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.
The Hotel on Pownal
Downtown Charlottetown
Price was CA $2,317, price is now CA $1,839 per person
CA $1,839
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,020 reviews)
Room and hotel was clean
The included breakfast had sausage, eggs, fruit etc- beyond my expectations
Staff was helpful with everything immediately. Rafael helped us with the luggage up the stairs
Location was one block from the main downtown Queen Street and it was walkable to the harbour.
Reviewed on Jun 17, 2026
Pine Cottages
Price was CA $1,571, price is now CA $1,332 per person
CA $1,332
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (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
Multicultural Museum Cottages
Price was CA $1,407, price is now CA $1,202 per person
CA $1,202
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (49 reviews)
Excellent place to stay. Big unit with 3 bedrooms so it was big for the 2 of us, but nice.
Reviewed on Jan 2, 2026
Loyalist Country Inn & Conference Centre
Price was CA $1,040, price is now CA $915 per person
CA $915
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
8.4/10 Very Good! (1,412 reviews)
Staff was welcoming, helpful. Unfortunately one of the elevators wasn't working for a day and a half. Hotel near a pleasant but incomplete waterfront. They promised cookies near the front desk, but that was never so when we were there. The breakfasts were good.
Reviewed on Jun 19, 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
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
Johnson Shore Inn
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
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
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.
