Chepstow Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to S$120 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

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$110 per night from 12 May to 13 May
S$110
per night
12 May - 13 May
8/10 Very Good! (647 reviews)
"friendly staff"

Reviewed on 30 Apr,2024

SureStay Plus Hotel by Best Western Kincardine
The Chepstow Inn
The Chepstow Inn
3.5 out of 5
#2 Concession Road 6, Brockton, ON
The price is S$279 per night from 5 May to 6 May
S$279
per night
5 May - 6 May
9.6/10 Exceptional! (77 reviews)
"Great hospitality from Kym. Breakfasts were a real treat. Great location to visit small town Ontario ."

Reviewed on 14 Oct,2023

The Chepstow Inn
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 S$179 per night from 10 May to 11 May
S$179
per night
10 May - 11 May
8.4/10 Very Good! (461 reviews)
"CLEAN AND COMFORTABLE LIGHT SWITCHES DIDN’T SEEM TO CONTROL HALLWAY AND DINING AREA LIGHTS?!"

Reviewed on 7 Feb,2024

TownePlace Suites by Marriott Kincardine
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?
Our Chepstow holiday packages, which start at just , are the easiest way to save precious money. Pick your preferred hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Chepstow?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got them all covered. Select the combination that best suits you and see your savings grow. We know a travel package is never a one-size-fits-all. That’s why we offer over 550 partner airlines and 1,000,000 hotels worldwide, which lets you customize your Chepstow getaway.
What are the top hotels in Chepstow?
Whether you aim to stay for just one night or a week in Chepstow, you’ll get a good night’s sleep at The Chepstow Inn. This place is the first choice for plenty of travellers.
How far in advance should I book my Chepstow holiday?
It’s always wise to book early. Airlines generally release flight tickets up to a year ahead of departure, and this is an excellent opportunity to land some rock-bottom prices. Boss just told you to take your holiday time next month? No problem! Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Chepstow travel package include?
Flights, hotels and rental cars, or any combination of the three — it’s totally up to you. Whether you’re headed to Chepstow with the kids or travelling with your friends, there’s a bundle to match every budget and style. Once you’ve made your booking, why not add on a few activities?
What should I know before booking a Chepstow travel package?
Bundling your bookings into a Chepstow holiday package is the most convenient way to organise your trip. Not only that, you’ll get great discounts when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Chepstow Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Just pick your favourite carrier and put together the perfect Chepstow trip.
If I'm not able to travel, can I cancel my Chepstow holiday package?
If your holiday plans in Chepstow have been upended, it’s a relief to know that it is possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To learn more, check our Customer Service Portal.

Popular places to visit

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