Chepstow Trips (flight + hotel)

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Top hotels in Chepstow

The Barn at Spry Point
The Barn at Spry Point
2 out of 5
222 Ark Lane Lot B The Barn, Little Pond, PE
The price is P4,744 per night from Jul 15 to Jul 16
P4,744
P5,456 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (30 reviews)
"We arrived late so we did not meet the staff. Clean. We did not use any of the amenities, such as the kitchen. No television in room. Other guests spoke French so I stayed in my room. Bed was not very good. It is an interesting experience!"

Reviewed on Jul 10, 2025

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 P9,282 per night from Jul 13 to Jul 14
P9,282
P10,675 total
Jul 13 - Jul 14
includes taxes & fees
9.6/10 Exceptional! (209 reviews)
"Be prepared for not having a TV in the room."

Reviewed on Jul 6, 2025

Johnson Shore Inn
Gateway to Greenwich Suites
Gateway to Greenwich Suites
3 out of 5
5560 Rte 2, Saint Peters Bay, PE
Fully refundableReserve now, pay when you stay
The price is P12,762 per night from Jul 13 to Jul 14
P12,762
P14,676 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (100 reviews)
Perfect for our bike trip
"We were very pleased with our stay and well taken care of. The room was very clean and comfortable. If we are back in the area, we would not hesitate to book again. The hosts were very accommodating and helpful with our travel arrangements."

Reviewed on Jun 22, 2025

Gateway to Greenwich Suites
See all 123 properties in Chepstow
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 vacation package cost?
Offering great value package deals 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?
To pick up cheap Chepstow vacation packages, organize your getaway outside of peak times such as school holidays. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Chepstow?
With a well-planned schedule, you can easily visit the most popular Chepstow sights in a handful of days. But if you'd like to discover lesser-known spots or take day trips, 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.
How to plan a trip to Chepstow?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Chepstow.
  2. Plan your budget wisely: Besides the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Chepstow.
  3. Decide your trip length: Consider how long you want to spend exploring Chepstow. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: After you've settled on your travel dates and duration, lock in the right Chepstow vacation package for you.

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