Cheap Flights to Windham County from $64 (2024/2025)

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Brattleboro

Flights
Brattleboro

How Much Does it Cost To Fly To Windham County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Sep 24 - Sun, Sep 29
BOS
Logan Intl.
LEB
Lebanon Municipal
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 24 from Logan Intl. to Lebanon Municipal, returning Sun, Sep 29, priced at $79 found 5 days ago
Sat, Apr 27 - Sun, Apr 28
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Apr 27 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, Apr 28, priced at $143 found 3 days ago
Tue, Apr 23 - Sat, Apr 27
SEA
Seattle - Tacoma Intl.
RUT
Rutland Southern Vermont Regional
$428 Roundtrip, found 5 days ago
$428
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Apr 23 from Seattle - Tacoma Intl. to Rutland Southern Vermont Regional, returning Sat, Apr 27, priced at $428 found 5 days ago
Tue, Oct 1 - Tue, Oct 8
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$495 Roundtrip, found 2 days ago
$495
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 1 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, Oct 8, priced at $495 found 2 days ago
Sat, Oct 5 - Tue, Oct 8
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$510 Roundtrip, found 2 days ago
$510
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 5 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, Oct 8, priced at $510 found 2 days ago
Mon, Oct 7 - Wed, Oct 9
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$525 Roundtrip, found 2 days ago
$525
Roundtrip
found 2 days ago
Select United flight, departing Mon, Oct 7 from John Glenn Columbus Intl. to Lebanon Municipal, returning Wed, Oct 9, priced at $525 found 2 days ago
Tue, Oct 1 - Fri, Oct 11
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$533 Roundtrip, found 2 days ago
$533
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 1 from John Glenn Columbus Intl. to Lebanon Municipal, returning Fri, Oct 11, priced at $533 found 2 days ago
Thu, Oct 3 - Sat, Oct 5
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$540 Roundtrip, found 2 days ago
$540
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 3 from John Glenn Columbus Intl. to Lebanon Municipal, returning Sat, Oct 5, priced at $540 found 2 days ago
Fri, Oct 4 - Tue, Oct 8
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$542 Roundtrip, found 2 days ago
$542
Roundtrip
found 2 days ago
Select United flight, departing Fri, Oct 4 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, Oct 8, priced at $542 found 2 days ago
Sat, Oct 5 - Fri, Oct 11
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$548 Roundtrip, found 2 days ago
$548
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 5 from John Glenn Columbus Intl. to Lebanon Municipal, returning Fri, Oct 11, priced at $548 found 2 days ago
Tue, Oct 1 - Thu, Oct 10
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$552 Roundtrip, found 2 days ago
$552
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 1 from John Glenn Columbus Intl. to Lebanon Municipal, returning Thu, Oct 10, priced at $552 found 2 days ago
Sat, Oct 5 - Sat, Oct 5
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$561 Roundtrip, found 2 days ago
$561
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 5 from John Glenn Columbus Intl. to Lebanon Municipal, returning Sat, Oct 5, priced at $561 found 2 days ago
Fri, Oct 4 - Tue, Oct 8
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$562 Roundtrip, found 2 days ago
$562
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 4 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, Oct 8, priced at $562 found 2 days ago
Sat, Oct 5 - Thu, Oct 10
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$567 Roundtrip, found 2 days ago
$567
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 5 from John Glenn Columbus Intl. to Lebanon Municipal, returning Thu, Oct 10, priced at $567 found 2 days ago
Sun, Oct 6 - Fri, Oct 11
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$571 Roundtrip, found 2 days ago
$571
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Oct 6 from John Glenn Columbus Intl. to Lebanon Municipal, returning Fri, Oct 11, priced at $571 found 2 days ago
Mon, Oct 7 - Mon, Oct 7
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$577 Roundtrip, found 2 days ago
$577
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Oct 7 from John Glenn Columbus Intl. to Lebanon Municipal, returning Mon, Oct 7, priced at $577 found 2 days ago
Fri, Oct 4 - Tue, Oct 8
CMH
John Glenn Columbus Intl.
LEB
Lebanon Municipal
$578 Roundtrip, found 2 days ago
$578
Roundtrip
found 2 days ago
Select United flight, departing Fri, Oct 4 from John Glenn Columbus Intl. to Lebanon Municipal, returning Tue, Oct 8, priced at $578 found 2 days ago
Tue, Jun 25 - Wed, Jul 17
CMH
John Glenn Columbus Intl.
RUT
Rutland Southern Vermont Regional
$594 Roundtrip, found 3 days ago
$594
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 25 from John Glenn Columbus Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 17, priced at $594 found 3 days ago
OriginDestinationTravel DatesFlights From*
FLLWest LebanonJune 1 to June 8$369
TPAWest LebanonMay 3 to May 11$380
ORDWest LebanonMay 3 to May 11$390
TPANorth ClarendonJune 1 to June 10$394
CLTWest LebanonMay 3 to May 11$398
DENWest LebanonMay 3 to May 4$399
DCANorth ClarendonJuly 28 to August 4$434
FLLNorth ClarendonMay 26 to June 4$458
ATLWest LebanonJune 7 to June 15$469
ORDNorth ClarendonJune 1 to June 10$480
SJUWest LebanonMay 3 to May 7$483
LAXWest LebanonMay 4 to May 11$504
CLTNorth ClarendonMay 3 to May 4$518
ATLNorth ClarendonJuly 23 to July 30$528
DENNorth ClarendonJune 6 to June 8$568
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENNorth ClarendonApril 26 to April 27$413
ORDNorth ClarendonApril 26 to April 27$415
DENWest LebanonApril 26 to May 4$419
ORDWest LebanonApril 27 to May 4$436
DCANorth ClarendonApril 26 to April 27$448
TPANorth ClarendonApril 26 to April 28$460
SJUWest LebanonApril 26 to May 7$471
FLLWest LebanonApril 26 to May 4$476
CLTWest LebanonApril 27 to May 8$487
CLTNorth ClarendonApril 26 to April 30$492
ATLNorth ClarendonApril 27 to April 28$519
ATLWest LebanonApril 27 to May 4$521
FLLNorth ClarendonApril 26 to May 5$535
LAXWest LebanonApril 27 to May 7$582
MCONorth ClarendonApril 28 to May 5$774
*Prices include taxes and fees

