
Chepstow Vacation Packages
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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.
Top Chepstow Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Loyalist Country Inn & Conference Centre
Price was CA $1,157, price is now CA $1,002 per person
CA $1,002
per person
Jun 2 - Jun 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Charlottetown (YYG)
8.4/10 Very Good! (1,371 reviews)
Room was clean and comfortable - curtains need to be updated.
Reviewed on Mar 10, 2026


Pine Cottages
Price was CA $1,318, price is now CA $1,083 per person
CA $1,083
per person
Jun 2 - Jun 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Charlottetown (YYG)
8/10 Very Good! (18 reviews)
Lovely clean cottage with everything you need right across from the beach. Would definitely stay here again.
Reviewed on Sep 19, 2025

The Hotel on Pownal
Downtown Charlottetown
Price was CA $1,598, price is now CA $1,381 per person
CA $1,381
per person
May 3 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Charlottetown (YYG)
8.8/10 Excellent! (1,008 reviews)
THE Most comfortable bed I have ever slept on in a hotel!! We were in a superior double room, ground floor, that was accessed from outside. The room was spacious and clean. The bathroom was a decent size but the toilet was tiny and uncomfortable, which isn't a huge deal. The location is great, as it's walking distance to all the shops, restaurants, pubs that are located downtown, and the Confed Centre. The deluxe continental breakfast on a Tuesday morning was good. Hot food included a frittata and breakfast sausages. There was also muffins, cereal, bagels, yogurt, oatmeal. Overall a great stay and would recommend!
Reviewed on Mar 11, 2026

Avonlea Forest Hill Cottages
Price was CA $1,443, price is now CA $1,299 per person
CA $1,299
per person
Jun 2 - Jun 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Charlottetown (YYG)
9/10 Wonderful! (26 reviews)
The cabin is lovely—both inside and out. The kitchen is well-equipped with just about everything you’d need, and there are plenty of blankets and heaters in every room to keep things cozy and comfortable in the fall weather. The location was ideal for our trip and felt peaceful and private.
There was a hiccup with the WiFi when we arrived, which made it a bit tricky to get in touch at first. However, once Scarlet received our message, she responded with kindness and got everything resolved right away. For future stays, I’d personally bring a backup hotspot or offline map—just in case—since cell service can be limited in remote areas.
Overall, we had a pleasant and relaxing stay and really appreciated the care that’s clearly gone into making the cabin feel like a home away from home!
Reviewed on Oct 18, 2025
Chepstow Hotel Deals

The Barn at Spry Point
222 Ark Lane Lot B The Barn Little Pond PE
9/10 Wonderful! (66 reviews)
Lovely stay -- beautiful setting, helpful proprietor, comfortable accomodations.
Reviewed on Nov 23, 2025

Stunning Guesthouse in historic Georgetown w/hot tub!
Georgetown PE
The price is CA $225 per night from Mar 22 to Mar 23
CA $225
CA $373 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (65 reviews)
Booked for staff working on a job in the area and they absolutely loved their stay. Beautiful and comfortable gem of a spot!
Reviewed on Feb 17, 2026

Chapel Suites - Deluxe King Suite
Souris PE
The price is CA $189 per night from Mar 14 to Mar 15
CA $189
CA $248 total
Mar 14 - Mar 15
includes taxes & fees
9.8/10 Exceptional! (19 reviews)
Our accommodations was clean, well appointed and very spacious. We were quite pleased and will stay there again if we return to PEI.
Reviewed on Oct 8, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








