Chepstow Vacation Packages 2026 from $912

Chepstow flight + hotel vacation packages

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

Bristol Grand Hotel By Sunday

Bristol City Centre

$912

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Bristol (BRS)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, express check-out, and dry cleaning are also offered.

Belvilla Newport City Centre Hotel - Lifestyle

Newport City Centre

$932

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Bristol (BRS)

Free WiFi in public areas is available at this hotel. Enjoy the free continental breakfast each morning.

Celtic Manor Resort

$1,078

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Bristol (BRS)

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.

Cwrt Bleddyn Hotel & Spa

Llangybi

$972

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Bristol (BRS)

A full-service spa, 2 outdoor tennis courts, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Holiday Inn NEWPORT by IHG

Ringland

$931

per person

Jan 16 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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 coffee shop, and a terrace are also offered.

Top Chepstow hotels deals

Delta Hotels by Marriott St. Pierre Country Club

St Pierre Park Chepstow Wales

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$105 total

Jan 2 - Jan 3, 2026

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

Clayton Hotel Bristol City

Broad Street Bristol England

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$94 total

Dec 21 - Dec 22

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.

Bristol Marriott Royal Hotel

College Green Bristol England

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$112 total

Dec 22 - Dec 23

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 business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Delta Hotels by Marriott Bristol City Centre

2 Lower Castle Street Bristol England

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$100 total

Jan 3 - Jan 4, 2026

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.

Moxy Bristol

55 Newfoundland Street Bristol England

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$84 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Business travelers can take advantage of the 24-hour business center. A lobby fireplace, a computer station, and dry cleaning are also on offer.

Hampton by Hilton Bristol Airport

Bristol Airport Bristol England

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$148 total

Dec 24 - Dec 25

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. Enjoy the free buffet breakfast each morning.

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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.

Popular places to visit

Millennium Stadium showing modern architecture and a river or creek

Principality Stadium

4/5(21 reviews)

Catch an event at Principality Stadium during your trip to Cardiff. Discover the area's acclaimed theater scene, or seek out its local tours.

Wales Millennium Centre featuring a city, modern architecture and a square or plaza

Cardiff Bay

4.5/5(26 reviews)

Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the lively bars and acclaimed theater scene in this relaxing area.

Cardiff Castle

4.5/5(93 reviews)

You can learn about the history of Cardiff with a trip to Cardiff Castle. Discover the area's entertainment choices, or seek out its local tours.

Frequently asked questions

How much are vacation packages to Chepstow?

Starting at just $912, 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.