A large, historic stone building with multiple arched windows and a prominent central tower.

Luxury Hotels in Chepstow

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Luxury Hotels in Chepstow

A stone house with a sloped roof, multiple windows, and a well-maintained lawn.

A room with a large window, two white armchairs, a small round table, and floral curtains.

A traditional room with a fireplace, a red sofa, a green armchair, and a patterned rug.

A bedroom with a large bed, two bedside tables with lamps, a wooden bench, a fireplace, and a chair.

1. Old Church Farm

Bristol

Free parking
Free WiFi
Bar
Non-smoking

$166

$199 total

includes taxes & fees

Oct 11 - Oct 12

A room with large arched windows, a chandelier, two ornate chairs with red cushions, and a table with a white tablecloth.

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

A couple seated in a room with large arched windows, wooden paneling, and ornate vases.

2. Thornbury Castle, Relais & Châteaux

Bristol

Concierge services

$285

$342 total

includes taxes & fees

Oct 19 - Oct 20

A red brick building with a large wooden door, a stone archway, and a small garden with colorful flowers.

A traditional room with a fireplace, multiple seating areas, and large windows.

A dining area with a round table and chairs, surrounded by stained glass windows with floral designs.

A traditional living room with wooden floors, a fireplace, and a stone archway.

3. Berwick Lodge

Bristol

Free parking
Free WiFi
Restaurant
Bar
24/7 front desk
Non-smoking

$148

$178 total

includes taxes & fees

Oct 15 - Oct 16

A bedroom with a large bed, a wooden door, a chair, and a television on a dresser.

A traditional white building with a stone bridge in the foreground.

A martini glass with a purple flower and rosemary garnish.

A dining area with a wooden table, chairs, and a vase of flowers.

4. Newbridge on Usk

Llanhennock

Free parking
Free WiFi
Restaurant
Bar
24/7 front desk
Non-smoking

$111

$134 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a large forest-themed mural on the wall, a neatly made bed with two towels, two bedside lamps, and a nightstand with a lamp and a clock.

A dining area with two tables, chairs, a fireplace, a mirror, and a wall-mounted painting.

A hallway with a wooden table, a painting, and a chandelier.

A patio area with a stone pathway, a grassy lawn, and a wicker sofa with cushions.

5. Deanfield Bed and Breakfast

Lydney

Free breakfast
Free parking
Free WiFi
Laundry facilities
Non-smoking

$134

$160 total

includes taxes & fees

Oct 6 - Oct 7

A large indoor swimming pool with a ceiling simulating a starry night sky.

A restaurant with multiple tables and chairs, large windows offering a city view, and a modern interior design.

A golf course with a clubhouse, a pond, and rolling green hills.

A spacious lobby with a central staircase, seating areas, and a reception desk.

6. Celtic Manor Resort

Newport

8 restaurants
Full-service spa
2 indoor pools
Concierge services

$169

$203 total

includes taxes & fees

Oct 27 - Oct 28

A narrow alleyway with stone buildings, string lights, and potted plants.

A dimly lit restaurant interior with tables set for dining, a chandelier, and a wine rack on the wall.

A stone building with a brick pathway, potted plants, and string lights.

A narrow corridor with a wooden log wall on one side, a bench, and a table in the center.

7. The Ormond At Tetbury

Tetbury

Pet friendly
Parking available
Free WiFi
Restaurant
Bar
Laundry facilities

$69

$82 total

includes taxes & fees

Oct 7 - Oct 8

A pathway leading to a row of buildings with a sign reading "ROYAL LOCH BAR & RESTAURANT".

A bar area with multiple beer taps and shelves stocked with various liquor bottles.

A bedroom with a wooden bed, bedside tables, a chair, and two wall-mounted lamps.

A room with two leather chairs, a small table, a window with curtains, and a radiator.

8. The Royal Lodge

Ross-on-Wye

Pet friendly
Parking available
Free WiFi
Restaurant
Bar

$79

$94 total

includes taxes & fees

Oct 19 - Oct 20

A traditional building with a white facade and timber framing, surrounded by a parking area and outdoor seating.

A traditional building with a pub named "Sarasens Inn" and a restaurant named "The Sarasens Hotel".

A breakfast table with a coffee maker, croissant, and flowers by a window.

A spacious living room with a black sofa, wooden dining table, and chairs. A television is on a wooden stand, and there are large windows allowing natural light.

9. The Saracens Head Inn

Ross-on-Wye

Free breakfast
Free WiFi
Restaurant
Bar
Non-smoking

$160

$192 total

includes taxes & fees

Oct 7 - Oct 8

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 brick building with a sign for Parkway Hotel & Spa.

A residential area with a glass conservatory, a paved pathway, and a garden with various plants.

A grand piano in a spacious room with a patterned carpet, multiple seating areas, and large windows.

10. Parkway Hotel & Spa

Llantarnam

2 bars
Full-service spa
Indoor pool

$121

$145 total

includes taxes & fees

Oct 8 - Oct 9

A dining area with a table and chairs, a window with curtains, and a stone wall with shelves.

A dartboard, a dartboard target, and a dartboard stand in a room with a wooden floor and a black mat.

