Cheap Flight Deals to Lee MA from CA $344

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

Change your flight without a fee on select flights

How to find cheap flights to Lee?

The cheapest prices found with in the last 7 days for return flights were CA $127 and CA $344 for one-way flights to Lee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 28 to August 31CA $127
FLLWindsor LocksAugust 22 to August 29CA $135
FLLLathamAugust 25 to September 1CA $203
MCOLathamAugust 14 to August 28CA $237
ATLWindsor LocksAugust 9 to August 13CA $246
DCAWindsor LocksAugust 22 to September 5CA $261
DENWindsor LocksSeptember 19 to September 21CA $572
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
DCAWindsor LocksAugust 1 to August 3CA $420
SJUWindsor LocksAugust 2 to August 4CA $679
FLLLathamAugust 1 to August 3CA $1,007
ORDWindsor LocksAugust 3 to August 4CA $1,582
*Prices include taxes and fees

Your guide to flights to Lee, MA

American Airlines fly to Lee, 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 Lee MA currently costs between CA $127 and CA $1,582. Prices vary, but for the best fares, travel in October when prices are at their lowest.  

Top tips for finding cheap flights to Lee  

The cheapest flight for a round trip to Lee is currently CA $127. When you search for flights to Lee, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Lee for nearby days.  The cheapest month to travel to Lee is August 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 Lee 

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 Lee with Travelocity 

We have top deals on plane tickets even for last minute flights to Lee, 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 Lee for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Lee

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
The price is CA $88 per night from Aug 13 to Aug 14
CA $88
CA $98 total
Aug 13 - Aug 14
includes taxes & fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.2/10 (614 reviews)
"It was a clean, well-run, low cost option."

Reviewed on Jul. 23, 2025

Econo Lodge Lee - Great Barrington
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
The price is CA $172 per night from Aug 26 to Aug 27
CA $172
CA $192 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,008 reviews)
"Best Quality- excellent location for dining - walk to restaurants."

Reviewed on Jul. 27, 2025

Quality Inn
Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street, Lee, MA
The price is CA $147 per night from Aug 18 to Aug 19
CA $147
CA $165 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this motel in Lee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
7.4/10 Good! (393 reviews)
This place is a-okay.
"Pleasant staff, decent value for the price, good location, good breakfast and lunch next door"

Reviewed on Jul. 21, 2025

Sunset Inn
Save an average of 15% on thousands of hotels when you're signed in
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is CA $267 per night from Aug 6 to Aug 7
CA $267
CA $299 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,007 reviews)
"Lovely updated lodge with great lakeside views, lovely staff, excellent restaurant and (so thrilled!) chargers for our PHEV car. We’ll definitely be back."

Reviewed on Jul. 26, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
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 Lee

Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street, Lee, MA
The price is CA $147 per night from Aug 18 to Aug 19
CA $147
CA $165 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this motel in Lee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
7.4/10 Good! (393 reviews)
This place is a-okay.
"Pleasant staff, decent value for the price, good location, good breakfast and lunch next door"

Reviewed on Jul. 21, 2025

Sunset Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
The price is CA $88 per night from Aug 13 to Aug 14
CA $88
CA $98 total
Aug 13 - Aug 14
includes taxes & fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.2/10 (614 reviews)
"It was a clean, well-run, low cost option."

Reviewed on Jul. 23, 2025

Econo Lodge Lee - Great Barrington
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
Stay at this 3-star B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain ...
9.4/10 Exceptional! (368 reviews)
"Beautiful stay. We booked last minute and it was amazing! We were able to book the room with jacuzzi and a fireplace—which made the whole stay so romantic. Will recommend and am planning to visit regularly. Hoping to return in the fall but definitely next spring. This family works hard and takes ..."

