Title: Things to Do in Chester in 2026 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx89014)[Hotels in Chester](https://expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d89014.Destination-Travel-Guides) # Things to do in Chester ## Find and book activities, attractions and tours ## Visit Chester Types of activities Where to stay [Chester Travel Guide](https://expedia.com/Chester.dx89014) ![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=1040&h=580&q=mediumHigh) ![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=1040&h=580&q=mediumHigh) --- --- ![](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_89014) ## Recommended things to do in Chester | Number of things to do | 2 | | ------------------------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Andover, VT: Alpaca Interaction and Walk Experience](/things-to-do/andover-vt-alpaca-interaction-and-walk-experience.a51929095.activity-details): $59 | | Top 5 things to do | [Andover, VT: Alpaca Interaction and Walk Experience](/things-to-do/andover-vt-alpaca-interaction-and-walk-experience.a51929095.activity-details)[Colonial Flintlock Musket Experience](/things-to-do/colonial-flintlock-musket-experience.a2545841.activity-details) | | Under $25 | | | With kids | [Andover, VT: Alpaca Interaction and Walk Experience](/things-to-do/andover-vt-alpaca-interaction-and-walk-experience.a51929095.activity-details) | ## What to do in Chester --- Looking for sports, concerts, or theater events in Chester? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend! --- --- ### Discover the most popular places to visit in Chester #### DaVallia Art & Accents Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area. [](https://expedia.com/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction) #### Bonnie's Bundles Dolls Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes. [](https://expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction) ### Discover the most popular landmarks and neighborhoods in Chester ![panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway](https://images.trvl-media.com/place/553248635976384383/172b7db7-b524-4c32-84cc-eb436772ed39.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Chester Depot 4.5/5(15 area reviews) If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing. [](https://expedia.com/Chester-Chester-Depot.dx553248635976384383) [See our Where To Stay guide](https://expedia.com/Chester.dx89014.Where-To-Stay?rfrr=TG.LP..Neighborhoods) --- 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 Chester ![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 ![Ludlow showing street scenes](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Ludlow ![Aerial Landscape of Maplewood New Jersey ](https://images.trvl-media.com/place/10292/282dfab9-19e2-451d-9dfa-ba7a7807a4e7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Springfield ![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 ![Weston](https://images.trvl-media.com/place/177460/d1512e1e-9812-4c44-bb52-20146b43656b.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Weston ![Cross Country Ski Trails in Vermont](https://images.trvl-media.com/place/184049/15e6d506-30f9-4bdf-8c99-fdeecc6b39ba.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Grafton ![Great place, if you want to slow down and kick back this is your place. ](https://images.trvl-media.com/place/184079/10462fad-f412-460c-a257-7f1b261099f9.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Perkinsville ![Small waterfalls in a woodland stream surrounded by mossy rocks](https://images.trvl-media.com/place/184069/30788190-121a-4a53-baf2-20fa59e72df6.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Putney ## Frequently asked questions ### Is Chester worth visiting? ### How do I spend a day in Chester? ### What is the top tourist attraction in Chester? ### Is three days enough to stay in Chester? ### Is Chester a walkable city? ### What are some activities to do in Chester with kids? > - [Andover, VT: Alpaca Interaction and Walk Experience](https://expedia.com/things-to-do/andover-vt-alpaca-interaction-and-walk-experience.a51929095.activity-details) ### What to do in Chester for adults? ### Are there free things to do in Chester?