Cheap Flight Deals to Lenox MA from CA $221

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How to find cheap flights to Lenox?

The cheapest prices found with in the last 7 days for return flights were CA $233 and CA $221 for one-way flights to Lenox for the period specified. Prices and availability are subject to change. Additional terms apply

Wed., 18 Dec. - Mon., 23 Dec.
YYZ
Pearson Intl.
ALB
Albany Intl.
CA $366 Roundtrip, found 3 days ago
CA $366
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed., 18 Dec. from Pearson Intl. to Albany Intl., returning Mon., 23 Dec., priced at CA $366 found 3 days ago
OriginDestinationTravel datesFlights from*
FLLLathamJanuary 8 to January 15CA $233
MCOLathamDecember 20 to January 2CA $310
*Prices include taxes and fees

Your guide to flights to Lenox, MA

American Airlines fly to Lenox, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Lenox MA currently costs between CA $233 and CA $366. Prices vary, but for the best fares, travel in December when prices are at their lowest.  

Top tips for finding cheap flights to Lenox  

The cheapest flight for a round trip to Lenox is currently CA $233. When you search for flights to Lenox, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Lenox for nearby days.  The cheapest month to travel to Lenox is December from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Lenox 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Lenox with Travelocity 

We have top deals on plane tickets even for last minute flights to Lenox, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Lenox for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Lenox

Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is CA $96 per night from Nov. 22 to Nov. 23
CA $96
CA $108 total
includes taxes & fees
22 Nov - 23 Nov
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! (597 reviews)
"Great location. Pleasant staff."

Reviewed on 13 Oct. 2024

Wagon Wheel Inn
Lenox Inn

Lenox Inn

2 out of 5
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...
6.8/10 (527 reviews)
"Sadly, this place is about 40 years out of date. Heat, electrical, shower, bathroom fixtures all badly out of date. The beds are like a pile of sand. Really harsh. You get what you pay for, except this place should cost half again what they charge. Sorry, but it's the truth"

Reviewed on 3 Feb. 2020

Get rates
Lenox 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 CA $110 per night from Nov. 22 to Nov. 23
CA $110
CA $123 total
includes taxes & fees
22 Nov - 23 Nov
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! (700 reviews)
"It served our needs"

Reviewed on 8 Nov. 2024

Howard Johnson by Wyndham Lenox
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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 CA $130 per night from Dec. 3 to Dec. 4
CA $130
CA $146 total
includes taxes & fees
3 Dec - 4 Dec
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! (1,000 reviews)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on 18 Nov. 2024

The Yankee, Trademark Collection by Wyndham
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 CA $96 per night from Nov. 22 to Nov. 23
CA $96
CA $108 total
includes taxes & fees
22 Nov - 23 Nov
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! (597 reviews)
"Great location. Pleasant staff."

Reviewed on 13 Oct. 2024

Wagon 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 CA $130 per night from Dec. 3 to Dec. 4
CA $130
CA $146 total
includes taxes & fees
3 Dec - 4 Dec
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! (1,000 reviews)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on 18 Nov. 2024

The 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 CA $110 per night from Nov. 22 to Nov. 23
CA $110
CA $123 total
includes taxes & fees
22 Nov - 23 Nov
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! (700 reviews)
"It served our needs"

Reviewed on 8 Nov. 2024

Howard Johnson by Wyndham Lenox
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Lenox Inn

Lenox Inn

2 out of 5
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...
6.8/10 (527 reviews)
"Sadly, this place is about 40 years out of date. Heat, electrical, shower, bathroom fixtures all badly out of date. The beds are like a pile of sand. Really harsh. You get what you pay for, except this place should cost half again what they charge. Sorry, but it's the truth"

Reviewed on 3 Feb. 2020

Get rates
Lenox Inn
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 CA $165 per night from Dec. 3 to Dec. 4
CA $165
CA $184 total
includes taxes & fees
3 Dec - 4 Dec
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 ...
9.2/10 Wonderful! (1,001 reviews)
"Staff very helpful and friendly"

