Deals on vacations and trips to Chepstow

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Chepstow flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
THE GROVE HOTEL

THE GROVE HOTEL

3 out of 5
Bournemouth City Centre
Price was $1,328, price is now $1,281 per person
$1,281
per person
Sep 18 - Sep 24
found 22 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Bristol (BRS)
Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Hampton by Hilton Bournemouth

Hampton by Hilton Bournemouth

3.5 out of 5
Bournemouth City Centre
Price was $1,529, price is now $1,403 per person
$1,403
per person
Sep 18 - Sep 24
found 22 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Bristol (BRS)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
The Green House

The Green House

4 out of 5
Bournemouth City Centre
Price was $1,466, price is now $1,348 per person
$1,348
per person
Sep 18 - Sep 24
found 22 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Bristol (BRS)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Self parking, a coffee shop, and a terrace are also offered.
Holiday Inn Bournemouth by IHG

Holiday Inn Bournemouth by IHG

3.5 out of 5
Bournemouth City Centre
Price was $1,447, price is now $1,374 per person
$1,374
per person
Sep 18 - Sep 24
found 22 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Bristol (BRS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a terrace, and express check-out are also offered.
Watermead House

Watermead House

4 out of 5
Price was $1,683, price is now $1,623 per person
$1,623
per person
Sep 18 - Sep 24
found 22 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Bristol (BRS)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, luggage storage, and a virtual front desk are also on offer.

Stay near popular Chepstow attractions

A historic stone cathedral with large arches and Gothic windows.

Tintern Abbey

9.6/10 (60 reviews)
Find out about the history of Tintern with a stop at Tintern Abbey. Check out the spas and charming coffeehouses in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to Chepstow?
Starting at just $1,281, flight and hotel packages are a great way to stretch your vacation budget even further. Get ready Chepstow — here you come!
How long should my Chepstow vacation be?
An average of 2 nights is how long most people spend familiarizing themselves with the sights and sounds of Chepstow. Wondering if that'll be sufficient time to do all the things on your to-do list? Stay a few more nights to make the most of your trip.
Where can I get the best vacation package deals for Chepstow?
No matter your adventure, Travelocity can help you score a great Chepstow package deal. The only thing you have to do is mix and match from our 400 air carriers and 1,000,000 properties worldwide.
Why should I purchase my Chepstow vacation package with Travelocity?
Whether you're planning a month-long vacation or a last-minute weekend escape, we have lots of amazing destinations to choose from at an affordable rate. In addition, we offer support 24/7, quality service and a Price Match Guarantee. Save yourself time and money and secure your dream vacation today.
Can I save on my Chepstow car rental if I combine it with my hotel or flight?
You certainly can — bundle your flight, car and hotel into a Chepstow vacation package and you can save plenty. With so much to see in Chepstow, having your own set of wheels will make it easy to explore. Once you've buckled up, put the stereo on and make tracks to Big Ben, a top attraction approximately 110 mi from Chepstow.
Which airport is best for Chepstow?
Bristol Intl. Airport (BRS) is where many visitors step off the plane. You'll find it 18 mi south from the heart of Chepstow. You can also check out the fares to Cardiff Intl. Airport (CWL), which is 35 mi away from central Chepstow.
What is there to do in Chepstow?
While venturing off the beaten track is rewarding, you shouldn't miss the big-name attractions that make a place famous. Chepstow Castle and Symonds Yat Rock are just two of them in Chepstow.
Where should I stay when visiting Chepstow?
The Broadrock is popular with many visitors. Book soon to avoid missing out.

Photos of local treasures

Browse Chepstow vacation photos for more inspiration

The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.
An ancient stone structure with arched walkways and a grassy courtyard.
The ruins of a medieval stone structure with arched doorways and a tall bell tower.
The interior of an ancient stone structure with arched doorways and columns.
An ancient stone archway with a staircase leading into a lush green landscape.