Chepstow Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 ฿3,001 per night from 26 Jan to 27 Jan
฿3,001
฿3,601 total
includes taxes & fees
26 Jan - 27 Jan
8.2/10 Very Good! (1,001 reviews)
"Beautiful property"

Reviewed on 29 Dec 2024

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 ฿3,119 per night from 6 Jan to 7 Jan
฿3,119
฿3,743 total
includes taxes & fees
6 Jan - 7 Jan
8.2/10 Very Good! (1,212 reviews)
"Great check in very quick and friendly. Used spa and pool before check in which was nice but felt like things are due to be updated. This continued when getting to the room. Overall nice stay but maybe be time to modernise"

Reviewed on 4 Jan 2025

Celtic Manor Resort
Mollie's Motel & Diner
Mollie's Motel & Diner
3.5 out of 5
Cribbs Causeway, A4018, Bristol, England
The price is ฿2,858 per night from 16 Jan to 17 Jan
฿2,858
฿3,429 total
includes taxes & fees
16 Jan - 17 Jan
9.2/10 Wonderful! (2,007 reviews)
Me and my Partner loved it !!
"Very clean , very modern , great tv in room, awsome bar which was 24/7 with a great selection of cocktails and very friendly Bar staff!"

Reviewed on 3 Jan 2025

Mollie's Motel & Diner
See all 3,058 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.

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.

Popular places to visit

Millennium Stadium featuring a river or creek and modern architecture

Principality Stadium

4.5/5(198 reviews)

The spiritual home of Welsh rugby, the Principality Stadiumin Cardiff is one of the most famous sporting arenas on the planet, envied the world over for its cauldron-like atmosphere and state-of-the-art facilities.

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

Cardiff Bay

4.5/5(190 reviews)

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
Cardiff Castle showing heritage architecture, château or palace and heritage elements

Cardiff Castle

4.5/5(251 reviews)

Located in the heart of the city centre, Cardiff Castle is one of Wales’ most important cultural attractions. A rich history spanning 2,000 years is contained within its walls and fairytale-style towers.

Cardiff Castle

What to do in Chepstow

From Cardiff: Guided Tour of Welsh Valleys

From Cardiff: Guided Tour of Welsh Valleys

฿3,791
per adult
100% of travellers recommend
From Cardiff: Guided Tour of Welsh Valleys
Alcotraz Prison Cocktail Experience in Cardiff

Alcotraz Prison Cocktail Experience in Cardiff

฿2,014
per adult
Alcotraz Prison Cocktail Experience in Cardiff
Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

฿551
per adult
80% of travellers recommend
Cardiff Bay Boat Tour
See all activities in Chepstow
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.