Title: Helmsley B&B: Find the Best Bed and Breakfast from CA $148 | Expedia.ca [Helmsley Travel Guide](https://expedia.ca/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.ca/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Vacation Rentals in Helmsley](https://expedia.ca/Helmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[Helmsley Car Rentals](https://expedia.ca/Car-Rentals-In-Helmsley.d4373.Car-Rental-Guide)[Helmsley Vacation Packages](https://expedia.ca/Helmsley.d4373.Destination-Travel-Guides) ![Late afternoon at lovely Helmsley](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mark Sage # Find a Bed and Breakfast in Helmsley from CA $148 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Helmsley B&B ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33900400/33900336/6822d600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33900400/33900336/23bf4239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite, Garden View](https://images.trvl-media.com/lodging/34000000/33910000/33900400/33900336/cb10d8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/34000000/33910000/33900400/33900336/74964d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stilworth House York 9.8/10 Exceptional (16) "Clean, comfortable, conveniently located, quiet and beautifully looked after by friendly and helpful hosts with a fund of local knowledge." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Susan CA $208 CA $250 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/York-Hotels-Stilworth-House.h33900336.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/7000000/6130000/6120900/6120838/3021e742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Four Poster)](https://images.trvl-media.com/lodging/7000000/6130000/6120900/6120838/7f5f0b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/7000000/6130000/6120900/6120838/ce7d5920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double or Twin Room, Ensuite](https://images.trvl-media.com/lodging/7000000/6130000/6120900/6120838/d5450d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brickfields Farm York 9.8/10 Exceptional (173) "Lovely location with a nice restaurant attached. Ideal for a short break. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Phil CA $231 CA $277 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/York-Hotels-Brickfields-Farm.h6120838.Hotel-Information) ![Free daily English breakfast](https://images.trvl-media.com/lodging/17000000/16010000/16003100/16003045/1b4e4dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Bathroom](https://images.trvl-media.com/lodging/17000000/16010000/16003100/16003045/7b043e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16003100/16003045/9905e9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16003100/16003045/b62c23a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Mary's Guest House Clifton 9.4/10 Exceptional (334) "Charming place with a personable and responsive staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Austin CA $152 CA $182 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/York-Hotels-St-Marys-Guest-House.h16003045.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100980000/100974200/100974122/9f7624ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/100980000/100974200/100974122/1b80414a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100974200/100974122/8d518284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/101000000/100980000/100974200/100974122/92d18d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Witching Post Whitby 9.6/10 Exceptional (18) "Great room, massive bathroom. Friendly staff " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sharon CA $123 CA $148 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Whitby-Hotels-The-Witching-Post.h100974122.Hotel-Information) ![Free daily English breakfast](https://images.trvl-media.com/lodging/12000000/11970000/11962500/11962416/bd2079c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/12000000/11970000/11962500/11962416/048ebbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11970000/11962500/11962416/5293aa7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/12000000/11970000/11962500/11962416/2f9d04b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townend Farm Bed and Breakfast Saltburn-by-the-Sea 9.8/10 Exceptional (12) "The host is very friendly. A lively place to stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Teresa CA $172 CA $207 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Townend-Farm-Bed-And-Breakfast.h11962416.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18440000/18438900/18438863/6312d2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/19000000/18440000/18438900/18438863/a1eef3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, wheelchair access](https://images.trvl-media.com/lodging/19000000/18440000/18438900/18438863/cd3ba012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/19000000/18440000/18438900/18438863/151662e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fourways Guest House Thirsk 9.6/10 Exceptional (112) "Like everything about this B&B " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $162 CA $194 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Thirsk-Hotels-Fourways-Guest-House.h18438863.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/46000000/45830000/45822200/45822161/85361230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/46000000/45830000/45822200/45822161/f000597f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/46000000/45830000/45822200/45822161/a29db44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45830000/45822200/45822161/57782274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brass Castle Country House Accommodation Middlesbrough 8.6/10 Excellent (47) "beautiful family run hotel" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Julie CA $172 CA $207 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Middlesbrough-Hotels-Brass-Castle-Country-House-Accommodation.h45822161.