Chepstow Vacations from $840
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Your Chepstow Vacation
The stress-free way to experience this lively city is with a custom-made Chepstow vacation package. Stay in the neighborhood of East Point, which is great for history, nature and watersports or choose someplace else — our packages are all about you. If seeing the sights is a priority during your trip to Chepstow, make sure you check out leading attractions like Basin Head Provincial Park and Basin Head Fisheries Museum. No matter your travel plans or budget, organizing your ultimate tailored Chepstow vacation is simple with Expedia.
The Latest Chepstow vacation packages
Price found within the past 48 hours. Click for updated prices.
Rodd Charlottetown
Downtown Charlottetown
$840
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,018 reviews)
Very clean and very helpful and friendly staff. Restaurant on site was also very good.
Reviewed on Aug 6, 2026
The Hotel on Pownal
Downtown Charlottetown
$1,407
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Monterrey (MTY) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,014 reviews)
Staff were very kind. Our flight was terribly delayed and arrived Hotel at 2AM(!), but Staff waited us and checked in. Also staff at breakfast was friendly and breakfast was good. Our kids loved them. I strongly recommend Hotel Pownal.
Reviewed on Aug 6, 2026
The Cliffside Inn
$1,385
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Monterrey (MTY) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (71 reviews)
I absolutely loved this place. We had issues driving and were going to be very late. Well past the 10 pm check in. They were very accommodating and when we arrived at 1 am the key was in the door waiting for us. The host was amazing. At breakfast she had given us some really cool things to do during our stay. Great beach to go to and small neighbouring towns. We will definitely stay there again if we are in PEI again. Loved the garden outside as she leaves it grow out a little for the bees and loved picking the raspberries ! So glad you share your house with travellers like us. WE WILL BE BACK !!!!!!!
Reviewed on Aug 3, 2026
Blackbush Beach Resort
$1,607
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Monterrey (MTY) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (449 reviews)
Staff was excellent, particularly Lamar. We did the 6 course meal at Fluke and thoroughly enjoyed it. All round very good experience!
Reviewed on Aug 7, 2026
Chepstow Hotel Deals
The Barn at Spry Point
222 Ark Lane Lot B The Barn Little Pond PE
Fully refundableReserve now, pay when you stay
$85 nightly
$98 total
Aug 13 - Aug 14
Total with taxes and fees
9/10 Wonderful! (87 reviews)
"Le lit était trop petit. On nous avait dit: un lit double mais c’était un lit 49 pces."
Reviewed on Aug 5, 2026
Johnson Shore Inn
9984 Northside Road, Route 16 Rock Barra PE
$164 nightly
$189 total
Sep 4 - Sep 5
Total with taxes and fees
9.8/10 Exceptional! (254 reviews)
"Très belle auberge au bord de la mer. Tranquille et bien entretenue. Les hôtes sont formidables et aux petits soins pour leurs clients. Chat et chiens sur place qui ajoutent au charme de l'endroit. Très bons petits déjeuners."
Reviewed on Aug 1, 2026
Gateway to Greenwich Suites
5560 Rte 2 Saint Peters Bay PE
$237 nightly
$273 total
Aug 21 - Aug 22
Total with taxes and fees
8.6/10 Excellent! (110 reviews)
"Clean rooms, friendly staff, and in a beautiful location on the bay. Cannot recommend enough"
Reviewed on Nov 4, 2025
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.
Find the Best Chepstow Vacation Packages
Chepstow Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Top Sights | Basin Head Provincial Park, Red Point Provincial Park and Basin Head Fisheries Museum |
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Frequently asked questions
How much does a Chepstow vacation package cost?
Offering great value package deals from $840 on Expedia, you'll be pleasantly surprised at how much a vacation to Chepstow costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chepstow?
You're likely to find reduced prices and better availability in November, December and January. Check out our cheap Chepstow vacation packages and you could land some great off-season deals.
How many days is enough for Chepstow?
With a well-organized travel plan, you can easily tick off the most popular Chepstow attractions in a handful of days. But if you'd like to discover hidden spots or go on day tours, consider booking your Chepstow vacation for longer.
How to find the best Chepstow package deals?
Finding a cheap Chepstow package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Chepstow package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Chepstow vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the freedom to create a tailored Chepstow vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Chepstow?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Chepstow trip.
Does Expedia offer Book Now, Pay Later Chepstow vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Chepstow trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
