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.
Wood Duck Cottage
The Hotel on Pownal
Pine Cottages
Multicultural Museum Cottages
Loyalist Country Inn & Conference Centre

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Chepstow Hotel Deals

The Barn at Spry Point

The Barn at Spry Point

2 out of 5
222 Ark Lane Lot B The Barn Little Pond PE
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jun 28 to Jun 29
CA $132
CA $152 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (72 reviews)
"In taking the walk the proprietor suggested I came across blue herons and the most beautiful sunset."

Reviewed on Jun 13, 2026

The Barn at Spry Point
Johnson Shore Inn

Johnson Shore Inn

3 out of 5
9984 Northside Road, Route 16 Rock Barra PE
The price is CA $230 per night from Jul 4 to Jul 5
CA $230
CA $265 total
Jul 4 - Jul 5
includes taxes & fees
9.8/10 Exceptional! (242 reviews)
"Very nice place to stay . The place is very clean and quiet and the hosts are amazing!"

Reviewed on Jun 19, 2026

Johnson Shore Inn
Stunning Guesthouse in historic Georgetown w/hot tub!

Stunning Guesthouse in historic Georgetown w/hot tub!

Georgetown PE
The price is CA $385 per night from Jul 5 to Jul 6
CA $385
CA $582 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (68 reviews)
"Fantastic spot to stay, and you cant miss a meal (or 3) next door at the Wheelhouse! Amazing food staff, views, all of it. We'll be back."

Reviewed on Jun 16, 2026

Stunning Guesthouse in historic Georgetown w/hot tub!
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.