Flights To Windham County - Cheap Flights Starting at

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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.

Wed, Dec. 24 - Thu, Jan. 15
EWR
Newark Liberty Intl. Airport
LEB
Lebanon Municipal
CA $1,370 Roundtrip, found 1 day ago
CA $1,370
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Dec. 24 from Newark Liberty Intl. Airport to Lebanon Municipal, returning Thu, Jan. 15, priced at CA $1,370 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Four Columns Inn
3.0-star property

Four Columns Inn

Sep 28 - Sep 29

1 night stay

Edmonton (YEG) to Rutland (RUT)

United • Roundtrip • Coach
Price was CA $1,002, price is now CA $943 per person
CA $943
per person
found 1 day ago
Days Inn by Wyndham Rutland/Killington Area
2.5-star property

Days Inn by Wyndham Rutland/Killington Area

Aug 29 - Sep 2

4 night stay

Montreal (YUL) to Rutland (RUT)

WestJet • Non-stop roundtrip • Coach
Price was CA $1,757, price is now CA $1,592 per person
CA $1,592
per person
found 6 hours ago
The Shire Woodstock
3.0-star property

The Shire Woodstock

Sep 28 - Sep 29

1 night stay

Edmonton (YEG) to Springfield (VSF)

United • Roundtrip • Coach
Price was CA $1,066, price is now CA $984 per person
CA $984
per person
found 1 day ago
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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.
6.6/10 (1,000 reviews)
"Staff was helpful. Quiet area"

Reviewed on Aug. 17, 2025

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. 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.
8/10 Very Good! (868 reviews)
"very friendly , clean and quiet, i would for sure stay if i come this way again. room is nice, beds comfy ,bathroom nice."

Reviewed on Aug. 20, 2025

Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yellow Barn and Next Stage Arts are located nearby.
8.4/10 Very Good! (1,000 reviews)
Would Stay again!
"It was a good place to stay for a night! The room could have used some work-such as the door, trim, and other areas were pretty dirty or stained, but it looked like they tried to paint over it!"

Reviewed on Aug. 17, 2025

The Putney Inn
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Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
8.4/10 Very Good! (774 reviews)
"I loved everything about this place. I will be back!"

Reviewed on Aug. 14, 2025

Latchis Hotel
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

How much is the cheapest flight to Windham County?
Some thrifty travelers booked a roundtrip flight to Windham County for as little as CA $1,370 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 1 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 December. 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 CA $1,370. 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 CA $1,370 and CA $1,370. 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.

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.