Reviewed on 17 Nov. 2024

Hampton 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 CA $130 per night from Dec. 3 to Dec. 4
CA $130
CA $146 total
includes taxes & fees
3 Dec - 4 Dec
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! (1,000 reviews)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on 18 Nov. 2024

The 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 CA $110 per night from Nov. 22 to Nov. 23
CA $110
CA $123 total
includes taxes & fees
22 Nov - 23 Nov
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! (700 reviews)
"It served our needs"

Reviewed on 8 Nov. 2024

Howard Johnson by Wyndham Lenox
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Lenox Inn

Lenox Inn

2 out of 5
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...
6.8/10 (527 reviews)
"Sadly, this place is about 40 years out of date. Heat, electrical, shower, bathroom fixtures all badly out of date. The beds are like a pile of sand. Really harsh. You get what you pay for, except this place should cost half again what they charge. Sorry, but it's the truth"

Reviewed on 3 Feb. 2020

Get rates
Lenox Inn
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.

Best Lenox Flight and Hotel Packages

Lenox flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

2.5 out of 5
per person
Dec. 28 - Dec. 31
found 2 days ago
Roundtrip flight included
Montreal (YUL) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Jan. 10 - Jan. 13
found 18 hours ago
Roundtrip flight included
Hamilton (YHM) to Albany (ALB)
Valley Craft Ales

Valley Craft Ales

2 out of 5
per person
Dec. 30 - Jan. 2
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
Don't see what you're looking for?
See all available trips from Montreal to Lenox
View all trips

Lenox flight + hotel packages - business class flights

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

South Shire

4 out of 5
per person
Dec. 27 - Dec. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Dec. 27 - Dec. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
per person
Dec. 27 - Dec. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Don't see what you're looking for?
See all available trips from Toronto to Lenox
View all trips

Need a car after flight to Lenox?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Lenox?
When it comes tolocking in your flight,it’s always good tohave a bit of choice.A total of 11carriers fly intothe city of Lenox,including:

  • American Airlines
  • Delta Air Lines
  • Southwest Airlines

What airport is best to fly into Lenox?
If you’re wanting to book accommodations in Lenox a short distance from the arrivals gate, remember the city is serviced by a few airports. Make sure you know which one you’re arriving at and departing from. These are the most popular:

  • Bradley Intl. Airport (BDL) – 72 kilometers from downtown
  • ALB – 64 kilometers from downtown
  • HFD – 88 kilometers from downtown

Where to stay in Lenox
Whether you’re in Lenox on a family escape, a solo adventure or for an event, you’ll find the ideal place to base yourself. Travelocity offers at least 460 accommodations within a short distance of the downtown area.If you’re the sort of traveler who longs for silky sheets, look up the Hampton Terrace Inn or the The Inn At Stockbridge. The Knights Inn Lenox and the Howard Johnson by Wyndham Lenox are some less expensive options if you’d rather spend your money on experiences and activities.
Places to visit in Lenox
0 Need some more ideas? 0 And there’s more. 0
How to get through airport security fast when traveling to Lenox
Your trip to Lenox begins the minute you’ve completed the security checks. Here are some tips and pointers to help you get through quickly:

  • Ensure your travel ID and boarding pass are easily accessible. You will be instructed to show them straightaway.
  • Take off your belt, jewellery and shoes before arriving at the airport security checkpoint. Items like these are not permitted in the body scanner.
  • All laptops need to be removed from their protective carry bags and placed in a tub before going through the X-ray machine.
  • When it comes to flying with liquids or gels, each passenger is permitted a quart-sized clear resealable bag to keep containers no larger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces before approaching the body scanner. Depending on what sort of shoes you’re wearing, security may instruct you to take them off.
  • The list of non-permissible items is forever changing. Browse your carrier’s website for what is not allowed on board their aircraft.

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!

*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.