Chepstow Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chepstow

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
Fully refundableReserve now, pay when you stay
The price is 2.997.054 ₫ per night from 25 Aug to 26 Aug
2.997.054 ₫
3.596.465 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"I would like to mention Natalie,at reception, we had a issue re breakfast, we went to her and her customer service was excellent. She sorted our issue wuth care,compassion and efficiently. Well dine and thankyou,Natalie, we will definitely come again,with such excellent customer services"

Reviewed on 9 Aug 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 3.204.771 ₫ per night from 20 Aug to 21 Aug
3.204.771 ₫
3.845.725 ₫ total
20 Aug - 21 Aug
includes taxes & fees
8.2/10 Very Good! (1,299 reviews)
"In my room noted cobwebs by the windows with dust. Air conditioning didnt cool despite reducing temperature settings."

Reviewed on 16 Aug 2025

Celtic Manor Resort
Holland House Hotel Cardiff By Sunday

Holland House Hotel Cardiff By Sunday

4 out of 5
24-26 Newport Road, Cardiff, Wales
Fully refundableReserve now, pay when you stay
The price is 1.978.946 ₫ per night from 31 Aug to 1 Sept
1.978.946 ₫
2.374.735 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Very good apart from car park charge at £20 for one night."

Reviewed on 15 Aug 2025

Holland House Hotel Cardiff By Sunday
See all 3,178 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.

Popular places to visit

Millennium Stadium featuring a river or creek and modern architecture

Principality Stadium

Catch an event at Principality Stadium during your trip to Cardiff. Discover the area's acclaimed theatre scene or seek out its local tours.

Principality Stadium
Wales Millennium Centre showing modern architecture, a city and a square or plaza

Cardiff Bay

Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the top-notch restaurants and acclaimed theatre scene in this relaxing area.

Cardiff Bay
Barry Island Beach

Barry Island Beach

If a restful holiday is part of your travel plans, Barry Island Beach might be the perfect place to visit during your trip to Barry. Amble around the area's gardens or visit its churches.

Barry Island Beach

Frequently asked questions

How much does a Chepstow holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holidays 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 neighbourhoods 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 holiday package to Chepstow?
Well known for its history and home to popular attractions like Chepstow Castle, a Chepstow holiday 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 holiday package as soon as possible.
Is it cheaper to book a Chepstow holiday as a package?
You can enjoy significant savings on your Chepstow escape by booking a customised holiday 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 holiday 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 accommodation, 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 holiday package that brings all your bookings together.