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.
Cottage in Carhampton Near Dunster Castle

Cottage in Carhampton Near Dunster Castle

2 out of 5
Price was $1,700, price is now $1,496 per person
$1,496
per person
Dec 10 - Dec 13
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Bristol (BRS)
A garden is available at this cottage. Take advantage of the free self parking.
Charming Thatched Cottage in Alcombe, No Deposit

Charming Thatched Cottage in Alcombe, No Deposit

2 out of 5
Price was $1,904, price is now $1,660 per person
$1,660
per person
Dec 10 - Dec 13
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Bristol (BRS)
This cottage includes a garden and barbecue grills. Take advantage of the free self parking.
Mercure Newport Hotel

Mercure Newport Hotel

4 out of 5
Newport City Centre
Price was $2,747, price is now $2,429 per person
$2,429
per person
Dec 11 - Dec 13
found 6 hours ago
Roundtrip flight included
New York (JFK) to Bristol (BRS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and laundry service. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Luxury Home 5 Bedroom 3 Bathroom Games Room Parking

Luxury Home 5 Bedroom 3 Bathroom Games Room Parking

2 out of 5
Risca East
Price was $4,296, price is now $4,047 per person
$4,047
per person
Dec 11 - Dec 13
found 6 hours ago
Roundtrip flight included
New York (JFK) to Bristol (BRS)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
TÅ· Newport

TÅ· Newport

4 out of 5
Langstone
Price was $2,070, price is now $1,957 per person
$1,957
per person
Dec 11 - Dec 13
found 6 hours ago
Roundtrip flight included
New York (JFK) to Bristol (BRS)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking and luggage storage are also offered on site.

Top Chepstow hotels deals

Delta Hotels by Marriott St. Pierre Country Club

Delta Hotels by Marriott St. Pierre Country Club

4 out of 5
St Pierre Park Chepstow Wales
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $134 total per night
$134 total
Oct 18 - Oct 19
Total with taxes and fees
A golf course and an indoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Pool
Hot Tub
Delta Hotels by Marriott Bristol City Centre

Delta Hotels by Marriott Bristol City Centre

4 out of 5
2 Lower Castle Street Bristol England
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $94 total per night
$94 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and express check-in are also on offer.
Pet friendly
Free WiFi
Clayton Hotel Bristol City

Clayton Hotel Bristol City

4 out of 5
Broad Street Bristol England
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $115 total per night
$115 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features a restaurant, 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. A coffee shop, express check-in, and express check-out are also on offer.
Free WiFi
Restaurant
Celtic Manor Resort

Celtic Manor Resort

5 out of 5
Chepstow Road Newport Wales
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $173 total per night
$173 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 8 restaurants. Bring the family and enjoy the mini golf, children's pool, and kid-friendly dining. Enjoy a meal in one of the 3 coffee shops/cafes and freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub
Majestic Hotels Bristol

Majestic Hotels Bristol

3 out of 5
Marsh St Bristol England
Get rates
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, dry cleaning, and luggage storage are also offered.
Pet friendly
Free WiFi
Future Inns Cardiff Bay

Future Inns Cardiff Bay

4 out of 5
Hemingway Road Cardiff Bay Cardiff Wales
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $77 total per night
$77 total
Oct 18 - Oct 19
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Free self parking, dry cleaning, and luggage storage are also offered.
Parking included
Free WiFi
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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.

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 $1,496, 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.