Chepstow Holidays from AU$381

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Your Chepstow Holiday

The hassle-free way to experience this interesting city is with a tailor-made Chepstow holiday package. Base yourself in the neighbourhood of Trellech United, which is good for culture, nature and history or go someplace else — our packages are all about you. If sightseeing is part of the plan during your trip to Chepstow, swing by top attractions like Chepstow Racecourse, Tintern Abbey and Chepstow Castle. Whoever you're taking a break with and whatever your budget, your dream Chepstow holiday is just a few clicks away with Expedia.

The Latest Chepstow Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Tawny Owl

The Tawny Owl

3.5 out of 5
per person
31 Aug - 3 Sept
found 1 day ago
Return flight included
Paris (ORY) to Bristol (BRS)
8.6/10 Excellent! (250 reviews)
Only 3/5 as my room was next to the extractor from the kitchen. The noise stopped around 2100 so a good nights dleep

Reviewed on 8 Jul. 2025

The Bull Hotel

The Bull Hotel

4 out of 5
per person
31 Aug - 3 Sept
found 1 day ago
Return flight included
Paris (ORY) to Bristol (BRS)
9/10 Wonderful! (303 reviews)
Rooms were clean. Perfect authentic England feel. The restaurant was also very good.

Reviewed on 10 Jul. 2025

Best Western Compass Inn

Best Western Compass Inn

3 out of 5
Tormarton
per person
31 Aug - 3 Sept
found 1 day ago
Return flight included
Paris (ORY) to Bristol (BRS)
8/10 Very Good! (332 reviews)
Needs some updating but clean, good location and friendly staff. Conviently located restaurant/pub part of hotel with a good range of food on offer at competitive prices. Good selection of breakfast items.

Reviewed on 20 Jul. 2025

Novotel Bristol Centre

Novotel Bristol Centre

4 out of 5
Bristol Floating Harbour
per person
31 Aug - 3 Sept
found 1 day ago
Return flight included
Paris (ORY) to Bristol (BRS)
8.4/10 Very Good! (1,000 reviews)
Good location. Room amenities were fine. The air conditioning wasn't functioning, and when i reported that, it wasn't fixed, and their was no acknowledge that it wasn't taken care of.

Reviewed on 16 Jul. 2025

Mendip Spring Golf Club

Mendip Spring Golf Club

3 out of 5
per person
31 Aug - 3 Sept
found 1 day ago
Return flight included
Paris (ORY) to Bristol (BRS)
8.6/10 Excellent! (135 reviews)
Great place to stay for an early morning flight from Bristol airport. Room was good and clean although the hand rail in the bathroom was falling off the wall and the mattresses were squeaky and not very comfy. The golf resort however is nice and well kept. Overall I would definitely stay here again.

Reviewed on 2 Jul. 2025

Chepstow Holiday

Chepstow Essential Information

Language
Welsh
Currency
British pounds sterling
Closest Airport
Bristol Intl. Airport (BRS)
Population
16,200
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Berkeley Castle, Chepstow Castle and Caldicot Castle

Our pick of the best 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
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 28 Aug to 29 Aug
AU$180
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Tintern Abbey is an especially good recommendation for tourists. If possible, hiking spaces around the area would be nice."

Reviewed on 18 Jul. 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
The price is AU$201 per night from 11 Aug to 12 Aug
AU$201
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (1,330 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 27 Jul. 2025

Celtic Manor Resort
Delta Hotels by Marriott Bristol City Centre

Delta Hotels by Marriott Bristol City Centre

4 out of 5
2 Lower Castle Street, Old Market, Bristol, England
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 3 Aug to 4 Aug
AU$154
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (356 reviews)
"Good stay."

Reviewed on 21 Jul. 2025

Delta Hotels by Marriott Bristol City Centre
See all 3,174 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.
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beach holidays
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Beach Holidays

Discover the most popular places to visit in Chepstow

Millennium Stadium showing a river or creek and modern architecture

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 Island Beach

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 architecture, château or palace and heritage elements

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

What to do in Chepstow

Cardiff: City Highlights Guided Walking Tour

Cardiff: City Highlights Guided Walking Tour

AU$35
per adult
Cardiff: City Highlights Guided Walking Tour
From Cardiff: Cliffs, Beaches And Castles Of South Wales

Cardiff: South Wales Cliffs, Beaches & Castles Day Tour

AU$182
per adult
Cardiff: South Wales Cliffs, Beaches & Castles Day Tour
Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

AU$27
per adult
74% of travellers recommend
Cardiff Bay Boat Tour
See all activities in Chepstow

Frequently asked questions

How much does a Chepstow holiday package cost?
Offering excellent value package deals from AU$381 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.

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