Title: Visit Chester: 2026 Travel Guide for Chester, Iowa | Expedia.com [Hotels in Chester](https://expedia.com/Chester-Hotels.d553248634983489687.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d553248634983489687.Travel-Guide-VacationRentals)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d553248634983489687.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d553248634983489687.Destination-Travel-Guides) # Chester, IA ## Travel Guide ## Visit Chester ![](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=DX_SPRING_PROMO_553248634983489687) - Chester Hotel Deals - Vacation Rentals in Chester ![AmericInn by Wyndham Osage](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027430/e96769ab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Osage 2212 Highway 218 Osage IA $95 nightly $107 total Mar 22 - Mar 23 Total with taxes and fees Book a stay at this business-friendly hotel in Osage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=5027430&PinnedHotelID=5027430&HadPinnedHotel=true®ionId=553248634983489687) ![Super 8 by Wyndham Cresco IA](https://images.trvl-media.com/lodging/1000000/860000/856400/856334/9f217343_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Cresco IA 511 Second Ave SE, Hwy 9 & 5th Street Cresco IA Fully refundableReserve now, pay when you stay $64 nightly $71 total Mar 19 - Mar 20 Total with taxes and fees Stay at this hotel in Cresco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. 8.6/10 Excellent! (493 reviews) never got there Reviewed on Mar 11, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=856334&PinnedHotelID=856334&HadPinnedHotel=true®ionId=553248634983489687) ![Country Trails Inn & Suites ](https://images.trvl-media.com/lodging/101000000/100370000/100366400/100366373/339ab71d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Trails Inn & Suites 809 U.S. 52 Preston MN $126 nightly $140 total Mar 13 - Mar 14 Total with taxes and fees Book a stay at this golf hotel in Preston. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Old Barn Resort Course is located nearby. 9.4/10 Exceptional! (105 reviews) Staff was courteous and the room was clean. All amenities that were advertised were available and clean. Would go back. Reviewed on Mar 2, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F13%2F2026&endDate=3%2F14%2F2026&selected=100366373&PinnedHotelID=100366373&HadPinnedHotel=true®ionId=553248634983489687) [See all 26 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=553248634983489687) 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. ![Root River Retreat](https://images.trvl-media.com/lodging/94000000/93530000/93522200/93522149/17f9040f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Root River Retreat Preston MN Stay at this vacation home in Preston. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attraction Old Barn Resort Course ... 9.8/10 Exceptional! (46 reviews) This location was great and very accommodating. We brought our family for a weekend away, and the host was kind, communicative, and provided nice touches. We would absolutely stay again, if provided the opportunity. Reviewed on Nov 20, 2025 [](https://expedia.com/Preston-Hotels-Root-River-Retreat.h93522149.Hotel-Information) ![Cozy house / small town living. Attractions include trout capital of Minnesota](https://images.trvl-media.com/lodging/96000000/95240000/95231600/95231578/8cc606c6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy house / small town living. Attractions include trout capital of Minnesota Preston MN Stay at this vacation home in Preston. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attraction Old Barn Resort Course is ... 5.8/10 (14 reviews) We loved how accommodating the host was with our pets. The back yard high fence were great for the dogs. Great and fast response to all of my messages!!! Reviewed on Nov 11, 2025 [](https://expedia.com/Preston-Hotels-Cozy-House-Small-Town-Living-Attractions-Include-Trout-Capital-Of-Minnesota.h95231578.Hotel-Information) ![Sage Street Retreat, a quiet and relaxing getaway](https://images.trvl-media.com/lodging/84000000/83960000/83951900/83951893/111fa338_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sage Street Retreat, a quiet and relaxing getaway Lime Springs IA Stay at this vacation home in Lime Springs. Enjoy free WiFi, a garden, and laundry facilities. 9.8/10 Exceptional! (11 reviews) Plenty of room for the family Reviewed on Dec 29, 2025 [](https://expedia.com/Lime-Springs-Hotels-Sage-Street-Retreat.h83951893.Hotel-Information) [See all properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634983489687&sort=VACATION_RENTAL) 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. ## Check Chester hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=2026-03-12&endDate=2026-03-13)[Mar 12 - Mar 13](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=2026-03-12&endDate=2026-03-13) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=2026-03-13&endDate=2026-03-14)[Mar 13 - Mar 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=2026-03-13&endDate=2026-03-14) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634983489687&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) - Cities near Chester - Places of interest [Le Roy](https://expedia.com/Le-Roy.dx3000443387) - [Forestville Mystery Cave State Park ](https://expedia.com/Forestville-Mystery-Cave-State-Park-Preston.d6092551.Vacation-Attraction) - [Root River ](https://expedia.com/Root-River-Minnesota.d553248621532649612.Vacation-Attraction) - [Deer Creek Speedway ](https://expedia.com/Deer-Creek-Speedway-Spring-Valley.d553248621532649592.Vacation-Attraction) - [Niagara Cave ](https://expedia.com/Niagara-Cave-Harmony.d553248621561636608.Vacation-Attraction) - [Forestville State Park Office ](https://expedia.com/Forestville-State-Park-Office-Preston.d887634046824550400.Vacation-Attraction) - [Masonic Park ](https://expedia.com/Masonic-Park-Spring-Valley.d553248621532649593.Vacation-Attraction) - [Ed's Museum ](https://expedia.com/Eds-Museum-Wykoff.d553248621532649595.Vacation-Attraction) - [Slim's Woodshed and Museum ](https://expedia.com/Slims-Woodshed-And-Museum-Harmony.d553248621561636609.Vacation-Attraction) ![](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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