Title: TOP Winery Hotels in Chepstow for 2026 | Expedia.co.uk [Chepstow Travel Guide](https://expedia.co.uk/Chepstow.dx5618)[Hotels in Chepstow](https://expedia.co.uk/Chepstow-Hotels.d5618.Travel-Guide-Hotels)[Holiday Rentals in Chepstow](https://expedia.co.uk/Chepstow-Holiday-Rentals.d5618.Travel-Guide-HolidayRentals)[Flights to Chepstow](https://expedia.co.uk/Cheap-Flights-To-Chepstow.d5618.Travel-Guide-Flights)[Things to do in Chepstow](https://expedia.co.uk/Things-To-Do-In-Chepstow.d5618.Travel-Guide-Activities)[Chepstow Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chepstow.d5618.Car-Hire-Guide)[Chepstow Holidays](https://expedia.co.uk/Chepstow.d5618.Holidays-City-Breaks) ![Tintern Abbey showing building ruins, heritage architecture and heritage elements](https://images.trvl-media.com/place/6086409/fb8b13ac-189c-4b6e-a910-25ac56c540ec.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6086409/fb8b13ac-189c-4b6e-a910-25ac56c540ec.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chepstow Winery Hotels Tonight [9 Feb - 10 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5618&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Feb - 11 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5618&startDate=2026-02-10&endDate=2026-02-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5618&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5618&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chepstow hotels with winery ![Garden](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695668/9a804f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, 1 King Bed, Mountainside | Living area | Printers](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695668/5a766d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room, Balcony | Blackout curtains, free WiFi](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695668/33346266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/120000000/119700000/119695700/119695668/32e49f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal George [](https://www.expedia.co.uk/Cardiff-Hotels-The-Royal-George.h119695668.Hotel-Information) Tintern 10/10 Exceptional (2 reviews) "Very nice place, great area and very welcoming staff. Had an amazing time." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Louis £135 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Cardiff-Hotels-The-Royal-George.h119695668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639796/e2bca66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639796/85906909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639796/b8961cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639796/4edbc0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Bristol South - Cadbury House [](https://www.expedia.co.uk/Bristol-Hotels-DoubleTree-By-Hilton-Hotel-Bristol-South-Cadbury-House.h1639796.Hotel-Information) Bristol 8.2/10 Very good (1,003 reviews) "Wonderful place to go to u win and recharge. Clean room, excellent amenities, courteous and accommodating staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Daniel £90 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Bristol-Hotels-DoubleTree-By-Hilton-Hotel-Bristol-South-Cadbury-House.h1639796.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/6000000/5790000/5784700/5784652/d540cc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5790000/5784700/5784652/3991f32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5790000/5784700/5784652/ef635273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/6000000/5790000/5784700/5784652/82adc911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Angel Hotel Abergavenny [](https://www.expedia.co.uk/Abergavenny-Hotels-The-Angel-Hotel-Abergavenny.h5784652.Hotel-Information) Abergavenny 9.4/10 Exceptional (114 reviews) "Service, comfort, food all excellent " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David £265 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Abergavenny-Hotels-The-Angel-Hotel-Abergavenny.h5784652.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/34000000/33420000/33410100/33410045/ba5a478c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/34000000/33420000/33410100/33410045/8726216a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/34000000/33420000/33410100/33410045/1fc9149c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33420000/33410100/33410045/9c25a8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmers Boy Inn Longhope [](https://www.expedia.co.uk/Mitcheldean-Hotels-The-Farmers-Boy-Inn-Longhope.h33410045.Hotel-Information) Longhope 8.8/10 Excellent (81 reviews) "Room was ideal for our overnight stay, it had everything we needed and was spotlessly clean. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Fiona £140 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Mitcheldean-Hotels-The-Farmers-Boy-Inn-Longhope.h33410045.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2340000/2334100/2334062/8e3749f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2340000/2334100/2334062/fcee6a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2340000/2334100/2334062/9337db5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2340000/2334100/2334062/e96736e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ormond At Tetbury [](https://www.expedia.co.uk/Tetbury-Hotels-The-Ormond-At-Tetbury.h2334062.Hotel-Information) Tetbury 8.6/10 Excellent (504 reviews) "Marcus was superb super helpful. Hotel nice " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sarah £65 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Tetbury-Hotels-The-Ormond-At-Tetbury.h2334062.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402015/7442433c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402015/21277a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cooked-to-order breakfast ](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402015/63027788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402015/bbc9d3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bridge House Boutique B&B [](https://www.expedia.co.uk/Ross-On-Wye-Hotels-The-Bridge-House-Boutique-BB.h1402015.Hotel-Information) Ross-on-Wye 9.8/10 Exceptional (93 reviews) "Kevin and Kathryn are amazing hosts, lovely room and grounds and best breakfast ever!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Diane £135 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Ross-On-Wye-Hotels-The-Bridge-House-Boutique-BB.h1402015.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.co.uk/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24®ionId=5618&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Chepstow Hotel Reviews ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - [4 Star Hotels in Mathern ](https://www.expedia.co.uk/4Star-Mathern-Hotels.s40-0-d3000716306.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Abergavenny ](https://www.expedia.co.uk/Abergavenny-Hotels-Beach-Hotels.0-0-d5610-tBeachHotels.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Abergavenny ](https://www.expedia.co.uk/Abergavenny-Hotels-Hotel-With-Connecting-Rooms.0-0-d5610-thotelwithconnectingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Entertainment in Abergavenny ](https://www.expedia.co.uk/Abergavenny-Hotels-Hotel-With-Entertainment.0-0-d5610-thotelwithentertainment.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Abergavenny ](https://www.expedia.co.uk/Abergavenny-Hotels-Hotel-With-Gym.0-0-d5610-thotelwithgym.Travel-Guide-Filter-Hotels) - 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