Chepstow Holidays

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Chepstow Holiday

Our pick of the best Chepstow Hotel Deals

The Chepstow Inn

The Chepstow Inn

3.5 out of 5
#2 Concession Road 6, Brockton, ON
The price is NZ$345 per night from 12 Aug to 13 Aug
NZ$345
12 Aug - 13 Aug
includes taxes & fees
9.6/10 Exceptional! (80 reviews)
"Amazing all around. Exactly what you hope to have in a B&B: excellent rooms (tastefully updated while maintaining all the original charm of the building), friendly and helpful host, lovely property and common spaces, and a great breakfast to start your day."

Reviewed on 4 Aug. 2025

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 NZ$160 per night from 17 Aug to 18 Aug
NZ$160
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (960 reviews)
"Breakfast was great"

Reviewed on 7 Aug. 2025

SureStay Plus Hotel by Best Western Kincardine
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2 MILLENNIUM WAY, Kincardine, ON
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 9 Sept to 10 Sept
NZ$198
9 Sept - 10 Sept
includes taxes & fees
8/10 Very Good! (232 reviews)
"The room had stale air."

Reviewed on 4 Aug. 2025

Comfort Inn & Suites
See all 64 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?
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 holiday 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 holiday packages? Try to avoid public holidays and any major events.
How many days is enough for Chepstow?
With a well-organised 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 holiday 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," "Traveller 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Chepstow holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging stays and flights separately. Better still, you can personalise 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 holiday 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 holiday package.

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