Flights To Windham County - Cheap Flights Starting at CA $350

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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, Aug 18 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $771 Roundtrip, found 18 hours ago
CA $771
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Aug 18 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Sep 9, priced at CA $771 found 18 hours ago
Wed, Jul 15 - Wed, Jul 22
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $789 Roundtrip, found 2 days ago
CA $789
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 15 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Jul 22, priced at CA $789 found 2 days ago
Mon, Jul 13 - Wed, Nov 18
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $793 Roundtrip, found 4 days ago
CA $793
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Jul 13 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Nov 18, priced at CA $793 found 4 days ago
Tue, Aug 18 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $816 Roundtrip, found 18 hours ago
CA $816
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Aug 18 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Sep 9, priced at CA $816 found 18 hours ago
Tue, Aug 18 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $845 Roundtrip, found 18 hours ago
CA $845
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Aug 18 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Sep 9, priced at CA $845 found 18 hours ago
Tue, Aug 18 - Wed, Sep 9
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $863 Roundtrip, found 18 hours ago
CA $863
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Aug 18 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Sep 9, priced at CA $863 found 18 hours ago
Mon, Jul 13 - Wed, Nov 18
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $864 Roundtrip, found 4 days ago
CA $864
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Jul 13 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Nov 18, priced at CA $864 found 4 days ago
Wed, Jul 15 - Wed, Jul 22
YUL
Pierre Elliott Trudeau Intl.
LEB
Lebanon Municipal
CA $867 Roundtrip, found 2 days ago
CA $867
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 15 from Pierre Elliott Trudeau Intl. to Lebanon Municipal, returning Wed, Jul 22, priced at CA $867 found 2 days ago

Travelers ❤️ These Windham County 🏨

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and 2 hot tubs. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.
8.6/10 Excellent! (284 reviews)
"Lovely resort although the pool is closed until October. Beautiful, peaceful property. 300+ rooms! Music on patio with s’mores was fun. Karen was very nice and helpful. Only negative it is 15 miles from town and not a lot to do!"

Reviewed on Jun 29, 2026

Opens in a new windowGrand Summit Resort, A Vail Resorts Property
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.
8.6/10 Excellent! (916 reviews)
"This hotel is poor. Nothing like the advertisements. It is dingy,dark, noisy. The traffic from outside is overwhelming loud and I was on the quiet side. The bathroom is horrible with no place to put anything. The sink constantly drips. I could not take a shower since there is a column halfway along ..."

Reviewed on Jun 30, 2026

Opens in a new windowLatchis Hotel
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.
8.2/10 Very good! (1,000 reviews)
"The staff were very professional. Hotel was clean and very nice"

Reviewed on Jun 27, 2026

Opens in a new windowHampton Inn Brattleboro
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Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this business-friendly motel 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 Brattleboro Bowl and New England Center for Circus Arts are located nearby.
5.8/10 (9 reviews)
"Comfortable, reasonable, convenient"

Reviewed on Jun 29, 2026

Opens in a new windowColonial Motel
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 $771 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 15 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 August. 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 $771. 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 $771 and CA $867. 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.

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