Deals on vacations and trips to Chepstow

Save when you book Chepstow package deals

Choose two or more items and save on your trip:

Chepstow flight + hotel vacation packages

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

Bristol City Stays

3.5 out of 5
Saint Paul's
Price was $1,616, price is now $1,472 per person
$1,472
per person
Aug 6 - Aug 12
found 21 hours ago
Roundtrip flight included
Albany (ALB) to Bristol (BRS)
Palmers Apartment

Palmers Apartment

2 out of 5
Price was $2,227, price is now $1,975 per person
$1,975
per person
Aug 6 - Aug 12
found 21 hours ago
Roundtrip flight included
Albany (ALB) to Bristol (BRS)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out is also provided.
Lucknam Park, Emblems Collection

Lucknam Park, Emblems Collection

5 out of 5
Price was $2,950, price is now $2,622 per person
$2,622
per person
Aug 6 - Aug 12
found 21 hours ago
Roundtrip flight included
Albany (ALB) to Bristol (BRS)
A full-service spa, 2 restaurants, and 2 outdoor tennis courts are all featured at this luxury hotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free valet parking and free WiFi.
Bristol Grand Hotel By Sunday

Bristol Grand Hotel By Sunday

4 out of 5
Bristol City Centre
Price was $1,761, price is now $1,576 per person
$1,576
per person
Aug 6 - Aug 12
found 21 hours ago
Roundtrip flight included
Albany (ALB) 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.
The Miles Arms Hotel

The Miles Arms Hotel

2 out of 5
Avonmouth
Price was $2,013, price is now $1,834 per person
$1,834
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip flight included
Albany (ALB) to Bristol (BRS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

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
$109 nightly
The price is $131 total per night
$131 total
Jun 7 - Jun 8
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
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
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
$71 nightly
The price is $86 total per night
$86 total
May 31 - Jun 1
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
Bristol Marriott Royal Hotel

Bristol Marriott Royal Hotel

4 out of 5
College Green Bristol England
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $121 total per night
$121 total
May 31 - Jun 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 express check-out are also offered.
Pet friendly
Free WiFi
The Bristol Hotel

The Bristol Hotel

4 out of 5
Prince Street Bristol England
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $109 total per night
$109 total
May 31 - Jun 1
Total with taxes and fees
This hotel features 2 coffee shops/cafes and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and relax with a drink at one of the 2 bars/lounges.
Free WiFi
Restaurant
Clayton Hotel Bristol City

Clayton Hotel Bristol City

4 out of 5
Broad Street Bristol England
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $123 total per night
$123 total
May 31 - Jun 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 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
Don't see what you're looking for?
See all available properties in Chepstow
View all properties
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

Principality Stadium

Principality Stadium

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

Principality Stadium
Big Wheel, Pier head building and ferris building located in Mermaid Quay of Cardiff Bay - Cardiff, Wales, United Kingdom at Night

Cardiff Bay

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

Cardiff Bay
Aerial panorama of Barry Island, Wales, 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.

Barry Island Beach

Frequently asked questions

How much are vacation packages to Chepstow?
Starting at just $1,472, 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

Chepstow
Chepstow
Chepstow
Chepstow
Chepstow