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

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Chepstow historic hotels

A room with large arched windows, a chandelier, two ornate chairs with red cushions, and a table with a white tablecloth.
A building with a fountain in front, surrounded by a garden with white flowers and a paved walkway.
A historic building with a courtyard, stone walls, and traditional architecture.

1. Thornbury Castle, Relais & Châteaux

Thornbury Castle, Relais & Châteaux
Bristol
Australia
John
£279
includes taxes & fees
16 Sept - 17 Sept
Thornbury Castle, Relais & Châteaux
A gravel driveway leading to a stone wall and a building with ivy-covered walls.
A cozy living room with a fireplace, two sofas, a coffee table, and a stone-tiled floor.
A stone building with ivy-covered walls and a gravel driveway leading to a bench.
A kitchen with white cabinets, a wooden countertop, a sink, a microwave, and a toaster.

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

HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Lydney
United Kingdom
Samuel P.
£853
includes taxes & fees
15 Sept - 16 Sept
HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
A formal garden with a gravel path leading to a building with classical architecture.
A hotel room with a large bed, a fireplace, a wooden door, and a mirror on the wall.
A room with a dark wooden door, a chair with a patterned cushion, a small window, and a ceiling light fixture.
A small, rustic building with a green door and windows, surrounded by lush greenery and a gravel path.

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
United Kingdom
Steven L.
£227
includes taxes & fees
21 Sept - 22 Sept
Individual Self-Contained Private cottage with garden at Dyrham Park, near Bath
A building with ivy-covered walls, a cobblestone courtyard, and wooden chairs arranged for an event.
A chef preparing desserts in a well-lit, elegant room with a marble floor, a large mirror, and a chandelier.
A stone building with a small window, surrounded by a well-maintained lawn and flowering trees.
An aerial view of a historic castle surrounded by lush greenery and rolling hills.

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

Majestic 17th-century castle in stunning Somerset countryside. Pet friendly.
Clevedon
£9,269
includes taxes & fees
15 Sept - 16 Sept
Majestic 17th-century castle in stunning Somerset countryside. Pet friendly.
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 cozy living room with a patterned sofa, a fireplace, and a stone wall.
A modern bathroom with a freestanding bathtub, a towel, and a window with curtains.

5. The Bear Hotel, Crickhowell

The Bear Hotel, Crickhowell
Crickhowell
United Kingdom
Susan
£164
includes taxes & fees
15 Sept - 16 Sept
The Bear Hotel, Crickhowell
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.
A modern kitchen with a central island, dark cabinetry, and a large window.
A modern kitchen with a central island, bar stools, and a view of the outdoors through large windows.
A large, historic building with a symmetrical facade, surrounded by a well-maintained lawn and trees.

6. Cotswold Manor House - Group Accommodation in The Cotswolds

Cotswold Manor House - Group Accommodation in The Cotswolds
Badminton
United States
Elizabeth M.
£2,751
includes taxes & fees
15 Sept - 16 Sept
Cotswold Manor House - Group Accommodation in The Cotswolds
A covered swimming pool with a hot tub, stone walls, and outdoor seating.
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.
A corner room with a white wall, a window overlooking a pool, and two large green plants.
A large, historic building with a symmetrical facade, surrounded by a well-maintained lawn and trees.

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

A large group retreat that sleeps 20 guests in 7 bedrooms
Badminton
United Kingdom
Emily G.
£3,110
includes taxes & fees
15 Sept - 16 Sept
A large group retreat that sleeps 20 guests in 7 bedrooms
View all properties

Top Chepstow Hotel Reviews

Future Inns Cardiff Bay

Future Inns Cardiff Bay

10/10 Excellent
"Friendly staff and excellent service thankyou"
David 1-night trip
Posted less than an hour ago
Future Inns Cardiff Bay
Celtic Manor Resort

Celtic Manor Resort

10/10 Excellent
"Beautiful hotel. Nice spa with steam and Sauna. Very wonderful views"
Rashmi 1-night trip
Posted 3 hours ago
Celtic Manor Resort
Delta Hotels by Marriott Bristol City Centre

Delta Hotels by Marriott Bristol City Centre

10/10 Excellent
"Great location, close parking and comprehensive buffet restaurant. Really need to get the third elevator fixed, you spend a lot of time waiting for the elevator."
Bruce 2-night trip
Posted 14 hours ago
Delta Hotels by Marriott Bristol City Centre
Bristol Marriott Royal Hotel

Bristol Marriott Royal Hotel

10/10 Excellent
"I felt like I was staying in the sort of hotel that’s two or three stars above my pay grade or social station, but the staff were astounding and keen to make sure everyone felt welcome."
Steve 2-night trip
Posted 14 hours ago
Bristol Marriott Royal Hotel
Ramada by Wyndham Bristol West

Ramada by Wyndham Bristol West

10/10 Excellent
"Clean and good place to stay in. Even the nightly price is fair. Strongly recommended"
NACER 1-night trip
Posted 19 hours ago
Ramada by Wyndham Bristol West
Delta Hotels by Marriott St. Pierre Country Club

Delta Hotels by Marriott St. Pierre Country Club

10/10 Excellent
"Stunning place, very helpful staff, lovely food, rooms are excellent"
Jason 1-night trip
Posted 10 days ago
Delta Hotels by Marriott St. Pierre Country Club

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 71 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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