Title: Cleveland Way Tours - Book Now | Expedia.com [Cleveland Way Hotels](https://expedia.com/Cleveland-Way-Hotels.0-l644090109867094016-0.Travel-Guide-Filter-Hotels)[Flights to York](https://expedia.com/Cheap-Flights-To-York.d5489.Travel-Guide-Flights)[Things to do in York](https://expedia.com/Things-To-Do-In-York.d5489.Travel-Guide-Activities)[Car Rentals in Cleveland Way](https://expedia.com/Car-Rentals-In-Cleveland-Way.d644090109867094016.Car-Rental-Guide)[York Vacation Packages](https://expedia.com/York.d5489.Destination-Travel-Guides) # Cleveland Way Tours ## Visit Cleveland Way Activities [York Travel Guide](https://expedia.com/York.dx5489) --- --- ## Plan a trip to see Cleveland Way Price found within the past 48 hours. Click for updated prices. ![Leeds Centre by Charles Hope](https://images.trvl-media.com/lodging/104000000/103420000/103417400/103417308/dde54872_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Leeds Centre by Charles Hope Leylands $8,994 per person Mar 16 - Mar 21 found 5 hours ago Roundtrip flight included Tucson (TUS) to Leeds (LBA) 9.8/10 Exceptional! (16 reviews) The need to have ID for every adult in the flat for "health and safety" reasons is ridiculous. The flat itself was very nice though. Reviewed on Oct 14, 2025 ![Ch & bro properties Ltd](https://images.trvl-media.com/lodging/94000000/93330000/93320700/93320628/a8bd18ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ch & bro properties Ltd Lovell Park $9,594 per person Mar 16 - Mar 21 found 5 hours ago Roundtrip flight included Tucson (TUS) to Leeds (LBA) No reviews ![Middletons Hotel](https://images.trvl-media.com/lodging/1000000/800000/792100/792058/6b68c6f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Middletons Hotel Bishophill $9,047 per person Mar 16 - Mar 21 found 5 hours ago Roundtrip flight included Tucson (TUS) to Leeds (LBA) 9/10 Wonderful! (1,000 reviews) The bedroom was fine - clean, comfortable and spacious. The bathroom however was cold and damp with mould evident on the walls, window and the side of the bath. We kept the blind closed as it made the room marginally warmer. We did report this and nothing was done. Reviewed on Feb 6, 2026 ### Popular places to visit ![Although the West Range is more complete, the view from the moat bottom up to the East Tower, even it it's ruinous state, demonstrates how imposing Helmsley Castle would have been. ](https://images.trvl-media.com/place/4373/9c56fba7-911c-4eb2-b0d6-02e164f9fc63.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Helmsley Castle You can find out about the history of Helmsley with a visit to Helmsley Castle. Check out the top-notch restaurants or lively bars in this quaint area. [](https://expedia.com/Helmsley-Castle-York.d6079229.Vacation-Attraction) ![A fabulously picturesque old abbey near York dismantled by Henry VIII in the 16th Century. Don’t miss an opportunity to go there!](https://images.trvl-media.com/place/6079249/ec5e72df-e0fa-42c8-b936-2bea88985f7b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Rievaulx Abbey You can find out about the history of Rievaulx with a visit to Rievaulx Abbey. Check out the top-notch restaurants or lively bars in this relaxing area. [](https://expedia.com/Rievaulx-Abbey-York.d6079249.Vacation-Attraction) ![Byland Abbey - a beautiful ruined abbey in a peaceful countryside setting, known for its rose window and lovely geometric floor tiles. #instone](https://images.trvl-media.com/place/6079213/036ed215-a5f5-46c9-8408-3229f8e23783.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Byland Abbey You can find out about the history of Byland with Wass with a trip to Byland Abbey. Check out the lively bars or top-notch restaurants in this quaint area. [](https://expedia.com/Byland-Abbey-York.d6079213.Vacation-Attraction) ![Here is a photograph taken from Castle Howard. Located in York, Yorkshire, England, UK.](https://images.trvl-media.com/place/5489/f44a79a7-df9a-4893-a00e-01214c2a6bc8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Howardian Hills Explore the great outdoors at Howardian Hills, a lovely green space in York. Make time to visit the area's