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.
New Inn Hotel by Greene King Inns
Langstone
Price was €191, price is now €173 per person
€173
per person
17 Oct - 20 Oct
just found
Return flight included
Dublin (DUB) to Bristol (BRS)
8.2/10 Very Good! (281 reviews)
Good value for money, nice sized bathroom.
Useful having drinking and eating opportunities on site, although the breakfast menu was different to that online.
Internet connectivity was sporadic and tv choice was limited.
Reviewed on 23 Jul 2025
The Priory Hotel and Restaurant
Caerleon
Price was €300, price is now €265 per person
€265
per person
17 Oct - 20 Oct
just found
Return flight included
Dublin (DUB) to Bristol (BRS)
9/10 Wonderful! (651 reviews)
Nice location, staff were helpful and breakfast/food was great.
Stayed for one night in the heat wave and room was sweltering - but found a fan in the wardrobe to help.
Reviewed on 20 Jun 2025
Mercure Newport Hotel
Newport City Centre
Price was €262, price is now €234 per person
€234
per person
17 Oct - 20 Oct
just found
Return flight included
Dublin (DUB) to Bristol (BRS)
9/10 Wonderful! (824 reviews)
All the staff we interacted with were excellent. The room and bathroom were clean and well maintained. The breakfast was tasty and the bar was great. The stay was very good value for money. I would not hesitate to stay here again if I was in Newport.
Reviewed on 31 Aug 2025
Bridge Inn by Greene King Inns
Price was €207, price is now €186 per person
€186
per person
17 Oct - 20 Oct
just found
Return flight included
Dublin (DUB) to Bristol (BRS)
7.8/10 Good! (755 reviews)
Property very dated, we had noisy kids in the next apartment which did not help. Staff were super friendly and really helpful and made me and my family feel right at home. The hungry horse restaurant was really good with great prices and the food quality was excellent
Reviewed on 28 Aug 2025
Sandringham Hotel
Price was €230, price is now €206 per person
€206
per person
17 Oct - 20 Oct
just found
Return flight included
Dublin (DUB) to Bristol (BRS)
7/10 Good! (47 reviews)
Stayed for just 1 night but a beautiful hotel only downside was the room the pictures made the room look alot bigger and the walls and bathroom werent very clean but other than that a great stay
Reviewed on 30 Aug 2025
Top hotels in Chepstow
Delta Hotels by Marriott St. Pierre Country Club
St Pierre Park, Chepstow, Wales
Fully refundableReserve now, pay when you stay
The price is €91 per night from 21 Sept to 22 Sept
€91
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Over priced stay!
"There was no air conditioning within the room which was not good in hot weather, there was a desktop fan but this didn’t help much at all. The room was spacious and the bed very comfy, but the bathroom smelt of the drains and the shower pressure was poor"
Reviewed on 24 Aug 2025
Celtic Manor Resort
Chepstow Road, Coldra Wood, Newport, Wales
The price is €125 per night from 1 Sept to 2 Sept
€125
1 Sept - 2 Sept
includes taxes & fees
Bristol Marriott Royal Hotel
College Green, Bristol, England
Fully refundableReserve now, pay when you stay
The price is €113 per night from 7 Sept to 8 Sept
€113
7 Sept - 8 Sept
includes taxes & fees
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
Follow in the footsteps of sporting and musical greats when you tour this vast sporting arena. Walk on the pitch, see dressing rooms and lift a trophy.
Barry Island Beach
If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan.
Cardiff Castle
A fortified tower from the 12th century, World War II tunnels and Welsh military history make a fascinating day out at this magnificent castle.
What to do in Chepstow
Cardiff: City Highlights Guided Walking Tour
€20
per adult
From Cardiff: Guided Tour of Welsh Valleys
€104
per adult
100% of travellers recommend
More trip options
Expedia's Latest Trends
Hotels
- Preston House
- Hotels in Tokyo
- Holiday Homes Bantry
- Holiday Park Resorts Cherbourg-en-Cotentin
- B&B Swords
- Novotel Birmingham Airport
- Hotels with Connecting Rooms in London
- Hotels with Spa in Sneem
- ILUNION Miramar
- Hotels in Newport
- Hotels near Vicar Street
- 4 Star Hotels in Enniskeane
- Hotels in County Galway
- Hotels near Principality Stadium
- Palheiro Village
- NH Pisa
- Relax Inn Hotel
- Hotels in Bridgend
- Hotels near David Broome Event Centre
Flights
Holiday Rentals
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.