Title: Cheshire Travel Guide: Best of Cheshire, Connecticut Travel 2026 | Expedia.co.uk [Hotels in Cheshire](https://expedia.co.uk/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Holiday Rentals in Cheshire](https://expedia.co.uk/Cheshire-Holiday-Rentals.d183057.Travel-Guide-HolidayRentals)[Flights to Cheshire](https://expedia.co.uk/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Cheshire Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Cheshire.d183057.Car-Hire-Guide)[Cheshire Holidays](https://expedia.co.uk/Cheshire.d183057.Holidays-City-Breaks) # Cheshire Travel Guide ## Tourist Guide ![Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Golden sunlight shining on curved Wooden boardwalk over stream near forest](https://images.trvl-media.com/place/183057/11a49fd6-32d8-4d9c-b9f8-eec5bda18c5e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castle Craig at Hubbard Park, Meriden, CT. American flags in the foreground and an easily replaceable sky.](https://images.trvl-media.com/place/183057/dca54e90-8743-401d-a778-89d88fda9c90.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Cheshire Things to do - Top hotels in Cheshire - Top Holiday Rentals in Cheshire ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT £92 22 Feb - 23 Feb includes taxes & fees Stay at this business-friendly hotel in New Haven. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the ... 9/10 Wonderful! (2,015 reviews) Excellent desk staff. Clean and quite room. Good location. Reviewed on 4 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=183057) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Capitol Hotel 440 Asylum St Hartford CT £75 9 Feb - 10 Feb includes taxes & fees Stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the helpful ... 7.4/10 Good! (1,167 reviews) Glad Reviewed on 31 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=6777&PinnedHotelID=6777&HadPinnedHotel=true®ionId=183057) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel New Haven University Area 20 Dwight Street New Haven CT £87 8 Mar - 9 Mar includes taxes & fees Stay at this business-friendly hotel in New Haven. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the ... 8.6/10 Excellent! (1,009 reviews) Lovely Reviewed on 3 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=78614483&PinnedHotelID=78614483&HadPinnedHotel=true®ionId=183057) [See all 1,236 properties in Cheshire](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=183057) 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. ![Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/efeecab7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quiet 2bd Townhome apt in the heart of Cheshire. Backyard. Cheshire CT Stay at this apartment in Cheshire. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions Maplecroft Plaza Shopping Center and ... 9.2/10 Wonderful! (15 reviews) For the price, very good. I recommend getting better mattresses for the second bedroom. Reviewed on 9 Jan 2026 [](https://expedia.co.uk/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) ![Luxury Apartments by Hyatus at Pierpont](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/1add7dcb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Apartments by Hyatus at Pierpont 9 Tower Ln New Haven CT Stay at this aparthotel in New Haven. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater ... 9.4/10 Exceptional! (25 reviews) Very quiet, clean and peaceful accommodation. Enjoyed our stay here. Very spacious apartment with everything you need for a comfortable stay. Felt right at home - away from home. Highly recommend. Reviewed on 7 Jan 2026 [](https://expedia.co.uk/New-Haven-Hotels-Luxury-Apartments-By-Hyatus-At-Pierpont.h76888939.Hotel-Information) ![A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!](https://images.trvl-media.com/lodging/84000000/83040000/83038200/83038190/f36d299e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL! Guilford CT Stay at this holiday home in Guilford. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Chaffinch Island State Park and Guilford Town Green ... 10/10 Exceptional! (40 reviews) We arrived late, and Dan turned on the lights and left the front door open for us. Then on our last evening there began a decadal snowfall; we called Dan and said we had to leave by 7 a.m. and could he please have the very long and uphill driveway plowed before then? Sure enough, he arrived with ... Reviewed on 30 Dec 2025 [](https://expedia.co.uk/Guilford-Hotels-A-TREETOPS-Retreat-Sleeps-10-12.h83038190.Hotel-Information) [See all properties in Cheshire](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=183057&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 Cheshire hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=2026-02-08&endDate=2026-02-09)[8 Feb - 9 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=2026-02-08&endDate=2026-02-09) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=2026-02-09&endDate=2026-02-10)[9 Feb - 10 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=2026-02-09&endDate=2026-02-10) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[13 Feb - 15 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183057&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### Popular places to visit ![Roaring Brook Falls in the forest](https://images.trvl-media.com/place/553248621561886458/81c4c0f1-3c4f-41a4-8ad6-f6ed5e14b7b6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roaring Brook Park Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theatre scene. [](https://expedia.co.uk/Roaring-Brook-Park-Cheshire.d553248621561886458.Attraction) #### Cheshire Hollow Farm Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theatre scene in this romantic area. [](https://expedia.co.uk/Cheshire-Hollow-Farm-Cheshire.d553248621561886472.Attraction) #### Cheshire Golf Course Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theatre scene in this romantic area. [](https://expedia.co.uk/Cheshire-Golf-Course-Cheshire.d553248621563220877.Attraction) #### Maplecroft Plaza Shopping Center You can find the perfect gifts to bring home at Maplecroft Plaza Shopping Center during your stay in Cheshire. Experience the area's entertainment venues and theatre scene. [](https://expedia.co.uk/Maplecroft-Plaza-Shopping-Center-Cheshire.d553248621557931242.Attraction) #### Barker Character, Comic and Cartoon Museum You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theatre scene in this romantic area. [](https://expedia.co.uk/Barker-Museum-Cheshire.d6269046.Attraction) #### Lock 12 Historical Park Explore the great outdoors at Lock 12 Historical Park, a lovely green space in Cheshire. While in this family-friendly area, you can enjoy the restaurants. [](https://expedia.co.uk/Lock-12-Historical-Park-Cheshire.d858298854529851392.Attraction) ## Cities near Cheshire ![Wallingford](https://images.trvl-media.com/place/7533/c80f8dcb-30d5-466b-958b-d1fc731e4bcf.jpg?impolicy=fcrop&w=512&h=288&q=medium) [Photo](https://creativecommons.org/publicdomain/zero/1.0/) by [Wesley Krombel](Facebook) ([CC0](https://creativecommons.org/publicdomain/zero/1.0/)) ### Wallingford ![One of the best mountains for hiking in CT. Dog friendly, easy to difficult trails. Beautiful all year round. ](https://images.trvl-media.com/place/8256/6421c4e3-3217-4189-a504-d9e3b85da446.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hamden - Cities near Cheshire - Places of interest [Wallingford](https://expedia.co.uk/Wallingford.dx7533)[Hamden](https://expedia.co.uk/Hamden.dx8256) - [Yale University ](https://expedia.co.uk/Yale-University-Downtown-New-Haven.d502016.Attraction) - [Yale-New Haven Hospital ](https://expedia.co.uk/Yale-New-Haven-Hospital-The-Hill.d6071489.Attraction) - [Xfinity Theatre ](https://expedia.co.uk/Xfinity-Theatre-North-Meadows.d6237450.Attraction) - [Mark Twain House & Museum ](https://expedia.co.uk/Mark-Twain-House-Museum-Asylum-Hill.d501147.Attraction) - [Elizabeth Park ](https://expedia.co.uk/Elizabeth-Park-Connecticut.d6071397.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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