Chepstow Holidays

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Top hotels in Chepstow

The Chepstow Inn

The Chepstow Inn

3.5 out of 5
#2 Concession Road 6, Brockton, ON
The price is S$264 per night from 1 Aug to 2 Aug
S$264
1 Aug - 2 Aug
includes taxes & fees
"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 15 Sep, 2024

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 S$123 per night from 10 Aug to 11 Aug
S$123
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (933 reviews)
"The breakfast was good!! The suit was big and perfect for the kids:)"

Reviewed on 28 Jul, 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 S$170 per night from 21 Aug to 22 Aug
S$170
21 Aug - 22 Aug
includes taxes & fees
7.8/10 Good! (219 reviews)
"The rooms drapes and carpet needed cleaning . Other than that , it was nice and comfortable"

Reviewed on 26 Jul, 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.