shops, or simply enjoy its lively bars. [](https://expedia.com/Howardian-Hills-York.d553248635997933784.Vacation-Attraction) ![Sunset at the Sutton Bank.](https://images.trvl-media.com/place/553248621556282407/e03b3268-01da-47e7-8b0d-4190b574f5ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sutton Bank National Park Centre Explore the great outdoors at Sutton Bank National Park Centre, a lovely green space in Cold Kirby. Check out the lively bars or top-notch restaurants in this quaint area. [](https://expedia.com/Sutton-Bank-National-Park-Centre-Thirsk.d553248621556282407.Vacation-Attraction) #### Hemsley Walled Garden Explore the great outdoors at Hemsley Walled Garden, a lovely green space in Helmsley. Check out the lively bars or top-notch restaurants in this relaxing area. [](https://expedia.com/Hemsley-Walled-Garden-York.d6262567.Vacation-Attraction) --- ## Best Lodging Options Near Cleveland Way ## Check availability on hotels close to Cleveland Way [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=644090109867094016&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ![The Feathers Hotel, Helmsley, North Yorkshire](https://images.trvl-media.com/lodging/15000000/14890000/14889400/14889397/10ef573e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Feathers Hotel, Helmsley, North Yorkshire Market Place York England [](https://expedia.com/York-Hotels-The-Feathers-Hotel.h14889397.Hotel-Information) ![The Black Swan - The Inn Collection Group](https://images.trvl-media.com/lodging/1000000/30000/22500/22461/ffc1e9c7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Black Swan - The Inn Collection Group Market Place York England [](https://expedia.com/York-Hotels-The-Black-Swan-At-Helmsley.h22461.Hotel-Information) ![The Royal Oak Hotel](https://images.trvl-media.com/lodging/16000000/15820000/15811500/15811414/03543f49_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Royal Oak Hotel 15 Market Place York England [](https://expedia.com/York-Hotels-The-Royal-Oak-Hotel.h15811414.Hotel-Information) ![Feversham Arms Hotel & Verbena Spa](https://images.trvl-media.com/lodging/9000000/8110000/8107300/8107242/4fac659e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Feversham Arms Hotel & Verbena Spa High Street York England [](https://expedia.com/York-Hotels-Feversham-Arms-Hotel-Verbena-Spa.h8107242.Hotel-Information) ![Stilworth House](https://images.trvl-media.com/lodging/34000000/33910000/33900400/33900336/6822d600_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stilworth House 1 Church Street York England [](https://expedia.com/York-Hotels-Stilworth-House.h33900336.Hotel-Information) ![Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly, ](https://images.trvl-media.com/lodging/19000000/18780000/18770900/18770874/50bfb7fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly, Helmsley ENG [](https://expedia.com/York-Hotels-Spacious-House-3-Ensuite-Bedrooms.h18770874.Hotel-Information) ![Borough Beck Cottage](https://images.trvl-media.com/lodging/69000000/68760000/68759500/68759495/92b4b755_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Borough Beck Cottage Helmsley [](https://expedia.com/York-Hotels-3-Bedroom-Accommodation-In-Helmsley.h68759495.Hotel-Information) ![Central Modern open plan house 3 ensuite bedrooms, dog friendly.](https://images.trvl-media.com/lodging/91000000/90150000/90147000/90146952/540c388e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Central Modern open plan house 3 ensuite bedrooms, dog friendly. Helmsley England [](https://expedia.com/York-Hotels-Central-Modern-Open-Plan-House-3-Ensuite-Bedrooms.h90146952.Hotel-Information) ![3 bedroom accommodation in Helmsley](https://images.trvl-media.com/lodging/119000000/118700000/118698200/118698131/9bbcba23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 3 bedroom accommodation in Helmsley Helmsley [](https://expedia.com/York-Hotels-3-Bedroom-Accommodation-In-Helmsley.h118698131.Hotel-Information) [See all 761 properties in Cleveland Way](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=644090109867094016) 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.