Travelers ❤️ These Windham County 🏨

Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby. Discover genuine guest reviews for Colonial Motel And Spa along with the latest prices and availability – book now.
6.8/10 (1,003 reviews)
"The town is super small and the rooms are clean but very outdated. It felt like camp 🏕️ which was what we were looking for. The pool and hot tub was amazing! I wish the rooms were more updated but overall it was great!!!"

Reviewed on Apr 18, 2024

Colonial Motel And Spa
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby. Discover genuine guest reviews for The Covered Bridge Inn along with the latest prices and availability – book now.
8.2/10 Very Good! (1,000 reviews)
"friendly"

Reviewed on Apr 15, 2024

The Covered Bridge Inn
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
Stay at this 3-star spa resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby. Discover genuine guest reviews for The Black Bear Lodge at Stratton Mountain Resort along with the latest prices and availability – book now.
7.4/10 Good! (827 reviews)
"It is an excellent ski hotel with friendly service and great beds."

Reviewed on Apr 8, 2024

The Black Bear Lodge at Stratton Mountain Resort
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Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and internet. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby. Discover genuine guest reviews for Hampton Inn Brattleboro along with the latest prices and availability – book now.
8.2/10 Very Good! (893 reviews)
"Good stay"

Reviewed on Apr 13, 2024

Hampton Inn Brattleboro
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.

Frequently asked questions

Can I fly to Windham County right now?
Before you go ahead and book, head to Travelocity’s Covid-19 Travel Advisor. Type in your destination, travel dates and vaccination status to find out if any rules apply, like testing or quarantine. Be sure to also confirm all guidance with official government sites as well as your travel insurance provider.
How much is the cheapest flight to Windham County?
Some thrifty travelers booked a roundtrip flight to Windham County for as little as $79 in the last seven days. If you spot a bargain, act fast. Cheap deals don’t hang around for long! This price was available on Travelocity for flights to Windham County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Windham County?
You can choose from 25 airlines when you’re ready to lock in your flight to Windham County. Let Cape Air fly you there. This favorite air carrier offers 182 services per month to Bellows Falls, Windham County’s primary city.
What is the cheapest month to fly to Windham County?
For the greatest chance at landing a terrific flight deal, time your break sometime in September. Based on Travelocity’s direct flight demand from January to December last year, it’s the cheapest time to journey to Windham County.
How can I check my flight status to Windham County?
Check out our helpful portal, Trips. You’ll find just about everything related to your flight to Windham County here, including important information about the status of your flight and more. Trips is found at the top right of the Travelocity homepage. Simply sign up, log in and get the answers you need. Alternatively, you can access your itinerary while you’re on the go and get real-time travel updates through the Travelocity app. You’ll find all your itineraries in one place, making it a snap to share details with any members of your family flying with you.
How do I find the best deals on flights to Windham County?
Be flexible with your dates and there’s a strong chance you’ll find an amazing deal. After you’ve searched for flights on Travelocity, hit the “Flexible dates” box at the top of the page to compare prices with nearby days. Also try to book ahead of schedule and avoid the busy tourist season. In the last seven days, the best price for a return flight to Windham County was $79. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Windham County with Travelocity?
Look for cheap flights to Windham County with Travelocity and begin packing for your next vacation. With 24/7 customer service throughout every step of the process and our Price Match Guarantee, we take the stress out of booking cheap family flights, hotels, activities and more. Snag a great deal now and prepare for an epic adventure.
What are the most popular flight routes to Windham County?
As a renowned vacation destination, you’ll find excellent connections to Windham County. Check out this sample of popular routes:

  • Chicago, IL (ORD-O’Hare Intl.) to Albany Intl. Airport (ALB) - 1,122 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 706 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 689 flights a month.

How much is a flight to Windham County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Windham County were between $79 and $774. Whenever you’re ready to go, Travelocity will help you find a fare that won’t blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Windham County?
The length of your direct flight to Windham County is typically dependent on your starting point. If you’d like an idea of what to expect, here are the average travel times for a handful of leading routes to Windham County:

  • Chicago, IL (ORD-O’Hare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 1 minute
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 1 hour and 32 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 1 hour and 16 minutes

What can I expect on a flight to Windham County?
This mainly depends on where you’re departing from and which carrier you fly with. You’re likely to find all kinds of flights to Windham County, from first class trips to cheap flights for family vacations. If you’re traveling long haul, your airline will typically provide hot meals and entertainment as well as games to amuse the kids.

Destinations in Windham County

*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.