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

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Check availability on Chepstow Historic Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Chepstow historic hotels

Food and drink

1. Thornbury Castle, Relais & Châteaux

Thornbury Castle, Relais & Châteaux
4.0 star property
Bristol
9.6 out of 10, Exceptional, (662 reviews)
"The dinner and breakfast was wonderful. It was a great experience sleeping in a castle."
Australia
Melissa-Jane
The price is £366
includes taxes & fees
28 Aug - 29 Aug
Thornbury Castle, Relais & Châteaux
Property grounds

2. HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Lydney
10.0 out of 10, Exceptional, (30 reviews)
"A great property with a few clearly defined spaces to enjoy. The location was great for an enjoyable pleasant weekend, and the process with the host was very efficient and slick."
United Kingdom
Samuel P.
The price is £853
includes taxes & fees
12 Aug - 13 Aug
HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Property grounds

3. Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath

Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
Dyrham
9.8 out of 10, Exceptional, (17 reviews)
"Just amazing will be staying again"
United Kingdom
Steven L.
The price is £194
includes taxes & fees
4 Aug - 5 Aug
Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
Exterior

4. The Bear Hotel, Crickhowell

The Bear Hotel, Crickhowell
3.0 star property
Crickhowell
9.2 out of 10, Wonderful, (265 reviews)
"We really enjoyed our stay, Room was very comfortable and quiet. Lovely choice for breakfast, and had a good menu for lunch and dinner."
United Kingdom
Irene
The price is £149
includes taxes & fees
2 Aug - 3 Aug
The Bear Hotel, Crickhowell
Terrace/patio

5. Majestic 17th-century castle in stunning Somerset countryside. Pet friendly.

Majestic 17th-century castle in stunning Somerset countryside. Pet friendly.
Clevedon
The price is £9,269
includes taxes & fees
4 Aug - 5 Aug
Majestic 17th-century castle in stunning Somerset countryside. Pet friendly.
Indoor pool, a heated pool

6. A large group retreat that sleeps 20 guests in 7 bedrooms

A large group retreat that sleeps 20 guests in 7 bedrooms
Badminton
10.0 out of 10, Exceptional, (1 review)
"Fabulous house with amazing views! 19 of us stayed at the property, ages ranging from 3- 65! The house is spacious and well equipped white a lovely outdoor area and bbq! We all loved the hot tub and swimming pool. Would love to visit again!"
United Kingdom
Emily G.
The price is £6,160
includes taxes & fees
2 Aug - 3 Aug
A large group retreat that sleeps 20 guests in 7 bedrooms
Property grounds

7. Cotswold Manor House - Group Accommodation in The Cotswolds

Cotswold Manor House - Group Accommodation in The Cotswolds
Badminton
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous place for a large family get together. Really lovely property in a great location. Any problems were fixed promptly. Well kitted out kitchen and the hot tub was a big hit. Nice touches like a toy cupboard to keep little ones occupied.Plenty of space outside for children to play and explore."
United States
Elizabeth M.
The price is £2,751
includes taxes & fees
2 Aug - 3 Aug
Cotswold Manor House - Group Accommodation in The Cotswolds
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.
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Top Chepstow Hotel Reviews

Novotel Cardiff Centre

Novotel Cardiff Centre

10/10 Excellent
"Its a bit 15 to 20 minutes walk tk city Center and the Cardiff Bay. But locations was quiet and clean. Staff was great except the one bartender named Sayad. Very grumpy and rude to customers."
J Raymund Anthony 3-night trip
Posted 4 hours ago
Novotel Cardiff Centre

Frequently asked questions

What should a history enthusiast expect from a trip to Chepstow?
You're already probably planning a visit to sights of historical relevance while on holiday in Chepstow. While you're here, you can visit the spas and riverfront. And also relish a stop at the top-notch restaurants in this relaxing area.
How many historically relevant hotels are there in Chepstow?
Chepstow is home to 68 hotels and other accommodation options bookable on Expedia though not many historic hotels to choose from.
What are the top historical places and other sights in Chepstow?
Chepstow is notable for landmarks like Gate House. Natural beauty is on display at Wye Valley, River Wye and Symonds Yat Rock. A couple of additional sights to add to your itinerary are Chepstow Racecourse and St. Pierre Country Club.
What is a historic hotel like in Chepstow?
By booking a historic hotel, guests can enjoy a holiday in a place that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be transformed into a historic hotel provided that it has special significance. Traditional architecture and period features are often found in the guestrooms or communal spaces of these historic hotels in Chepstow, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The physical building and architecture of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value as well as how it shaped the community.
Do historic hotels in Chepstow have modern facilities?
Hotels include modern conveniences and safety features you might expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in any hotel will also be available in a historic hotel. When you choose a historic hotel in Chepstow, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.

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