Cheap Flights to Lenox from $51

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Lenox?

The cheapest prices found with in the last 7 days for return flights were $102 and $51 for one-way flights to Lenox for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOLathamNovember 13 to November 16$127
FLLLathamOctober 22 to October 27$150
CLTLathamNovember 4 to November 11$179
TPALathamOctober 31 to November 10$187
DCALathamDecember 24 to January 2$189
ATLLathamOctober 22 to October 22$223
ORDLathamOctober 21 to October 21$227
LAXLathamDecember 10 to December 16$279
SJULathamOctober 22 to October 29$282
DENLathamNovember 4 to November 12$329
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLLathamOctober 5 to October 12$289
DCALathamOctober 3 to October 8$362
TPALathamOctober 4 to October 8$394
MCOLathamOctober 4 to October 5$402
CLTLathamOctober 4 to October 7$443
DENLathamOctober 4 to October 7$546
LAXLathamOctober 4 to October 16$641
ORDLathamOctober 3 to October 15$647
ATLLathamOctober 4 to October 7$649
*Prices include taxes and fees

Lenox Flight Information

Traveling to
Lenox
Lowest Price
$102
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Lenox Accommodation Deals

Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is $88 total per night from Oct 2 to Oct 3
$88 total
per night
Oct 2 - Oct 3
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
7/10 Good! (627 reviews)
"And I mean the David Lynch as a compliment."

Reviewed on Aug 14, 2025

Opens in a new windowWagon Wheel Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is $88 total per night from Oct 2 to Oct 3
$88 total
per night
Oct 2 - Oct 3
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (802 reviews)
"Great place to stay for overnight stays. Breakfast was appreciated."

Reviewed on Sep 15, 2025

Opens in a new windowHoward Johnson by Wyndham Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $130 total per night from Oct 2 to Oct 3
$130 total
per night
Oct 2 - Oct 3
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,012 reviews)
"It's just a nice place and the staff is very nice"

Reviewed on Sep 24, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
The price is $151 total per night from Nov 1 to Nov 2
$151 total
per night
Nov 1 - Nov 2
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"Big room"

Reviewed on Sep 28, 2025

Opens in a new windowHampton Inn & Suites Berkshires-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.

Luxury Hotels in Lenox

Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is $88 total per night from Oct 2 to Oct 3
$88 total
per night
Oct 2 - Oct 3
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
7/10 Good! (627 reviews)
"And I mean the David Lynch as a compliment."

Reviewed on Aug 14, 2025

Opens in a new windowWagon Wheel Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $130 total per night from Oct 2 to Oct 3
$130 total
per night
Oct 2 - Oct 3
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,012 reviews)
"It's just a nice place and the staff is very nice"

Reviewed on Sep 24, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is $88 total per night from Oct 2 to Oct 3
$88 total
per night
Oct 2 - Oct 3
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (802 reviews)
"Great place to stay for overnight stays. Breakfast was appreciated."

Reviewed on Sep 15, 2025

Opens in a new windowHoward Johnson by Wyndham Lenox
Save an average of 15% on thousands of hotels when you're signed in
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
The price is $156 total per night from Oct 8 to Oct 9
$156 total
per night
Oct 8 - Oct 9
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
8.4/10 Very Good! (326 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."

Reviewed on Sep 14, 2025

Opens in a new windowWhistler's Inn Bed & Breakfast
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.

Family Friendly Hotels in Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
The price is $151 total per night from Nov 1 to Nov 2
$151 total
per night
Nov 1 - Nov 2
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"Big room"

Reviewed on Sep 28, 2025

Opens in a new windowHampton Inn & Suites Berkshires-Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $130 total per night from Oct 2 to Oct 3
$130 total
per night
Oct 2 - Oct 3
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,012 reviews)
"It's just a nice place and the staff is very nice"

Reviewed on Sep 24, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is $88 total per night from Oct 2 to Oct 3
$88 total
per night
Oct 2 - Oct 3
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (802 reviews)
"Great place to stay for overnight stays. Breakfast was appreciated."

Reviewed on Sep 15, 2025

Opens in a new windowHoward Johnson by Wyndham Lenox
Save an average of 15% on thousands of hotels when you're signed in
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
The price is $156 total per night from Oct 8 to Oct 9
$156 total
per night
Oct 8 - Oct 9
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
8.4/10 Very Good! (326 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."

Reviewed on Sep 14, 2025

Opens in a new windowWhistler's Inn Bed & Breakfast
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.

Need a Car For After Your Flight?

Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Plane Tickets To Lenox

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Lenox. Browse through our inventory to explore a wide range of cheap flights to Lenox to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Lenox as you anxiously await to exit the plane and explore what Lenox has to offer. Considering all the amazing local food and culture in Lenox, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Lenox to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Lenox without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Lenox with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Lenox today!

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.