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95460000/95458500/95458474/a7f93db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/96000000/95460000/95458500/95458474/3ce7692d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/96000000/95460000/95458500/95458474/c6bc01c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/96000000/95460000/95458500/95458474/9ba5f9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ivy Tree Stockton-on-Tees 9.4/10 Exceptional (93) "Great hotel with friendly staff and good food" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sam CA $147 CA $177 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Stockton-On-Tees-Hotels-The-Ivy-Tree.h95458474.Hotel-Information) ![Double Room, Ensuite](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887677/cde86af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887677/b51a9f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887677/795effc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887677/c069e507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Manse Hotel Pickering 9.4/10 Exceptional (146) "Wonderful place to stay for a few nights" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Philip CA $129 CA $155 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pickering-Hotels-Old-Manse-Hotel.h1887677.Hotel-Information) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/103000000/102360000/102356500/102356407/e964e762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Ensuite | Bathroom](https://images.trvl-media.com/lodging/103000000/102360000/102356500/102356407/65da68a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Ensuite](https://images.trvl-media.com/lodging/103000000/102360000/102356500/102356407/fb4f870d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/103000000/102360000/102356500/102356407/0545f3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bootham Tavern - York Bootham 8.0/10 Very good (85) "Very central and very friendly and helpful staff." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Karola CA $148 CA $178 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/York-Hotels-The-Bootham-Tavern-York.h102356407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74793800/74793714/a1bbd6b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74793800/74793714/a2f48a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/75000000/74800000/74793800/74793714/37d3cc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/75000000/74800000/74793800/74793714/e1b4f351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MonkBridge House The Groves 10/10 Exceptional (243) "Lovely B&B with an excellent breakfast and welcoming hosts. Perfect for our short stay in York." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Charlotte [](https://www.expedia.ca/York-Hotels-MonkBridge-House.h74793714.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6120000/6112400/6112348/w1051h1050x5y4-3cfdb245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6120000/6112400/6112348/a2e0ab33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom (3 Bedroom)](https://images.trvl-media.com/lodging/7000000/6120000/6112400/6112348/6c6f185d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ensuite (Falcons Nest)](https://images.trvl-media.com/lodging/7000000/6120000/6112400/6112348/dba46e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newsham Grange Farm Bed and Breakfast Thirsk 10/10 Exceptional (99) "Beautiful place, very clean and comfortable. Lovely hosts! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Louisa CA $148 CA $178 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Thirsk-Hotels-Newsham-Grange-Farm-Bed-And-Breakfast.h6112348.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2770000/2764100/2764076/30f376e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2770000/2764100/2764076/4ecee808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2770000/2764100/2764076/47376fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board](https://images.trvl-media.com/lodging/3000000/2770000/2764100/2764076/19dff470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OYO Tudor Lodge - Redcar Beach Redcar 6.8/10 (46) " Everything what I need was there ." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) MARTA [](https://www.expedia.ca/Redcar-Hotels-Tudor-Lodge-Bed-Breakfast-Redcar.h2764076.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/20000000/19790000/19785200/19785106/21fd0b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19790000/19785200/19785106/660c3acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Ensuite | View from room](https://images.trvl-media.com/lodging/20000000/19790000/19785200/19785106/c8275428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19790000/19785200/19785106/743d7464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rowan Tree House B&B Whitby 9.4/10 Exceptional (83) "We had a lovely welcome ,the place was lovely clean and comfortable would highly recommend this place" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Glenda CA $141 CA $170 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Whitby-Hotels-Rowan-Tree-House-BB.h19785106.