Chepstow Vacation Packages 2025/2026 from $1,142

Chepstow flight + hotel vacation packages

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

Bristol Grand Hotel By Sunday

Bristol City Centre

$1,142

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Montigo Resorts, Somerset

$1,304

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Bristol (BRS)

A full-service spa, a gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the hot tub and perks like free self parking.

Charles Hope Salisbury Centre

$1,266

per person

Oct 10 - Oct 14

found 3 hours ago

Roundtrip flight included

Omaha (OMA) to Bristol (BRS)

Rowan Tree Your Apartment

Cotham

$1,167

per person

Sep 28 - Oct 3

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Bristol (BRS)

This apartment features self parking and free WiFi in public areas. Express check-out and luggage storage are also provided.

Bristol Marriott Royal Hotel

Bristol Floating Harbour

$1,313

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Bristol (BRS)

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.

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

$102 nightly

$122 total

Sep 21 - Sep 22

Total with taxes and fees

A golf course and a restaurant are featured at this eco-certified hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Celtic Manor Resort

Chepstow Road, Coldra Wood, Newport, Wales

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$135 total

Sep 1 - Sep 2

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.

Delta Hotels by Marriott Bristol City Centre

2 Lower Castle Street, Old Market, Bristol, England

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$101 total

Aug 25 - Aug 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.

Bristol Marriott Royal Hotel

College Green, Bristol, England

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$126 total

Aug 31 - Sep 1

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.

Holland House Hotel Cardiff By Sunday

24-26 Newport Road, Cardiff, Wales

$79 nightly

$95 total

Aug 31 - Sep 1

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. You'll appreciate the gym, bar/lounge, and laundry facilities.

Aztec Hotel & Spa

Aztec West, Almondsbury, Bristol, England

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$107 total

Sep 14 - Sep 15

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and laundry facilities.

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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

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

Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the top-notch restaurants and acclaimed theater scene in this relaxing area.

Barry, South Wales.
Vale of Glamorgan. UK

Barry Island Beach

If a restful vacation is part of your travel plans, Barry Island Beach might be the perfect place to seek out during your trip to Barry. Amble around the area's gardens or visit its churches.

Frequently asked questions

How much are vacation packages to Chepstow?

Starting at just $1,142, 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.