Lenox Vacations from $619

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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.
Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
per person
Aug 29 - Aug 31
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.2/10 Wonderful! (34 reviews)
My particular room had a lot of road noise. But I doin

Reviewed on Jul 1, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
7.4/10 Good! (486 reviews)
I had a wonderful time and did Rhumba for the first time in the pool! Lovely walk to the pond also!

Reviewed on Jun 23, 2025

The Adelphi Hotel

The Adelphi Hotel

4 out of 5
Downtown Saratoga Springs
Save 100% on your flight
per person
Sep 10 - Sep 14
just found
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
9.8/10 Exceptional! (832 reviews)
Amazing staff and room

Reviewed on Jun 28, 2025

Hudson Navigator

Hudson Navigator

2 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
just found
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
9.8/10 Exceptional! (19 reviews)
Lovely space--all processes very smooth despite no visible staff.

Reviewed on Jun 12, 2025

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
just found
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
9.4/10 Exceptional! (463 reviews)
Wonderful trip and wonderful resort!

Reviewed on Jul 1, 2025

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Discover the most popular places to visit in Lenox

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.

Tanglewood Music Center
Bye fall

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

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.

The Mount

Lenox Hotel Deals

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Jul 7 to Jul 8
$111 total
Jul 7 - Jul 8
Total includes taxes and fees
7.4/10 Good! (746 reviews)
"I have stayed here on and off, and even during home renovations. It’s always clean and the staff are friendly, this is one of the best kept hotels in the area!"

Reviewed on Jun 26, 2025

Howard Johnson by Wyndham Lenox
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
$176 nightly
The price is $197 total per night from Jul 14 to Jul 15
$197 total
Jul 14 - Jul 15
Total includes taxes and fees
8.6/10 Excellent! (429 reviews)
"Our room had its own private little deck with a table and 2 chairs. Also there was a beautiful spacious porch in the front of the property."

Reviewed on Jul 2, 2025

The Constance by the Lenox Collection
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $161 total per night from Jul 14 to Jul 15
$161 total
Jul 14 - Jul 15
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Updated room . Clean with balcony ."

Reviewed on Jul 4, 2025

The Yankee, Trademark Collection by Wyndham
See all 1,415 properties in Lenox
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.

Find the Best Lenox Vacation Packages

Lenox Essential Information

Language
English
Currency
U.S dollars
Population
1,700
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Norman Rockwell Museum, Ski Butternut and Bousquet Ski Area

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Frequently asked questions

How much does a Lenox vacation package cost?
You can pick up a vacation package to this destination from $619 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Lenox vacation package for you.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.