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/24000000/23050000/23044800/23044743/2d0bc608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/24000000/23050000/23044800/23044743/ffaf41ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/24000000/23050000/23044800/23044743/3083aa6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Ensuite (Four Poster)](https://images.trvl-media.com/lodging/24000000/23050000/23044800/23044743/4b7cfb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The New Inn Pickering 8.8/10 Excellent (81) "Good position, lots to do in the area, Good home brewed beer" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Paul CA $153 CA $183 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Pickering-Hotels-The-New-Inn.h23044743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24310000/24301200/24301144/f643d4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Ensuite (with Sofa Bed)](https://images.trvl-media.com/lodging/25000000/24310000/24301200/24301144/aa52ec03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/25000000/24310000/24301200/24301144/0677fb65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/25000000/24310000/24301200/24301144/de4f337d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wellington Heifer Northallerton 9.6/10 Exceptional (146) "A very pleasant stay, the accommodation was first class. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lynne CA $146 CA $176 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Northallerton-Hotels-The-Wellington-Heifer.h24301144.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35590000/35580400/35580352/4a9ae548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35590000/35580400/35580352/2f1b37bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room, Ensuite (Roseberry)](https://images.trvl-media.com/lodging/36000000/35590000/35580400/35580352/cc057982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35590000/35580400/35580352/a08e04ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Oak Hotel Middlesbrough 9.2/10 Wonderful (72) "Lovely old pub, friendly staff and customers and great food. Rooms were up a back stairwell that was a bit unkept but the room itself, whilst being basic was clean and quite new. I enjoyed my stay and would return " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Caroline CA $154 CA $185 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Middlesbrough-Hotels-Royal-Oak-Hotel.h35580352.Hotel-Information) ![Double Room, Ensuite](https://images.trvl-media.com/lodging/7000000/6630000/6623600/6623502/ac87d2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite, Sea View](https://images.trvl-media.com/lodging/7000000/6630000/6623600/6623502/12eaf00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite | Bathroom](https://images.trvl-media.com/lodging/7000000/6630000/6623600/6623502/ff6170b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite](https://images.trvl-media.com/lodging/7000000/6630000/6623600/6623502/2ae7833f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Endeavour Restaurant With Rooms Saltburn-by-the-Sea 9.6/10 Exceptional (160) "Excellent b and b " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Peter CA $185 CA $222 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-The-Endeavour-Restaurant-With-Rooms.h6623502.Hotel-Information) ![Standard Twin Room, Ensuite](https://images.trvl-media.com/lodging/5000000/4060000/4052200/4052115/a32d359e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4060000/4052200/4052115/7623b11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4060000/4052200/4052115/044202e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Twin Room, Ensuite | Bathroom](https://images.trvl-media.com/lodging/5000000/4060000/4052200/4052115/d613ae33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crossways Pickering 8.4/10 Very good (101) "Food was plenty and exceptional. Bed was very comfortable" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kevin [](https://www.expedia.ca/Pickering-Hotels-Crossways.h4052115.Hotel-Information) ![Superior Suite, Ensuite (Room 10)](https://images.trvl-media.com/lodging/11000000/10090000/10088700/10088692/cae8f710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Ensuite (Room 9) | Bathroom](https://images.trvl-media.com/lodging/11000000/10090000/10088700/10088692/e4013fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Loft, Ensuite](https://images.trvl-media.com/lodging/11000000/10090000/10088700/10088692/f3d3e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Loft, Ensuite](https://images.trvl-media.com/lodging/11000000/10090000/10088700/10088692/5a33b971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Burton Stone Inn Clifton 9.4/10 Exceptional (421) "Great place can’t fault it, would stay again " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kay CA $170 CA $203 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/York-Hotels-Burton-Stone-Inn.h10088692.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16®ionId=4373&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_4373) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Bed-And-Breakfast.d4373-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Bed-And-Breakfast.d4373-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Helmsley Hotel Reviews ![Burn Hall Hotel](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753368/8728b720_y.jpg) ### Burn Hall Hotel 10/10 Excellent "Lovely place" [](https://expedia.ca/York-Hotels-Burn-Hall-Hotel.h1753368.Hotel-Information) ![The Golden Fleece Hotel, Thirsk, North Yorkshire](https://images.trvl-media.com/lodging/1000000/40000/34200/34191/704fdfdf_y.jpg) ### The Golden Fleece Hotel, Thirsk, North Yorkshire 10/10 Excellent "We had a lovely two night stay our room was large with a huge comfortable bed. It was in a great location, very central with parking at the back of the hotel. The staff were all friendly and helpful, overall a great stay we would definitely