$80 Cheap flights to Windham County
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Top places to visit in Windham County
Cheap flights to Windham County from $80 One Way, $169 Round Trip
$169 return flights and $80 one-way flights to Windham County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | North Clarendon | June 26 to July 6 | $960 |
Find The Perfect Hotel For After Your Flight
Score Epic Windham County Accommodation Deals
Travelodge by Wyndham Brattleboro VT
"First, the images of the site on the website are a bit deceptive. The property is run down and needs a lot of TLC. The office is messy and the check-in clerk was efficient, not necessarily personable, and was on his cell phone while checking me in. The room was fair. It had updated beds, mirror, ..."
Reviewed on Jun 20, 2026
Colonial Motel
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
Reviewed on Jun 21, 2026
Econo Lodge Brattleboro South
"First we got a key to a room with people in it, went to get a different room and it was absolutely disgusting. We got a 3rd room and it was just as gross. We couldn't even put our stuff down, because every surface was covered in filth. We ended up having to go to a different hotel. I can send ..."
Reviewed on Jun 20, 2026
The Upper Pass Lodge at Magic Mountain
Our Top Windham County Apartment Hotels
Seasons On Mount Snow - Ski-in/Ski-out
"We loved our 3 nights stay on Memorial Day weekend. The kitchen was well stuffed, fire woods were prepared for the fireplace, and the host was extremally responsive and accommodating. Highly recommend."
Reviewed on Jun 10, 2026
Vantage Point Villas at Stratton Mountain Resort
"Not enough heat"
Reviewed on Oct 13, 2025
Mount Snow Condominiums
"We were very disappointed,the check in went smooth,but the condo itself was very disappointing.The minute we walked in the building it smelled terrible.Had no clue it was a basement condo or never would of booked it. The linen and couch itself smelled moldy and musty..there was a huge rip in the ..."
Reviewed on Aug 10, 2018
Score Epic Windham County Accommodation Deals
Latchis Hotel
"Love the historical aspects of this place."
Reviewed on Jun 17, 2026
Hampton Inn Brattleboro
"Room clean if just a bit worn. Sheets had better days. Helpful staff."
Reviewed on Jun 15, 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."
Reviewed on May 25, 2026
The Putney Inn
"No complaints would go back"
Reviewed on Jun 19, 2026
Family Friendly Hotels in Windham County
The Upper Pass Lodge at Magic Mountain
Colonial Motel
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
Reviewed on Jun 21, 2026
Hampton Inn Brattleboro
"Room clean if just a bit worn. Sheets had better days. Helpful staff."
Reviewed on Jun 15, 2026
The Black Bear Lodge at Stratton Mountain Resort
Families like: Game room, babysitting, skiing nearby, bicycle rentals nearby
"Super attentive friendly staff."
Reviewed on May 31, 2026
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Windham County
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Frequently asked questions
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
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