Chepstow Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ₩234,741 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

Find the Best Chepstow Vacation Packages

Chepstow Hotel Deals

The Chepstow Inn
The Chepstow Inn
3.5 out of 5
#2 Concession Road 6, Brockton, ON
"We liked the greeting from Kym and her dog, both very friendly. Kym greeted us at the front door and showed us to our room. Room had everything needed, including fridge with a bit of stocked juices, exceptional tv and wide variety of channels, coffee machines with various teas and coffees, well stocked ..."

Reviewed on Sep 15, 2024

Get rates
The Chepstow Inn
SureStay Plus Hotel by Best Western Kincardine
SureStay Plus Hotel by Best Western Kincardine
2.5 out of 5
791 Durham Street, Kincardine, ON
Fully refundableReserve now, pay when you stay
The price is ₩114,882 per night from Jul 6 to Jul 7
₩114,882
₩129,817 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very Good! (872 reviews)
"Clean spacious but breakfast was rather disappointing"

Reviewed on Jun 23, 2025

SureStay Plus Hotel by Best Western Kincardine
TownePlace Suites by Marriott Kincardine
TownePlace Suites by Marriott Kincardine
3 out of 5
19 Millenium Way, Kincardine, ON
Fully refundableReserve now, pay when you stay
The price is ₩177,107 per night from Jul 1 to Jul 2
₩177,107
₩200,131 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (534 reviews)
"Great having breakfast included and a decent sized room with insuite amenities ."

Reviewed on Jun 22, 2025

TownePlace Suites by Marriott Kincardine
See all 69 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?
You'll find cheap prices on Expedia for your Chepstow break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Chepstow costs.
What are the cheapest months to go to Chepstow?
The off-season is the best time to visit Chepstow if you're trying to keep costs down. Another tip for scoring cheap Chepstow vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Chepstow?
With a well-organized travel plan, you can easily visit the top Chepstow attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day tours, think about booking your Chepstow vacation for longer.
How to find the best Chepstow package deals?
Bagging a cheap Chepstow package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chepstow package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Chepstow vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can personalize your Chepstow escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Chepstow?
If you're planning a spur-of-the-moment Chepstow adventure, browse 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 score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Chepstow?

  1. Choose your travel dates: What you'd like to do in Chepstow and your preferred season will help you decide when to go.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to Chepstow. Then, choose a property that works with your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Chepstow. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chepstow vacation package.

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