Title: Things to Do in Windham County in 2026 | Expedia.com

# Things to do in Windham County

## Find and book activities, attractions and tours

## Visit Windham County

Types of activities

[Windham County Travel Guide](https://expedia.com/Windham-County.dx6057353)

![New England is known for their covered bridges.  A beautiful example is the West Dummerston Bridge over the West River in southern Vermont.
#InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![New England is known for their covered bridges.  A beautiful example is the West Dummerston Bridge over the West River in southern Vermont.
#InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!](https://images.trvl-media.com/place/9636/35509665-8690-4455-a93a-ae0e006c3bd4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Tiny resort for winter sports ](https://images.trvl-media.com/place/10459/1006c3c6-8742-4111-9b75-bb6927dd9674.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![So many beautiful bridges in Vermont! The red details on this one really make it pop. It’s about 30min from Brattleboro, if you are visiting the area.
#vermont #coveredbridges #newengland](https://images.trvl-media.com/place/6140739/828027f5-341b-4ad9-8169-b80ad66715c3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

### Windham County Attractions

Find out what makes Windham County tick with the most popular [tours & day trips](https://www.expedia.com/things-to-do/en/search?rid=6057353&rfrr=ATG.LP.BodyContent&categories=ToursDayTrips). Check out our top {6 fun activities in Windham County [fun activities in Windham County](https://www.expedia.com/things-to-do/en/search?rid=6057353&rfrr=ATG.LP.BodyContent)}, and book with ease knowing that we offer free cancellation and no added fees.

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## What to do in Windham County

- For free
- With kids

### Free Things to Do in Windham County 

Heading to Windham County on a budget? The following can be experienced for nix. 

**Brattleboro Common** \- Renew your mind, body and soul by spending a bit of time with Mother Nature. 

### Things to Do in Windham County with Kids

You'll find loads of fun activities to do with your kids in and near Windham County. Keep the gang happy with our [family friendly experiences](https://www.expedia.com/things-to-do/en/search?rid=6057353&rfrr=ATG.LP.BodyContent&categories=Family%20Friendly).

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Looking for sports, concerts, or theater events in Windham County? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend!

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Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.com/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

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## Popular day trips from Windham County

![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/6842/f67d7263-0019-48ba-844b-cb8141b33dda.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Bellows Falls

![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/9636/028a402e-1933-4649-ba79-261aea048ad3.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Brattleboro

![Mount Ascutney and sunset pink cloud reflections in the North Springfield Reservoir near Weathersfield, Vermont. ](https://images.trvl-media.com/place/10292/d4fe92bb-0556-47b0-86a2-73d4db950dff.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Springfield

![Drone view from above a West Dover Vermont neighborhood in winter](https://images.trvl-media.com/place/10459/36c3716b-92fb-40b7-8bcf-545492fddfe3.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### West Dover

![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Chester

![The Mass Audubon's High Ledges Wildlife Santuary is a hidden gem, a beautiful hike through the woods with a great view of the valley at the end. Can't say we saw any wildlife in late September, but it's a perfect time for pretty foliage. Great hike for kids! #Massachusetts #NewEngland #fall #colors #hiking #outdoors ](https://images.trvl-media.com/place/91560/48ffb17e-b404-4fab-a7ee-96523a51b409.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Colrain

![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Londonderry

![Aerial view of red autumn trees at Lye Brook Falls, Manchester Center, Vermont, United States.](https://images.trvl-media.com/place/129382/a29c84e6-d01f-46ab-9883-23aeaad1ecfd.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Manchester Center

## Frequently asked questions

### What to do in Windham County on a sunny day?

### What can you do in Windham County for free?

> - Vermont Country Store
> - Brattleboro Outlet Center
> - Brattleboro Farmers' Market
> - Ball Mountain Dam

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