Title: Things to Do in Cheshire County in 2026 | Expedia.com # Things to do in Cheshire County ## Find and book activities, attractions and tours ## Visit Cheshire County Types of activities [Cheshire County Travel Guide](https://expedia.com/Cheshire-County.dx553248635976430851) ![Petroglyphs carved into the rocks along the connecticut river in vt.](https://images.trvl-media.com/place/6123341/a0d75d64-c95b-4611-b551-1f08145f2c0c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Petroglyphs carved into the rocks along the connecticut river in vt.](https://images.trvl-media.com/place/6123341/a0d75d64-c95b-4611-b551-1f08145f2c0c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Right before the bridge there are these cool old railway cars ](https://images.trvl-media.com/place/3000008087/aa4ffb7b-7a88-4638-9684-1023985343ac.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Old rail station ](https://images.trvl-media.com/place/6123341/a90b4b47-eb29-4c27-8e6f-10d637a51864.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Neat little town in the Green Mountains ](https://images.trvl-media.com/place/3000008087/d1974ade-3253-4e5e-a580-d8f99b198f2a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save % or more on select activities, hotels, cars and vacation rentals. [Learn about One Key](https://www.expedia.com/welcome-one-key) --- ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=ACTIVITIES_SPRING_PROMO_553248635976430851) ## What to do in Cheshire County --- Looking for sports, concerts, or theater events in Cheshire County? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend! --- --- --- 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. --- ## Popular day trips from Cheshire 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 ![Peterborough showing autumn leaves and a house](https://images.trvl-media.com/place/55898/0eb0bfe2-cd61-4551-aff4-5249970e1400.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Peterborough ![Dublin featuring a small town or village](https://images.trvl-media.com/place/98112/90635068-ea95-4f20-800e-61f62a7da8b4.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Dublin ![Aerial winter view of Fitzwilliam, New Hampshire ](https://images.trvl-media.com/place/104340/6fa042d8-f5d2-4551-a4e1-8b2736cb31e3.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Fitzwilliam ![Fall Drone](https://images.trvl-media.com/place/115379/da042b55-3d2b-4790-a48e-beb8039b22c7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hillsboro ![Willard Pond is located in Antrim NH which is in the Monadnock region of NH. Here's lots more info about the pond and the area around it. It's a great place for fishing! https://en.wikipedia.org/wiki/Willard_Pond This photo was taken just before sunrise in mid-August. It was taken with a Canon 80D at 10mm, f/8, ISO 200 for 0.3 seconds. I used an ND16 medium graduated filter to hold down the exposure of the sky and a polarizer to knock down the glare on the water a bit.](https://images.trvl-media.com/place/183552/c882e911-a074-4a5e-bd7b-09a58a758e8a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Antrim ![View from the Fort Tower](https://images.trvl-media.com/place/183558/9b219d89-29b3-4995-b437-b8a272d0a8ca.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Charlestown ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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