stay here again when next in the area." [](https://expedia.ca/Thirsk-Hotels-The-Golden-Fleece-Hotel.h34191.Hotel-Information) ![Holiday Inn Express York by IHG](https://images.trvl-media.com/lodging/1000000/440000/436100/436086/ef0064da_y.jpg) ### Holiday Inn Express York by IHG 10/10 Excellent "Good value for money with a free breakfast as an added bonus. Easy check in, comfortable room. Location is ideal being 1 mile from the park and ride into York centre " [](https://expedia.ca/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information) ![Station Suites ](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/159217bb_y.jpg) ### Station Suites 10/10 Excellent "Modern, clean room, with all the amenities required for a comfortable stay" [](https://expedia.ca/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) ![DoubleTree by Hilton York](https://images.trvl-media.com/lodging/1000000/440000/430200/430141/0f89a04d_y.jpg) ### DoubleTree by Hilton York 10/10 Excellent "Nice stay. Would do again " [](https://expedia.ca/York-Hotels-DoubleTree-By-Hilton-York.h430141.Hotel-Information) ![Moxy York](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762017/da3c8297_y.jpg) ### Moxy York 10/10 Excellent "Lovely hotel close to centre, great staff!" [](https://expedia.ca/York-Hotels-Moxy-York.h36762017.Hotel-Information) ![No.1 by GuestHouse, York](https://images.trvl-media.com/lodging/1000000/20000/11800/11750/a82be83d_y.jpg) ### No.1 by GuestHouse, York 10/10 Excellent "Nice quick checkin, shown to pantry to see the range of free nibbles and drinks on offer throughout our stay and then to our room; compact, lovely features, like the dolls house drinks centre, the record player (with LPs and a library downstairs if the ones in the room didn't excite). The hotel has a grand entrance and is very relaxed, some may say bohemian; dark walls, interesting features throughout, lovely bright and comfortable lounge, all in all very good value and only a short walk to the centre of York along a wide avenue-style road, past a park and your first tourist sight is the minster." [](https://expedia.ca/York-Hotels-The-Grange-Hotel.h11750.Hotel-Information) ![The Feathers Hotel, Helmsley, North Yorkshire](https://images.trvl-media.com/lodging/15000000/14890000/14889400/14889397/10ef573e_y.jpg) ### The Feathers Hotel, Helmsley, North Yorkshire 10/10 Excellent "Wonderful accommodation and food, with excellent, friendly service! " [](https://expedia.ca/York-Hotels-The-Feathers-Hotel.h14889397.Hotel-Information) ![Mercure York Fairfield Manor Hotel](https://images.trvl-media.com/lodging/1000000/20000/18000/17905/845c1184_y.jpg) ### Mercure York Fairfield Manor Hotel 10/10 Excellent "Room was lovely, great choice in restaurant and fantastic food. Staff were really friendly and helpful." [](https://expedia.ca/York-Hotels-Mercure-York-Fairfield-Manor-Hotel.h17905.Hotel-Information) ## Find out more about Helmsley ## Helmsley B&B information | Number of reviews | 2,483 | | --- | --- | | Accommodation | 35 B&B | | Lowest Price | CA $148 | | Highest Price | CA $277 | ## Frequently asked questions ### What is the nightly rate for a B&B in Helmsley? > Prices for B&Bs in Helmsley often vary, but you can find a great deal from CA $148 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Helmsley B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high. ### When is the best time to book a Bed & Breakfast in Helmsley? > The best time to book a B&B in Helmsley is during the late spring to early summer, particularly between May and June. This period is immensely popular with travellers who appreciate the stunning landscapes of the North York Moors National Park, as well as the charming market town's delightful gardens and historic sites. With temperatures typically ranging from 12 to 18 degrees Celsius, the weather is pleasantly mild, making it ideal for outdoor activities, leisurely strolls, and sightseeing. > > > > June is particularly vibrant, showcasing the best of Helmsley's attractions, from the majestic Helmsley Castle to the beautiful Cleveland Way walking trail. The town buzzes with visitors, creating a lively yet inclusive setting where you can easily connect with fellow adventurers and locals alike. > > > > For those looking for a more budget-friendly option, visiting in November can be a rewarding experience. This month offers a quieter ambience, superb for exploring the scenic beauty of the moors and enjoying the autumnal hues. While the weather may be cooler, with temperatures dipping to around 7 degrees Celsius, the peacefulness of the season allows for an intimate experience of the local culture and history. ### What is the difference between a Helmsley B&B and a hotel? > Every Helmsley B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Helmsley B&Bs. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [5 Star Hotels in Pickering](https://www.expedia.ca/5Star-Pickering-Hotels.s50-0-d5657.Travel-Guide-Filter-Hotels) - [Hotels near Ampleforth College Golf Club](https://www.expedia.ca/Ampleforth-College-Golf-Club-Hotels.0-l553248621556026954-0.Travel-Guide-Filter-Hotels) - [Ampleforth Hotels](https://www.expedia.ca/Ampleforth-Hotels.d3000388919.Travel-Guide-Hotels) - [Appleton-Le-Moors Hotels](https://www.expedia.ca/Appleton-Le-Moors-Hotels.d6337533.Travel-Guide-Hotels) - [Hotels near Beck Isle Museum](https://www.expedia.ca/Beck-Isle-Museum-Hotels.0-l553248621532494341-0.Travel-Guide-Filter-Hotels) - [Boltby Hotels](https://www.expedia.ca/Boltby-Hotels.d3000012258.Travel-Guide-Hotels) - [Guest Houses in Bootham](https://www.expedia.ca/Bootham-Guest-Houses.d6343036-aaGuestHouses.Travel-Guide-Accommodation) - 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