Flights To Windham County - Cheap Flights Starting at CA $331

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Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak

Stratton

Flights
Stratton

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.

Mon, Mar 9 - Wed, Apr 1
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $705 Roundtrip, found 3 days ago
CA $705
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Pearson Intl. to Lebanon Municipal, returning Wed, Apr 1, priced at CA $705 found 3 days ago
Wed, Mar 11 - Fri, Apr 3
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $712 Roundtrip, found 22 hours ago
CA $712
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Mar 11 from Pearson Intl. to Lebanon Municipal, returning Fri, Apr 3, priced at CA $712 found 22 hours ago
Mon, Mar 9 - Wed, Apr 1
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $719 Roundtrip, found 3 days ago
CA $719
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Pearson Intl. to Lebanon Municipal, returning Wed, Apr 1, priced at CA $719 found 3 days ago
Mon, Mar 9 - Wed, Apr 1
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $722 Roundtrip, found 3 days ago
CA $722
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Pearson Intl. to Lebanon Municipal, returning Wed, Apr 1, priced at CA $722 found 3 days ago
Wed, Mar 11 - Fri, Apr 3
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $725 Roundtrip, found 22 hours ago
CA $725
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Mar 11 from Pearson Intl. to Lebanon Municipal, returning Fri, Apr 3, priced at CA $725 found 22 hours ago
Mon, Mar 9 - Wed, Apr 1
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $735 Roundtrip, found 3 days ago
CA $735
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Pearson Intl. to Lebanon Municipal, returning Wed, Apr 1, priced at CA $735 found 3 days ago
Wed, Mar 11 - Fri, Apr 3
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $743 Roundtrip, found 22 hours ago
CA $743
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Mar 11 from Pearson Intl. to Lebanon Municipal, returning Fri, Apr 3, priced at CA $743 found 22 hours ago
Mon, Mar 9 - Wed, Apr 1
YYZ
Pearson Intl.
LEB
Lebanon Municipal
CA $752 Roundtrip, found 3 days ago
CA $752
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Pearson Intl. to Lebanon Municipal, returning Wed, Apr 1, priced at CA $752 found 3 days ago
Tue, Apr 7 - Tue, Apr 14
YVR
Vancouver Intl.
LEB
Lebanon Municipal
CA $873 Roundtrip, found 1 hour ago
CA $873
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Apr 7 from Vancouver Intl. to Lebanon Municipal, returning Tue, Apr 14, priced at CA $873 found 1 hour ago
OriginDestinationTravel datesFlights from*
TPAWest LebanonApril 2 to April 9CA $779
DCAWest LebanonApril 24 to May 10CA $887
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Deerhill Inn
3.5-star property

Deerhill Inn

Jun 3 - Jun 8

5 night stay

Toronto (YYZ) to Springfield (VSF)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $1,094, price is now CA $1,046 per person
CA $1,046
per person
found 18 hours ago
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Travelers ❤️ These Windham County 🏨

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
Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
7.6/10 Good! (977 reviews)
Shuttle if very efficient and the wait is never long to get to the slopes and village area. Great area for walks and/or with dogs. Although I was hoping for pancakes or waffles with the continental breakfast but was great nonetheless. Had dinner reservations in the village and the shuttle was the ...

Reviewed on Mar 3, 2026

Opens in a new windowThe Black Bear Lodge at Stratton Mountain Resort
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this 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 New England Center for Circus Arts are located nearby.
6.8/10 (1,005 reviews)
There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours.

Reviewed on Mar 2, 2026

Opens in a new windowColonial Motel And Spa
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
8.8/10 Excellent! (66 reviews)
Refrigerator in rooms, but no elevators

Reviewed on Mar 1, 2026

Opens in a new windowHideaway Inn Mt. Snow
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Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
8.6/10 Excellent! (259 reviews)
Great location…. Walk right onto 2 ski lifts from the hotel, full ski service, great amenities

Reviewed on Mar 3, 2026

Opens in a new windowMount Snow Grand Summit Resort
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 $705 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 16 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 March. 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 $705. 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 $705 and CA $887. 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.