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
Fully refundableReserve now, pay when you stay
The price is AED 348 per night from Jun 29 to Jun 30
AED 348
AED 418 total
includes taxes & fees
29 Jun - 30 Jun
8.2/10 Very Good! (1,006 reviews)
"Staff deserve a special mention - they made sure felt welcome and had everything we needed travelling with a baby. Room was slightly dated, but it was spacious, clean, and had everything we needed. Gym and pool were great. Restaurant food was delicious."

Reviewed on 1 June 2025

Delta Hotels by Marriott St. Pierre Country Club
Mollie's Motel & Diner
Mollie's Motel & Diner
3.5 out of 5
Cribbs Causeway, A4018, Bristol, England
The price is AED 297 per night from Jun 22 to Jun 23
AED 297
AED 356 total
includes taxes & fees
22 Jun - 23 Jun
9.2/10 Wonderful! (2,096 reviews)
"Excellent hotel with a nice reasonable Diner next door"

Reviewed on 30 May 2025

Mollie's Motel & Diner
Village Hotel Bristol
Village Hotel Bristol
4 out of 5
Bullfinch Close, Filton, Bristol, England
Fully refundableReserve now, pay when you stay
The price is AED 270 per night from Jun 8 to Jun 9
AED 270
AED 323 total
includes taxes & fees
8 Jun - 9 Jun
8/10 Very Good! (1,004 reviews)
Village Hotel
"It was clean, excellent facilities and had amazing food"

Reviewed on 1 June 2025

Village Hotel Bristol
See all 3,175 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 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 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.

Discover the most popular places to visit in Chepstow

Millennium Stadium showing modern architecture and a river or creek

Principality Stadium

4/5(21 reviews)

Catch an event at Principality Stadium during your trip to Cardiff. Discover the area's entertainment choices, or seek out its local tours.

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

Cardiff Bay

4.5/5(26 reviews)

Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the lively bars and acclaimed theater scene in this walkable area.

Cardiff Bay
Barry, South Wales. Vale of Glamorgan. UK

Barry Island Beach

4.5/5(4 reviews)

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

Barry Island Beach