Reviewed on Jun. 13, 2025

Chambery Inn
Save an average of 15% on thousands of hotels when you're signed in
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is CA $267 per night from Aug 6 to Aug 7
CA $267
CA $299 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,007 reviews)
"Lovely updated lodge with great lakeside views, lovely staff, excellent restaurant and (so thrilled!) chargers for our PHEV car. We’ll definitely be back."

Reviewed on Jul. 26, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
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 Lee

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
The price is CA $88 per night from Aug 13 to Aug 14
CA $88
CA $98 total
Aug 13 - Aug 14
includes taxes & fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.2/10 (614 reviews)
"It was a clean, well-run, low cost option."

Reviewed on Jul. 23, 2025

Econo Lodge Lee - Great Barrington
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
The price is CA $172 per night from Aug 26 to Aug 27
CA $172
CA $192 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,008 reviews)
"Best Quality- excellent location for dining - walk to restaurants."

Reviewed on Jul. 27, 2025

Quality Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is CA $267 per night from Aug 6 to Aug 7
CA $267
CA $299 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,007 reviews)
"Lovely updated lodge with great lakeside views, lovely staff, excellent restaurant and (so thrilled!) chargers for our PHEV car. We’ll definitely be back."

Reviewed on Jul. 26, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Save an average of 15% on thousands of hotels when you're signed in
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd., Lee, MA
Stay at this 4-star golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Greenock Country Club ...
9.8/10 Exceptional! (128 reviews)
"Beautiful place. Great breakfasts. Jim and Doug very attentive."

Reviewed on Jun. 13, 2025

Devonfield Inn B&B
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 after flight to Lee?

Frequently asked questions

Which airlines fly to Lee?
Lock in a farewith one of the 11airlines that fly toLeeand enjoy a fantastic new adventure.Carriers that come with great reviews include:

  • American Airlines
  • Delta Air Lines
  • Southwest Airlines

What airport is best to fly into Lee?
Who enjoys getting caught up in traffic while on their way to a flight on the opposite side of town? Be smart. Lee is serviced by quite a few airports, so think about which one is closest to your hotel. These are the city's most popular airports:

  • BDL – 64 kilometers from downtown
  • Albany Intl. Airport (ALB) – 64 kilometers from downtown
  • HFD – 80 kilometers from downtown

Where to stay in Lee
With 391 fantastic properties in Lee, you're spoilt for choice. But don't dilly-dally. The sooner you book, the sooner you can start looking forward to your adventure!It's not every day you take off on vacation, so why not splurge on a bit of luxury? The Devonfield Inn B&B and the The Inn At Stockbridge are a few of the top upmarket properties available here. The Sunset Inn and the Quality Inn are some thrifty options if you'd rather spend your cash on experiences and activities.
Places to visit in Lee
0 Need some more ideas? 0 And that's not all. 0
How to get through airport security fast when traveling to Lee
Your trip to Lee begins as soon as you've finished the security checks. Here are some handy tips to ensure you pass through quickly:

  • Keep your passport and boarding pass easily accessible. They'll be the first things you'll be asked for by security staff.
  • You'll need to put your music on pause for a short while. Headphones must be taken off and placed in a bin to be X-rayed. The same goes for items such as keys and coins.
  • Make sure your laptop, phone and other electronic devices are easy to reach. These items need to be sent through the X-ray machine in separate trays.
  • Traveling with a new perfume or cologne? As long as it's no greater than 3.4 ounces (100 milliliters) and it's stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Give some thought to your choice of footwear. Slippers are awesome because they're easy to slip out of when you're doing the airport security checks. Try wearing some on your next journey!
  • Some countries have strict biosecurity laws. Think about where you're going to and whether or not you're allowed to travel with fresh fruit and meat.

Plane Tickets To Lee

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 Lee. Browse through our inventory to explore a wide range of cheap flights to Lee 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 Lee as you anxiously await to exit the plane and explore what Lee has to offer. Considering all the amazing local food and culture in Lee, 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 Lee 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 Lee 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 Lee 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 Lee 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.