Chepstow Vacations

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Find the Best Chepstow Vacation Packages

Chepstow Hotel Deals

Delta Hotels by Marriott St. Pierre Country Club

Delta Hotels by Marriott St. Pierre Country Club

4 out of 5
St Pierre Park, Chepstow, Wales
The price is ₩128,869 per night from Aug 31 to Sep 1
₩128,869
₩154,643 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Beautiful buildings and setting when you first arrive driving through the golf course. I had previously asked for an early check in as we were attending a wedding off site, however they did not manage that for us, so we stored our bags and checked in on our return from the wedding. Breakfast was ..."

Reviewed on Aug 1, 2025

Delta Hotels by Marriott St. Pierre Country Club
Celtic Manor Resort

Celtic Manor Resort

5 out of 5
Chepstow Road, Coldra Wood, Newport, Wales
Fully refundableReserve now, pay when you stay
The price is ₩165,688 per night from Aug 7 to Aug 8
₩165,688
₩198,826 total
Aug 7 - Aug 8
includes taxes & fees
8.2/10 Very Good! (1,293 reviews)
"This is a gem of a place! Thoroughly enjoyed the stay and the experience. Great staff who are welcoming! Definitely coming back again!"

Reviewed on Jul 27, 2025

Celtic Manor Resort
Hotel Indigo Cardiff by IHG

Hotel Indigo Cardiff by IHG

4 out of 5
Dominions Arcade Queen Street, Glamorgan, Cardiff, Wales
Fully refundable
The price is ₩122,579 per night from Sep 1 to Sep 2
₩122,579
₩147,094 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,438 reviews)
"Excellent hôtel, warm Welsh attention, comfortable and élégant. Very nice and complete breakfast!"

Reviewed on Aug 4, 2025

Hotel Indigo Cardiff by IHG
See all 3,172 properties in Chepstow
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.

Discover the most popular places to visit in Chepstow

Millennium Stadium showing modern architecture and a river or creek

Principality Stadium

Follow in the footsteps of sporting and musical greats when you tour this vast sporting arena. Walk on the pitch, see dressing rooms and lift a trophy.

Principality Stadium
Barry, South Wales. Vale of Glamorgan. UK

Barry Island Beach

If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan.

Barry Island Beach
Cardiff Castle showing heritage elements, heritage architecture and a castle

Cardiff Castle

A fortified tower from the 12th century, World War II tunnels and Welsh military history make a fascinating day out at this magnificent castle.

Cardiff Castle

Frequently asked questions

How much does a Chepstow vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Chepstow costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chepstow?
Plan your getaway for the shoulder or low season and you're likely to score cheap Chepstow vacation packages. Remember that public holidays and major festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Chepstow?
Chepstow vacations can be as short or long as you like, but to really sink your teeth into this destination, we'd suggest 2 days is about right. This will mean you can fit in top attractions like Chepstow Museum and Parva Farm Vineyard and track down some lesser-known gems. Don't skip cool neighborhoods such as Portskewett and Devauden either. If you're clever with your time, you can even take a day trip or two from Chepstow too.
Is it worth booking a vacation package to Chepstow?
Well known for its history and home to popular attractions like Chepstow Castle, a Chepstow vacation is sure to leave an impression. Another top sight worth exploring? Don't miss Symonds Yat Rock.
How to find the best Chepstow package deals?
Use Expedia's filters to help you find some unbeatable Chepstow package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Chepstow package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Chepstow vacation as a package?
You can enjoy significant savings on your Chepstow escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chepstow?
If you're considering a spontaneous Chepstow getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Chepstow?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Chepstow.
  2. Plan your budget wisely: In addition to the price of your accommodations, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Chepstow.
  3. Decide how many days away: Start by listing all the activities and attractions you want to get to in Chepstow. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Chepstow vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.