The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.

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Check availability on Chepstow Hotels with Entertainment

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chepstow hotels with entertainment

A balcony with a wrought iron railing overlooking a valley with green fields and hills.
A bar area with a jukebox, stools, a round table, and a ship's wheel decoration.
A dining area with tables and chairs, a wooden pillar, and a window with curtains.
A pool table in a room with wooden paneling, a window, and a door.

1. The Sloop Inn

The Sloop Inn
Trellech United
United Kingdom
David
£86
includes taxes & fees
23 Sept - 24 Sept
The Sloop Inn
A leather sofa, a vase with flowers, and a fireplace with candles.
A two-story building with a sign for the Riverside Hotel.
A bar with multiple taps, including Guinness, and a variety of bottles in the background.
A hotel lobby with a bar area, seating arrangements, and a fireplace.

2. The Riverside Hotel

The Riverside Hotel
Monmouth
United Kingdom
Joy
£84
includes taxes & fees
23 Sept - 24 Sept
The Riverside Hotel
A restaurant with wooden beams, multiple dining tables, and chairs.
A double bed with a brown quilt, two nightstands, and a white radiator.
A two-story house with a white facade, a tiled roof, and a white picket fence.
A billiards table with a green felt surface, wooden pool cues, and a green felt pocket. There are two green pendant lights hanging from the ceiling.

3. The Malt House

The Malt House
Berkeley
United States
Paul
£122
includes taxes & fees
27 Sept - 28 Sept
The Malt House
A spacious living room with a large sofa set, a wooden coffee table, and a television. There is a large sliding glass door leading to a patio with a view of the outdoors.
A spacious living room with a large window, a flat-screen TV, and a wooden coffee table.
A spacious kitchen with a central island, wooden stools, and a view of the outdoors through a large window.
A spacious loft with a dining area, kitchen, and living space.

4. Hidden Well

Hidden Well
Bristol
£1,322
includes taxes & fees
28 Sept - 29 Sept
Hidden Well
A gated entrance with a sign for "Brooks" and "Vacancies" visible.
A modern living area with a sofa, armchair, and dining table.
A courtyard with potted plants and a building with multiple windows and a door.
A bedroom with a bed, pillows, a window with curtains, a ceiling light, and a bedside table with a radio.

5. Brooks Guesthouse Bristol

Brooks Guesthouse Bristol
Bristol City Centre
United Kingdom
Webster
£67
includes taxes & fees
11 Oct - 12 Oct
Brooks Guesthouse Bristol
A restaurant with wicker furniture, a fireplace, and large windows.
A spacious lobby with a checkered floor, multiple seating areas, and large windows offering views.
Two bartenders in a bar setting with shelves of liquor bottles and a bar counter with various bar tools.
A hotel room with a dark wood desk, a comfortable chair, a sofa, a coffee table, and a large window with curtains.

6. The Bristol Hotel

The Bristol Hotel
Bristol City Centre
United States
Katelyn
£79
includes taxes & fees
11 Oct - 12 Oct
The Bristol Hotel
A spacious room with a wooden floor, a pink sofa, a wooden coffee table, and a colorful armchair.
A spacious room with large windows, wooden flooring, and a mix of classic and colorful armchairs.
A large conference room with rows of red upholstered chairs, white tables, and a grand chandelier.
A building with a sign reading "The Grand Hotel" and a welcoming entrance.

7. Bristol Grand Hotel By Sunday

Bristol Grand Hotel By Sunday
Bristol City Centre
Japan
Maho
£60
includes taxes & fees
18 Oct - 19 Oct
Bristol Grand Hotel By Sunday
A modern cafe with colorful chairs, a central pillar with text, and large windows offering a view of the street.
A modern lounge area with a sofa, chairs, and a coffee table.
A hotel room with a bed, a desk with a lamp, a chair, and a small table with a card and cups.
The entrance to the Bristol Centre Harbourside hotel with a reception desk, glass doors, and a red 'ibis' sign.

8. ibis Bristol Centre

ibis Bristol Centre
Bristol Floating Harbour
United Kingdom
Ailie
£51
includes taxes & fees
27 Sept - 28 Sept
ibis Bristol Centre
An indoor swimming pool with a clear view of the pool area, a staircase leading to an upper level, and a brick wall with decorative lighting.
A grand piano in a spacious room with a patterned carpet, multiple seating areas, and large windows.
A modern building entrance with a brick facade, a glass door, and a small round table with a potted plant inside.
A brick building with a sign for Parkway Hotel & Spa.

9. Parkway Hotel & Spa

Parkway Hotel & Spa
Llantarnam
United Kingdom
Richard
£108
includes taxes & fees
22 Oct - 23 Oct
Parkway Hotel & Spa
A street view of a building with multiple storefronts, including a visible sign for 'EVERARD'.
A historic building with a clock tower, a modern glass storefront, and a traditional brick facade.
A grand entrance with a large archway, a staircase, and a decorative wall with a mural.
A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

10. Clayton Hotel Bristol City

Clayton Hotel Bristol City
Bristol City Centre
United States
Fisher
£87
includes taxes & fees
4 Oct - 5 Oct
Clayton Hotel Bristol City
View all properties

Top Chepstow Hotel Reviews

Bristol Marriott Royal Hotel

Bristol Marriott Royal Hotel

10/10 Excellent
"great location. had lovely walks in the college green area"
Ann 1-night trip
Posted 4 hours ago
Bristol Marriott Royal Hotel
Delta Hotels by Marriott Bristol City Centre

Delta Hotels by Marriott Bristol City Centre

10/10 Excellent
"Everything was perfect . Places very close ."
Nancy 5-night trip
Posted 15 hours ago
Delta Hotels by Marriott Bristol City Centre
Future Inns Cardiff Bay

Future Inns Cardiff Bay

10/10 Excellent
"Although the decor may look a little outdated, everything was very clean, Free parking, Onsite restaurant and bar. Can't complain at all."
Eileen 5-night trip
Posted 21 hours ago
Future Inns Cardiff Bay
The Bristol Hotel

The Bristol Hotel

8/10 Good
"I stayed at this hotel numerous times over the last twenty years and co tinue to be impressed. The settjng is perfect overlooking the harbour, its decor stylish with rooms that are comfortable. I particularly liked the sumptuous tv placement and size, ameneties and storage space. The breakfast is served in the restaurant overlooking the harbour and is well catered to hot and cold options."
Rod 1-night trip
Posted 22 hours ago
The Bristol Hotel
Coldra Court Hotel by Celtic Manor

Coldra Court Hotel by Celtic Manor

10/10 Excellent
"lovely hotel clean an tidy an staff are all more than happy to help an friendly nothing was too much with ordering us taxis an comeing to get us when it arrived … beds are lovely an comfy even the sofa was lovely an soft an cosy .. the bar area is nice atmosphere an spacious with comfy seats and the outside area is so pretty with the fishpond an plants very relaxing…"
Leah 1-night trip
Posted 3 days ago
Coldra Court Hotel by Celtic Manor

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