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Luxury Hotels in Chepstow

October 2026
November 2026

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Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Luxury Hotels in Chepstow

1. Thornbury Castle, Relais & Châteaux

Thornbury Castle, Relais & Châteaux
Bristol
  • Concierge services
$228
$273 total
includes taxes & fees
Oct 4 - Oct 5
Thornbury Castle, Relais & Châteaux

2. Old Church Farm

Old Church Farm
Bristol
  • Free parking
  • Free WiFi
  • Bar
  • Non-smoking
$166
$199 total
includes taxes & fees
Oct 4 - Oct 5
Old Church Farm

3. Berwick Lodge

Berwick Lodge
Bristol
  • Free parking
  • Free WiFi
  • Restaurant
  • Bar
  • 24/7 front desk
  • Non-smoking
$148
$178 total
includes taxes & fees
Oct 2 - Oct 3
Berwick Lodge

4. Deanfield Bed and Breakfast

Deanfield Bed and Breakfast
Lydney
  • Free breakfast
  • Free parking
  • Free WiFi
  • Laundry facilities
  • Non-smoking
$134
$160 total
includes taxes & fees
Oct 12 - Oct 13
Deanfield Bed and Breakfast

5. Newbridge on Usk

Newbridge on Usk
Llanhennock
  • Free parking
  • Free WiFi
  • Restaurant
  • Bar
  • 24/7 front desk
  • Non-smoking
$112
$134 total
includes taxes & fees
Oct 26 - Oct 27
Newbridge on Usk

6. Celtic Manor Resort

Celtic Manor Resort
Newport
  • 8 restaurants
  • Full-service spa
  • 2 indoor pools
  • Concierge services
$161
$193 total
includes taxes & fees
Oct 11 - Oct 12
Celtic Manor Resort

7. The Ormond At Tetbury

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
The Ormond At Tetbury

8. The Royal Lodge

The Royal Lodge
Ross-on-Wye
  • Pet friendly
  • Parking available
  • Free WiFi
  • Restaurant
  • Bar
$79
$94 total
includes taxes & fees
Oct 19 - Oct 20
The Royal Lodge

9. The Saracens Head Inn

The Saracens Head Inn
Ross-on-Wye
  • Free breakfast
  • Free WiFi
  • Restaurant
  • Bar
  • Non-smoking
$160
$192 total
includes taxes & fees
Oct 5 - Oct 6
The Saracens Head Inn

10. The Rising Sun

The Rising Sun
Bristol
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
  • Bar
  • Non-smoking
$80
$96 total
includes taxes & fees
Oct 18 - Oct 19
The Rising Sun

11. Parkway Hotel & Spa

Parkway Hotel & Spa
Llantarnam
  • 2 bars
  • Full-service spa
  • Indoor pool
$121
$145 total
includes taxes & fees
Oct 18 - Oct 19
Parkway Hotel & Spa

12. The Fountain Inn

The Fountain Inn
Lydney
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
  • Bar
  • Non-smoking
$165
$198 total
includes taxes & fees
Sep 30 - Oct 1
The Fountain Inn

13. The Bear Hotel, Crickhowell

The Bear Hotel, Crickhowell
Crickhowell
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
  • Bar
$160
$192 total
includes taxes & fees
Oct 4 - Oct 5
The Bear Hotel, Crickhowell

14. Bryn Meadows Golf, Hotel & Spa

Bryn Meadows Golf, Hotel & Spa
Maesycwmmer
  • 2 bars
  • Full-service spa
  • Indoor pool
  • Concierge services
$133
$160 total
includes taxes & fees
Oct 4 - Oct 5
Bryn Meadows Golf, Hotel & Spa

15. Hilton Cardiff

Hilton Cardiff
Cardiff City Centre
  • Hot tub
  • Indoor pool
$112
$134 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Cardiff

16. Frederick Place Your Apartment

Frederick Place Your Apartment
Clifton
  • Kitchen
  • Laundry facilities
  • Parking available
  • Free WiFi
  • Lounge area
  • Non-smoking
$258
$376 total
includes taxes & fees
Oct 1 - Oct 2
Frederick Place Your Apartment

17. Rowan Tree Your Apartment

Rowan Tree Your Apartment
Cotham
  • Kitchen
  • Laundry facilities
  • Parking available
  • Free WiFi
  • Lounge area
  • Non-smoking
$289
$347 total
includes taxes & fees
Oct 9 - Oct 10
Rowan Tree Your Apartment

18. The Snug No 35 West End

The Snug No 35 West End
Stroud
  • Kitchen
  • Pet friendly
  • Free WiFi
  • Non-smoking
$667
$800 total
includes taxes & fees
Oct 22 - Oct 23
The Snug No 35 West End

19. Creates

Creates
Monmouth
  • Parking available
  • Free WiFi
  • Non-smoking
$134
$160 total
includes taxes & fees
Oct 4 - Oct 5
Creates

20. Lea House Bed and Breakfast

Lea House Bed and Breakfast
Ross-on-Wye
  • Concierge services
$120
$144 total
includes taxes & fees
Sep 30 - Oct 1
Lea House Bed and Breakfast
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Top neighborhoods in Chepstow

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.

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.
Photo by Miguel Vasquez

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.