TOP Historic Hotels in Chepstow for 2026

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Our top choices for Chepstow historic hotels

A large castle with multiple towers and a well-maintained garden.

1. Thornbury Castle, Relais & Châteaux

Bristol

Maria Estela

includes taxes & fees

1 Nov - 2 Nov

A gravel driveway leading to a stone wall and a building with ivy-covered walls.

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

Lydney

Samuel P.

includes taxes & fees

2 Nov - 3 Nov

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

3. The Bear Hotel, Crickhowell

Crickhowell

Phillip

includes taxes & fees

30 Oct - 31 Oct

A small, rustic building with a green door and windows, surrounded by lush greenery and a gravel path.

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

Dyrham

Bernadette W.

includes taxes & fees

8 Nov - 9 Nov

A building with ivy-covered walls, a cobblestone courtyard, and wooden chairs arranged for an event.

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

Clevedon

includes taxes & fees

3 Nov - 4 Nov

A covered swimming pool with a hot tub, stone walls, and outdoor seating.

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

Badminton

Emily G.

includes taxes & fees

1 Nov - 2 Nov

A garden with a large, rusted metal basin in the center, surrounded by well-manicured hedges and flowering plants. In the background, there is a stone structure with arches.

7. Cotswold Manor House - Group Accommodation in The Cotswolds

Badminton

Elizabeth M.

includes taxes & fees

1 Nov - 2 Nov

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Top Chepstow Hotel Reviews

Delta Hotels by Marriott Bristol City Centre

10/10 Excellent

"Nice, clean room with comfortable bed. The executive lounge was a lovely bonus with complimentary snacks and drinks offered. Big choice at breakfast. Central location."

De Vere Tortworth Court

8/10 Good

"The hotel is beautiful, lovely places to have drinks and eat, the garden were beautiful in the morning and it was pleasant to sit outside on an autumn morning... most staff very helpful and willing. Areas requiring improvement: it was a busy evening and the main restaurant was booked out, then again at breakfast it was full, we got informed we could sit in the connecting library (which didn't have proper tables for eating) or the atrium so twice on our stay we didn't get to eat in the main restaurant. We paid for a suite and it didn't have water in the rooms, on asking I got told about water filters on each floor which is great environmentally but actually having had no bottles provided in the room for obtaining water just made the concept a bit useless! Also on asking for potentially an extra half hour in the morning I got told I could if I paid more money yet I had purchased a suite and actually this should be a perk occasionally especially if you have young children. A few niggles that take away from what could be a great hotel get away."

Coldra Court Hotel by Celtic Manor

8/10 Good

"Very clean room, very comfortable bed. Bathroom is lovely and shower is great. Hallways are a little dated decor wise but apart from this all good. Staff are super friendly and helpful. Over night car park charge of £16. Did not dine in restaurant on this occasion or use the leisure facilities as we’re visiting friends. Would happily stay again."

Delta Hotels by Marriott St. Pierre Country Club

8/10 Good

"We recently stayed at Delta Hotels by Marriott St. Pierre Country Club and had a mixed experience overall. The location was lovely, and we particularly enjoyed the swimming pool and hot tub. Breakfast was also a highlight and a great way to start the day. The staff were excellent throughout our stay, and we appreciated their apologies when issues arose. Unfortunately, there were a couple of disappointments. We requested for our room to be cleaned, but this wasn’t done, which was frustrating. At breakfast, the hotel had also run out of dairy alternatives, which was disappointing for guests who rely on these options. Although the staff apologised, these issues did take away from what could otherwise have been a more enjoyable stay. Overall, we enjoyed the location, leisure facilities and breakfast, and the friendly staff were a positive aspect of our visit. However, more consistency with housekeeping and ensuring dietary alternatives are available at breakfast would have made a real difference. With a little more attention to these details, the hotel could offer a much better overall experience."

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 70 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?

Favourite places to visit include Chepstow Racecourse, St. Pierre Country Club and Tintern Abbey. A couple of additional sights to add to your itinerary are Wye Valley and River Wye.

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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Check availability on Chepstow Historic Hotels

Our top choices for Chepstow historic hotels

1. Thornbury Castle, Relais & Châteaux

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

3. The Bear Hotel, Crickhowell

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

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

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

7. Cotswold Manor House - Group Accommodation in The Cotswolds

Top Chepstow Hotel Reviews

Delta Hotels by Marriott Bristol City Centre

Future Inns Cardiff Bay

De Vere Tortworth Court

Novotel Cardiff Centre

Bristol Marriott Royal Hotel

Celtic Manor Resort

Coldra Court Hotel by Celtic Manor

Delta Hotels by Marriott St. Pierre Country Club

Aztec Hotel & Spa

Frequently asked questions

Explore a world of travel with Expedia

Search Historic Hotels in Chepstow

Change your mind

Treat yourself

Be picky

Check availability on Chepstow Historic Hotels

Our top choices for Chepstow historic hotels

1. Thornbury Castle, Relais & Châteaux

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

3. The Bear Hotel, Crickhowell

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

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

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

7. Cotswold Manor House - Group Accommodation in The Cotswolds

Top Chepstow Hotel Reviews

Delta Hotels by Marriott Bristol City Centre

Frequently asked questions

Explore a world of travel with Expedia