A black metal bench with a vase of flowers against a white wall.

A white building with red trim and a sign that reads 'Fountain Inn.'

11. The Fountain Inn

Lydney

Pet friendly
Free parking
Free WiFi
Restaurant
Bar
Non-smoking

$165

$198 total

includes taxes & fees

Oct 6 - Oct 7

A bar area with wooden counters, copper pendant lights, and shelves stocked with bottles.

A traditional Tudor-style building with a steeply pitched roof, multiple chimneys, and a well-lit entrance.

A rustic building with a thatched roof, surrounded by a grassy area with picnic tables.

A hotel room with a large bed, two bedside tables with lamps, a chair, and a desk with a lamp.

12. The Rising Sun

Bristol

Pet friendly
Free parking
Free WiFi
Restaurant
Bar
Non-smoking

$78

$93 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with a hot tub, wooden beams, and arched doorways.

A hotel hallway with a Buddha statue, a poster, and a staircase with lights.

A stone fountain with a circular basin, surrounded by outdoor seating and a view of a distant landscape.

A modern indoor spa with a hot tub, stone wall, and minimalist decor.

13. Bryn Meadows Golf, Hotel & Spa

Maesycwmmer

2 bars
Full-service spa
Indoor pool
Concierge services

$133

$160 total

includes taxes & fees

Oct 6 - Oct 7

A white building with the name "The Bear" on the facade, featuring multiple windows and flower baskets.

A bar area with wooden furnishings, shelves stocked with bottles, and a chalkboard menu.

A modern bathroom with a freestanding bathtub, a towel, and a window with curtains.

A dining area with round tables, wooden beams, and green curtains.

14. The Bear Hotel, Crickhowell

Crickhowell

Free breakfast
Pet friendly
Free parking
Free WiFi
Restaurant
Bar

$181

$217 total

includes taxes & fees

Oct 6 - Oct 7

A restaurant with brick walls, hanging plants, and pendant lights.

An outdoor seating area with tables and chairs in front of a café named 'Create'.

A lush indoor garden with a neon sign that reads "Good Aloha."

A brick wall with green plants and bird sculptures, light fixtures, and a mirror.

15. Creates

Monmouth

Parking available
Free WiFi
Non-smoking

$134

$160 total

includes taxes & fees

Oct 12 - Oct 13

A cozy fireplace with a roaring fire, surrounded by candles and decorative items.

A building with a stone facade, a lit entrance, and a gravel driveway.

A well-maintained garden with a gazebo, a stone pathway, and a large rock centerpiece.

A bedroom with a bed, a window with curtains, a radiator, and a patterned wall.

16. Lea House Bed and Breakfast

Ross-on-Wye

Concierge services

$120

$144 total

includes taxes & fees

Oct 6 - Oct 7

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Top neighborhoods in Chepstow

Caerwent

A sunset over a stone ruin with a path leading to it.

A sunset over a hilly landscape with a large rock formation in the foreground.

A rural road with a wooden fence on one side and trees on the other.

A rural landscape with a large tree, a church, and a castle in the background.

A grassy field with stone ruins and a wooden fence.

Caerwent

Newport's Caerwent neighborhood is known for its bars and offers a host of things to see such as Caerwent Roman Town and Dewstow Golf Club.

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Top landmarks in Chepstow

A historic stone cathedral with large arches and Gothic windows.

Tintern Abbey

9.6/10 (60 reviews)

If you're planning a bit of sightseeing during your trip, head to Tintern Abbey— just one of the monuments in central Tintern.

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An ancient stone structure with a pathway leading to it.

Chepstow Castle

9.0/10 (29 reviews)

Chepstow Castle is in the heart of Chepstow, so why not stop by during your stay.

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Chepstow Racecourse

9.0/10 (26 reviews)

Chepstow Racecourse is 0.9 mi (1.5 km) from central St Arvans, why not stop by during your stay.

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St. Pierre Country Club

7.6/10 (17 reviews)

You might want to play some rounds at St. Pierre Country Club, located 0.6 mi (0.9 km) from central Mathern. Why not take a stroll along the port and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If St. Pierre Country Club doesn't quite scratch your golfing itch, Dewstow Golf Club is also nearby.

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Symonds Yat Rock

9.6/10 (7 reviews)

Symonds Yat Rock is 1.3 mi (2 km) from central Tidenham, why not stop by during your stay.

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Parva Farm Vineyard

10.0/10 (2 reviews)

Travelers might want a tour of Parva Farm Vineyard, just one of the places to visit in the heart of Tintern.

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Caerwent Roman Town

6.0/10 (2 reviews)

If you're planning a bit of sightseeing head to Caerwent Roman Town— just one of the monuments in Caerwent.

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Offa's Dyke National Trail - Southern Terminus

9.0/10 (7 reviews)

Offa's Dyke National Trail - Southern Terminus is 1.8 mi (3 km) from central Tidenham, why not stop by during your stay.

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About the destination

Chepstow is a friendly locale known for its restaurants. Nature lovers can visit Wye Valley and River Wye. While you're in town, don't miss a chance to see sights like Chepstow Racecourse and St. Pierre Country Club.