Chepstow Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Chepstow

Price found within the past 48 hours. Click for updated prices.
Ibis Budget Newport
Tŷ Newport
New Inn Hotel by Greene King Inns
Coldra Court Hotel by Celtic Manor
Celtic Manor Resort

Things to do near Chepstow

Chepstow is an ideal destination for outdoor enthusiasts, offering stunning scenery and various activities. Visitors can enjoy golf at local courses, explore the town through personal and cultural tours, and embark on day trips or waymarked walks. With its rich heritage and beautiful landscapes, Chepstow promises an adventurous and scenic holiday experience.

Shopping

Chepstow offers charming local shops for unique gifts and souvenirs. If you're up for a drive, visit The Mall at Cribbs Causeway, 14.5km away, for a larger shopping experience. For more options, Cabot Circus and Broadmead Shopping Centre, both 20.9km away, provide vibrant atmospheres.

Recreation

Experience the vibrant atmosphere of Bristol Hippodrome Theatre, where you can enjoy captivating performances amidst a romantic and cultural setting. For outdoor enthusiasts, Coldra Woods and Forest Hills Golf Club offer splendid golf courses, allowing you to unwind while embracing the beautiful Welsh landscapes.

Adventure

Experience thrilling water sports at The Wave, located 11.3km from Chepstow, perfect for adventure enthusiasts. Engage in family-friendly fun at Delta Force Paintball North Bristol, 12.9km away, or explore the treetops at Perrygrove Railway & Treetop Adventure, situated 16.1km from Chepstow.

Nightlife

In Chepstow, enjoy a vibrant nightlife at venues like The Three Tuns and The Castle Inn, where you can find lively pubs and local music. Stroll along the High Street for a relaxed atmosphere, or venture to nearby clubs for a night of dancing and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Chepstow

Chepstow, located in Wales, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore notable attractions such as Chepstow Castle and Chepstow Museum, which reflect the rich culture and history of the area. With its charming churches and modern educational institutions, Chepstow caters to a variety of interests, making it a delightful city experience for tourists. Don't forget to capture stunning photos of the local attractions during your visit.

  • Tintern Abbey: Step into the serene ruins of Tintern Abbey, a stunning example of Gothic architecture nestled in the Wye Valley. This historical site offers a glimpse into the rich cultural heritage of the area, surrounded by picturesque landscapes that inspire reflection and tranquillity.
  • Aztec West Business Park: Explore Aztec West, an urban park that combines family-friendly outdoor spaces with a vibrant city atmosphere. Ideal for leisurely strolls or picnics, this park provides a refreshing escape just 12.9km from Chepstow.
  • Celtic Manor Resort Golf Club: Enjoy a round of golf at the Celtic Manor Resort, renowned for its welcoming atmosphere. Perfect for families and business gatherings alike, this venue offers relaxation amidst stunning scenery, located 17.7km away from Chepstow.

Best time to go to Chepstow

The best time to visit Chepstow is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.6°F (4.8°C)Light RainMostly CloudyAverageSlightly Low
February41.5°F (5.3°C)Light RainMostly CloudyAverageSlightly Low
March43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly CloudySlightly HighAverage
May53.2°F (11.8°C)Light RainMostly CloudyAverageAverage
June58.6°F (14.8°C)Light RainMostly CloudyAverageSlightly High
July62.1°F (16.7°C)Light RainMostly CloudySlightly HighSlightly High
August61.2°F (16.2°C)Light RainMostly CloudySlightly HighAverage
September57.7°F (14.3°C)No RainMostly SunnyAverageSlightly High
October52.7°F (11.5°C)Light RainMostly CloudySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly CloudySlightly LowAverage
December42.8°F (6.0°C)Light RainMostly CloudySlightly LowAverage

Tips to save on your trip to Chepstow

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Chepstow during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Chepstow

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
Fully refundableReserve now, pay when you stay
The price is €119 per night from 10 May to 11 May
€119
10 May - 11 May
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Overall the property is very good. Very polite, friendly and helpful staff. The reception and common areas are impressive. However, the condition of the room was not great, in fact it did not meet Marriott standards.

Reviewed on 9 Apr 2026

Delta Hotels by Marriott St. Pierre Country Club
Two Rivers, Chepstow by Marston’s Inns

Two Rivers, Chepstow by Marston’s Inns

4 out of 5
Newport Road Chepstow Wales
Fully refundableReserve now, pay when you stay
The price is €82 per night from 20 Apr to 21 Apr
€82
20 Apr - 21 Apr
includes taxes & fees
9.2/10 Wonderful! (429 reviews)
Wasn’t expecting it to be as good as it was. Very comfortable bed, clean room and variety of teas. Very quiet too. Breakfast was lovely with lots of choice. Would highly recommend and stay again.

Reviewed on 9 Apr 2026

Two Rivers, Chepstow by Marston’s Inns
The Royal George

The Royal George

2.5 out of 5
The Royal George Tintern Wales
Fully refundableReserve now, pay when you stay
The price is €189 per night from 14 Apr to 15 Apr
€189
14 Apr - 15 Apr
includes taxes & fees
9.8/10 Exceptional! (8 reviews)
Really lovely property- will be coming back. Recommend it completely

Reviewed on 12 Mar 2026

The Royal George
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

What to do in Chepstow

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.