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5 Star Hotels in Chepstow

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Featured 5 Star Chepstow Hotels

Celtic Manor Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min drive from Chepstow Racecourse
Book a stay at this luxury hotel in Newport. Enjoy free WiFi, 2 indoor pools, and a full-service spa. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowCeltic Manor Resort
Berwick Lodge
5 out of 5
  • 22 min drive from Chepstow Racecourse
Book a stay at this luxury inn in Bristol. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cabot Circus Shopping Centre and Bristol ...
Opens in a new windowBerwick Lodge
The Old House At Home
5 out of 5
Fully refundableReserve now, pay when you stay
  • 29 min drive from Chepstow Racecourse
Book a stay at this luxury inn in Chippenham. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Old House At Home
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The Rising Sun
5 out of 5
Fully refundableReserve now, pay when you stay
  • 41 min drive from Chepstow Racecourse
Book a stay at this luxury inn in Bristol. Enjoy free WiFi, free parking, and room service. Popular attractions Frenchay Village Museum and Tyntesfield are located ...
Opens in a new windowThe Rising Sun
The Bear and Swan
5 out of 5
Fully refundableReserve now, pay when you stay
  • 48 min drive from Chepstow Racecourse
Book a stay at this luxury inn in Bristol. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThe Bear and Swan
Old Church Farm
5 out of 5
  • 14 min drive from Chepstow Racecourse
Book a stay at this luxury guesthouse in Bristol. Enjoy breakfast (surcharge), a conference center, and a garden. Popular attractions West Country Water Park ...
Opens in a new windowOld Church Farm
The Hollywood Beautiful 3 Bedroom House
5 out of 5
  • 33 min drive from Chepstow Racecourse
Book a stay at this luxury vacation home in Cardiff. Enjoy free WiFi, free parking, and Netflix. Popular attractions Cardiff Castle and Principality Stadium ...
Opens in a new windowThe Hollywood Beautiful 3 Bedroom House
The Bell At Skenfrith
5 out of 5
  • 38 min drive from Chepstow Racecourse
Book a stay at this luxury guesthouse in Abergavenny. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Popular attractions Oldfield Forge and ...
Opens in a new windowThe Bell At Skenfrith
The Creamery
5 out of 5
  • 14 min drive from Chepstow Racecourse
Book a stay at this luxury cottage in Stonehouse. Enjoy free WiFi and free parking. Popular attractions Woodchester Park and The New Lawn are located ...
Opens in a new windowThe Creamery
Woodchester Valley House
5 out of 5
  • 15 min drive from Chepstow Racecourse
Book a stay at this luxury vacation home in Stroud. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Woodchester Valley Vineyard and ...
Opens in a new windowWoodchester Valley House
The Snug No 35 West End
5 out of 5
  • 16 min drive from Chepstow Racecourse
Book a stay at this luxury cottage in Stroud. Enjoy free WiFi and a garden. Popular attractions Minchinhampton Common and Arcade Archive are located nearby.
Opens in a new windowThe Snug No 35 West End
The Manor @ The Hamlet 73982
5 out of 5
  • 27 min drive from Chepstow Racecourse
Stay at this 5-star luxury apartment in Cinderford. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Littledean Jail and Dean Heritage ...
Opens in a new windowThe Manor @ The Hamlet 73982
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5-Star Hotel in Chepstow

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Chepstow.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Chepstow for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $81.

  • Amenities: Chepstow skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Chepstow—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Chepstow your way.