Plan your trip

A historic stone building on a cliff overlooking a beach.

Photo by Miguel Vasquez

Villas in Chepstow

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

  • Find vacation rentals that suit your style

    Aparthotels

    Cabins

    Apartments

    Cottages

    Condos

    Villas

    Chalets

    Check prices for these dates

    Check prices for these dates, December 15 – 16, 2026

    View in a map

    No exact matches found, but these alternatives could be just right

    Recommended hotels in Chepstow

    1. Two Rivers, Chepstow by Marston’s Inns

    A building named "The Two Rivers" with outdoor seating and a sign for "Hotel Reception through Main Entrance".

    2. The Beaufort Hotel

    A hotel with a sign reading "The Beaufort Hotel" and outdoor seating with tables and chairs.

    3. No.8 Accommodation

    A kitchen counter with a coffee bar sign, tea and coffee containers, sugar, and a kettle.

    4. Delta Hotels by Marriott St. Pierre Country Club

    A stone castle with a well-maintained lawn and a paved driveway leading to the entrance.

    5. Castle View Hotel

    Exterior

    6. The Royal George

    A stone building with a steeply pitched roof, large windows, and a stone wall with a gate.

    7. Welsh Gatehouse: Historical Castle with EV Charger

    A stone building with a large arched entrance and a small window.

    8. New 3 Bedroom Apartment Next to Station

    A modern kitchen with white cabinetry, a built-in oven, and a dining area with a wooden table and chairs.

    9. The Honey Pot

    A single-story house with a tiled roof, a wooden fence, and a grassy yard.

    10. The Long Weekend

    A courtyard with a brick pathway, a conservatory, and a flower bed.

    11. Bottom Lodge

    A small, single-story building with a red-tiled roof, a fenced outdoor area, and a view of surrounding greenery.

    12. The Snug

    A rustic building with a stone exterior and a metal roof, a gravel driveway, and a fenced area with a small red-roofed structure.

    13. Top Lodge

    A hot tub with a wooden deck, outdoor seating, and a view of the countryside.

    14. Thornbury Castle, Relais & Châteaux

    A historic building with a courtyard, stone walls, and traditional architecture.

    15. Almondsbury Inn & Lounge

    A building with a sign reading "Almondsbury Inn & Lounge" and a welcoming message above the entrance.

    16. The Sloop Inn

    A balcony with a wrought iron railing overlooking a valley with green fields and hills.

    17. The Bowl Inn

    A white building with a sign reading "The Bowl Pub & Rooms" and several outdoor wooden tables.

    18. Tŷ Magor

    A modern hotel building with a prominent logo on the facade, multiple floors, and large windows.

    19. Mollie's Bristol

    A modern building with a sign reading "Mollie's Motel & Diner".

    20. Aztec Hotel & Spa

    A house with a garden, a pond with lily pads, and a blue staircase.

    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

    Learn more about Chepstow

    Towering over the River Wye, Chepstow Castle's ancient stone walls tell stories of medieval battles and royal intrigue. Hike the nearby Wye Valley Walk for spectacular views, or time your visit for the Chepstow Festival's lively music performances.

    See all hotels in Chepstow

    A historic stone building on a cliff overlooking a beach.

    Photo by Miguel Vasquez

    Top reviews in Chepstow

    Old Church Farm

    A large stone building with multiple chimneys, a central entrance, and a gravel driveway.

    The Royal George

    A stone building with a steeply pitched roof, large windows, and a stone wall with a gate.

    The Bell Inn

    A stone building with a sign reading "The Bell" and flower baskets on the windowsills.

    Thornbury Castle, Relais & Châteaux

    A historic building with a courtyard, stone walls, and traditional architecture.

    Mollie's Bristol

    A modern building with a sign reading "Mollie's Motel & Diner".

    Hare And Hounds Hotel

    A large, stone building with multiple windows and a prominent entrance.

    Two Rivers, Chepstow by Marston’s Inns

    A building named "The Two Rivers" with outdoor seating and a sign for "Hotel Reception through Main Entrance".

    Charlcombe Inn

    A stone building with a green door, multiple windows, and flower boxes.

    Leonardo Hotel Bristol City

    A modern hotel building with a prominent 'Leonardo Hotel' sign, featuring a dark brick facade and multiple windows.

    Hotel Indigo Cardiff by IHG

    A modern building with a sloped roof, large windows, and outdoor seating with terracotta planters.

    Hotel du Vin & Bistro Bristol

    A rooftop terrace with a table and chairs, a small Christmas tree, and a view of buildings in the background.

    The Priory Cellars Abbots Leigh

    A compact kitchen with a stone wall, a white door, a microwave, a stove, and a small refrigerator.

    Staybridge Suites Cardiff by IHG

    A multi-story hotel with a reflective water body in front, featuring a modern architectural design with balconies and uniform windows.

    Explore a world of travel with Expedia