Title: Visit Bennington: Best of Bennington Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d553248635975849202.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d553248635975849202.Travel-Guide-VacationRentals)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d553248635975849202.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.ca/Bennington.d553248635975849202.Destination-Travel-Guides) # Bennington ## Travel Guide ## Visit Bennington Things to do - Bennington Hotel Deals - Vacation Rentals in Bennington ![Belterra Casino Resort](https://images.trvl-media.com/lodging/2000000/1160000/1152900/1152807/04047b8f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Belterra Casino Resort 777 Belterra Drive, Florence, IN CA $146 CA $181 total Nov 6 - Nov 7 includes taxes & fees Stay at this 3.5-star golf hotel in Florence. Enjoy free valet parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (1,002 reviews) "A beautiful place" Reviewed on Oct 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=1152807&PinnedHotelID=1152807&HadPinnedHotel=true®ionId=553248635975849202) ![Ramada by Wyndham Sparta/At Speedway](https://images.trvl-media.com/lodging/1000000/980000/972800/972772/3310105f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ramada by Wyndham Sparta/At Speedway 525 Dale Drive I 71 Exit 57 Sp, Sparta, KY CA $107 CA $118 total Oct 23 - Oct 24 includes taxes & fees Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ... 7.8/10 Good! (1,011 reviews) "Good" Reviewed on Oct 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=972772&PinnedHotelID=972772&HadPinnedHotel=true®ionId=553248635975849202) ![Rising Star Casino Resort](https://images.trvl-media.com/lodging/1000000/160000/151200/151163/34b9980a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rising Star Casino Resort 777 Rising Star Drive, Rising Sun, IN CA $139 CA $173 total Oct 23 - Oct 24 includes taxes & fees Book a stay at this golf hotel in Rising Sun. Enjoy 5 restaurants, a golf course, and a health club. Popular attractions Casino at Grand Victoria and Rising ... 7.8/10 Good! (587 reviews) "It was great. We had so much fun" Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=151163&PinnedHotelID=151163&HadPinnedHotel=true®ionId=553248635975849202) [See all 152 properties in Bennington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025®ionId=553248635975849202) 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. ![Glenda’s Overlook..everything you need to make visiting Madison a great getaway!](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/7adbb048_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Glenda’s Overlook..everything you need to make visiting Madison a great getaway! Madison Stay at this vacation home in Madison. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Thomas Family Winery and Schroeder Saddletree ... 9.8/10 Exceptional! (41 reviews) "Beautiful and very comfortable home.Easy access to town, restaurants, &River. Host was very friendly and helpful." Reviewed on Sep 17, 2025 [](https://expedia.ca/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information) ![Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…](https://images.trvl-media.com/lodging/103000000/102720000/102716700/102716663/7d938a13_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why… Madison Book a stay at this family-friendly apartment in Madison. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Jeremiah Sullivan ... 9.8/10 Exceptional! (52 reviews) "An excellent place! Everything you need and more. Close walking distance to everything Madison. Perfect in every way!" Reviewed on Sep 24, 2025 [](https://expedia.ca/Madison-Hotels-Best-Downtown-Location-Stablemasters-Quarters-Awarded-Winning-Come-See-Why.h102716663.Hotel-Information) ![Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102](https://images.trvl-media.com/lodging/108000000/107290000/107288500/107288402/f308f5fa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102 Madison Stay at this apartment in Madison. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Thomas Family Winery and Schroeder ... 9.6/10 Exceptional! (6 reviews) "Love this place; very cozy; second year staying here" Reviewed on Sep 28, 2025 [](https://expedia.ca/Madison-Hotels-Hometown-On-Main-Street.h107288402.Hotel-Information) [See all properties in Bennington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975849202&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 Bennington hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-22&endDate=2025-10-23) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-22&endDate=2025-10-23) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-22&endDate=2025-10-23) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-22&endDate=2025-10-23)[Oct 22 - Oct 23](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-22&endDate=2025-10-23) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-23&endDate=2025-10-24) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-23&endDate=2025-10-24)[Oct 23 - Oct 24](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[Oct 24 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[Oct 31 - Nov 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975849202&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) ### Popular places to visit #### The Ridge Winery Tasting Room You can enjoy a tasting or tour at The Ridge Winery Tasting Room during your travels to Vevay. Check out the casinos and top-notch restaurants in this relaxing area. [](https://expedia.ca/The-Ridge-Winery-Tasting-Room-Vevay.d553248621532656554.Vacation-Attraction) #### Vevay Town Hall Vevay Town Hall is just one of the places to see in Vevay, so why not enjoy the other things to explore during your travels? [](https://expedia.ca/Vevay-Town-Hall-Vevay.d927124065458679808.Vacation-Attraction) #### Switzerland County Historical Museum You can spend an afternoon browsing the exhibits at Switzerland County Historical Museum during your trip to Vevay. [](https://expedia.ca/Switzerland-County-Historical-Museum-Vevay.d927123348748832768.Vacation-Attraction) - Cities near Bennington - Places of interest - [Ohio River Valley](https://expedia.ca/Ohio-River-Valley-United-States-of-America.d6233674.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)