like flights, transportation and food when calculating how much to save for your trip to Lenox. Then, select a property that matches your budget, whether that's an affordable stay or a more upscale retreat. Use Expedia's trip planning tool to explore Lenox: Research every part of your trip to Lenox with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings. Decide your trip length: Think about how long you'd like to spend exploring Lenox. Plan your days so you can get to all the activities and attractions you're interested in without rushing. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Lenox vacation package for you. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Browse some of the exciting things to do in Lenox and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Lenox vacation packages?

Set off on your perfect trip to Lenox with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they sell out.

Lenox Vacation Packages 2025/2026 from $476

Name: The Yankee, Trademark Collection by Wyndham
Price range: $140 total
Rating: 9

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.

The Latest Lenox vacation packages

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Save 100% on your flight

$476

per person

Oct 9 - Oct 12

found 18 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

9/10 Wonderful! (697 reviews)

Handicap accessible

Reviewed on Aug 22, 2025

Prospect Berkshires

Save 100% on your flight

$698

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Albany (ALB)

9/10 Wonderful! (2 reviews)

Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway

Reviewed on Jun 23, 2025

The Perch Hotel

Save 100% on your flight

$1,386

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Albany (ALB)

9/10 Wonderful! (14 reviews)

Exceptional view. The sunrise from the valley view is incredible

Reviewed on Aug 16, 2025

The Equinox Golf Resort & Spa

Save 100% on your flight

$1,475

per person

Sep 26 - Oct 1

found 13 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Albany (ALB)

7.4/10 Good! (512 reviews)

When we arrived the front desk had 2 people working with numerous check ins as there was a convention checking in as well as other guests. They were understaffed in many departments. The elevator rug needed replacement as it was dirty and worn. The side entrances were full of large spider webs and debris all the time it appeared no one every cleaned them. It was the disabled entrance. Our bathroom had a serious outdated issue. The hand rails in the tub were rusty and full of soap scum. The outside was in need of a refresh as well most of the iconic green shutters were broken/falling off. It just felt off from the beautiful iconic Equinox Inn of old when the owners took extreme pride in the quality of their quests experiences and comforts.

Reviewed on Aug 21, 2025

The Old Catskill Game Farm Inn

Save 100% on your flight

$2,289

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Albany (ALB)

9.6/10 Exceptional! (23 reviews)

I loved everything about this place ! The room the giraffe house it’s so gorgeous ! Sean the man who takes care of and manages the property is so knowledgeable. He gave my boyfriend and I a tour around the whole property with his goats and when I tell you this man knows the property HE KNOWS THE PROPERTY & history of the area. The experience wouldn’t have been the same with out him.

Reviewed on Jan 11, 2025

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Lenox Hotel Deals

Berkshires Untold

194 Pittsfield Rd, Lenox, MA

Fully refundableReserve now, pay when you stay

$178 nightly

$198 total

Aug 24 - Aug 25

Total with taxes and fees

9/10 Wonderful! (688 reviews)

"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank ..."

Reviewed on Aug 18, 2025

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA

Fully refundableReserve now, pay when you stay

$79 nightly

$88 total

Sep 1 - Sep 2

Total with taxes and fees

7.6/10 Good! (785 reviews)

"The room was enormous didn't feel cramped at all like some hotels. There for one night, the pool looked pretty decent, didn't have time to try it out. The room had a fairly strong odor of old cigarette smoke. A deep cleaning would probably help. The carpet seemed fairly new, but felt as though it ..."

Reviewed on Aug 17, 2025

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Fully refundableReserve now, pay when you stay

$125 nightly

$140 total

Sep 21 - Sep 22

Total with taxes and fees

9/10 Wonderful! (1,010 reviews)

"My stay was very good"

Reviewed on Aug 19, 2025

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.

Things to do in and around Lenox

Lenox, Massachusetts, offers a delightful blend of entertainment for romantic getaways and family vacations. Enjoy live music concerts, engaging theater performances, and winter skiing. Don’t miss the chance to indulge in wellness retreats and perks, embark on a shopping spree, and explore local attractions. During the summer, the town also provides a vibrant guide to seasonal activities, ensuring a memorable visit for everyone.

Shopping

The Bookstore offers a cozy selection of gifts and reads right in Lenox. For a vibrant market experience, head to Guido's Marketplace or Berkshire Mountain Country Store, both located 4 miles away, where you can find local goods and specialties.

Recreation

At Tanglewood Music Center, immerse yourself in the soothing sounds of live music amidst beautiful landscapes. Enjoy a cultural experience at Shakespeare and Company, where captivating performances create a romantic atmosphere. For outdoor enthusiasts, Wyndhurst Golf & Club offers a relaxing golf experience surrounded by nature.

Adventure

Bousquet Ski Area, located 4 miles from Lenox, offers thrilling skiing experiences amidst a vibrant sports atmosphere. For a change of pace, the Housatonic River Walk, 12 miles away, invites you to explore picturesque trails surrounded by stunning outdoor scenery. Ski Butternut, also 12 miles away, provides an exhilarating skiing adventure.

Nightlife

Lenox offers a charming nightlife atmosphere with venues like The Lenox Club and the nearby Tanglewood, where you can enjoy live music and local art. Stroll through the quaint streets lined with cozy bars and restaurants, perfect for a relaxed evening after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Lenox

Lenox, Massachusetts, is an ideal destination for entertainment, romance, and family vacations. Visitors can explore historic houses, serene reserves, and picturesque lakes while enjoying cultural and outdoor experiences. The area also offers luxury wellness resorts, the Lenox Collection, and the charming historic downtown. Whether you're seeking relaxation or adventure, Lenox provides a delightful getaway for all types of travelers.

National Shrine of the Divine Mercy: Located 5 miles from Lenox, this serene shrine offers a peaceful atmosphere for reflection and prayer. Visitors can explore the beautiful grounds, participate in daily Mass, and admire stunning religious art, making it a unique spiritual experience.
The Mount: Nestled within Lenox, The Mount is the former home of renowned author Edith Wharton. This historic house features exquisite gardens and architecture, allowing visitors to immerse themselves in Wharton's literary legacy and the beauty of the Berkshires.
Norman Rockwell Museum: Situated 5 miles from Lenox, this art museum showcases the beloved works of illustrator Norman Rockwell. Explore his iconic paintings and gain insight into American culture through his storytelling art, making it a must-visit for art lovers.

Best time to go to Lenox

The best time to visit Lenox is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.8°F (-5.1°C)	Light Rain	Mostly	Moderately Low	Average
February	24.6°F (-4.1°C)	Light Rain	Mostly	Average	Average
March	32.5°F (0.3°C)	Light Rain	Mostly	Average	Slightly Low
April	44.2°F (6.8°C)	Light Rain	Mostly	Average	Slightly Low
May	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Moderately High	Average
July	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	29.5°F (-1.4°C)	Light Rain	Mostly	Moderately Low	Average

Tips to save on your trip to Lenox

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Lenox.
Consider traveling during the off-peak season (typically March to April and November) for more affordable package holidays to Lenox.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.