Places to stay in Chepstow

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Chepstow place to stay
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45 Best places to stay in Chepstow

Best family friendly Chepstow lodging

Among the 45 accommodations in Chepstow, here are the 4 best for families

Bilsham Meadows - Chepstow
10 4 reviews
Chepstow
01/07 – 02/07
£1556/nightfor 1 night

Bilsham Meadows

5 1
apartment , Pilning
This five-bedroom, three-bathroom house in Bilsham Meadows, Aust (approximately 1.6km from a shop and 1.6km from a pub), offers a tranquil farm setting near Pilning.
Sleeping ten guests, the property features an open-plan kitchen-diner-sitting area with modern appliances, a private patio with a hot tub, and a private driveway with an EV charging point (at extra cost); all utilities, including Wi-Fi, are included.
Baker's Bun | Sleeps 7 | Spacious Home | Parking & - Chepstow
Chepstow
08/08 – 10/08
£327/nighttotal: £654 (2 )

Baker's Bun | Sleeps 7 | Spacious Home | Parking &

4 7
apartment , Bradley Stoke
This 4-bedroom house in Bradley Stoke offers convenient access to Bristol, located 8 kilometers away, and is close to major business parks and transport links.
This family-friendly property accommodates up to 7 guests with a fully equipped kitchen, a garden with a pond, a conservatory, and private parking, making it suitable for leisure and business stays.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Chepstow
Chepstow
27/06 – 04/07
£175/nighttotal: £1225 (7 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 2
cottage , Hewelsfield
This pet-friendly barn conversion in Hewelsfield, Wye Valley and Forest of Dean, offers panoramic views and direct access to Offa's Dyke and the Wye Valley Walk, located 2.75 kilometers from the nearest restaurant and 1.6 kilometers from Tintern Abbey.
This luxury cottage sleeps five guests, featuring three bedrooms, two bathrooms with underfloor heating on the ground floor, a dishwasher, Wi-Fi, an enclosed garden with a BBQ, and is ideally situated for exploring nearby attractions like Chepstow Castle and the Forest of Dean.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Chepstow
Chepstow
21/08 – 30/08
£128/nighttotal: £1152 (9 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Aylburton
This ground floor stable conversion in Aylburton, Gloucestershire, offers views of the Severn estuary and is situated approximately 1.5 kilometers from Lydney town, providing easy access to the Forest of Dean's walking and cycling routes, as well as attractions such as Puzzlewood and Symonds Yat.
This pet-friendly, family-friendly cottage accommodates two guests in one bedroom and features an open-plan living space, a fully equipped kitchen, a shower room, an enclosed garden with seating and a barbecue, and private parking.

Discover Places to Stay with a Pool in Chepstow

Choosing accommodation with a swimming pool in Chepstow provides a brilliant base for a proper swim right in the heart of the city.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews
Chepstow
29/08 – 30/08
£421/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Top Lodge is a two-bedroom holiday home located in the village of Llanvair-Discoed, 4.3 kilometres from Penhow, Monmouthshire, with easy access to the Wye Valley Area of Outstanding Natural Beauty and the coast.
This 105 square metre cottage offers a peaceful setting with a garden, swimming pool, jacuzzi, and parking, perfect for families or couples seeking a relaxing escape.
The Old Rectory - Chepstow
9.7 3 reviews
Chepstow
27/06 – 04/07
£915/nighttotal: £6405 (7 )

The Old Rectory

5 2
house , Bristol
The Old Rectory is situated in a peaceful location just 17 kilometres from Bristol Temple Meads Station and 18 kilometres from Bristol Zoo. This charming house offers a tranquil retreat for those seeking a relaxing getaway.
This spacious property comprises 5 bedrooms and 3 bathrooms, providing comfortable accommodation for up to 10 guests. The house comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine, a fireplace, free Wi-Fi, and ample parking.
Olli's Summer House - Natural Pool & Jacuzzi Optional - Chepstow
9.5 10 reviews
Chepstow
14/10 – 24/10
£169/nighttotal: £1690 (10 )

Olli's Summer House - Natural Pool & Jacuzzi Optional

1 1
house , Bristol
Olli's Summer House, a detached property in Bristol, is situated approximately 10.6 kilometres from Bristol Parkway Station and 16.1 kilometres from Clifton, with Bristol Cathedral 17.7 kilometres away and Cabot Circus 19.3 kilometres distant.
This family-friendly dwelling offers 150 square meters of floor area with a bedroom, bathroom, fully equipped kitchen, on-site bar, and a secluded garden featuring a natural swimming pool and jacuzzi, accommodating up to three guests with free private parking and WiFi.
15 M² Cabin ∙ 1 Bedroom ∙ 2 Guests - Chepstow
10 3 reviews
Chepstow
14/10 – 24/10
£139/nighttotal: £1390 (10 )

15 M² Cabin ∙ 1 Bedroom ∙ 2 Guests

1 1
cabin
This cosy Chepstow lodge is located near Chepstow Castle, Chepstow Museum, and the Wye Valley Walk, all within a 2.4km radius.
The 15-square-metre self-catering retreat sleeps two, boasting a private hot tub, wood-burning fire, fully equipped kitchen, garden, and free parking.

Frequently asked questions about accommodations in Chepstow

  • What are the must-see sites in or near Chepstow?

    You definitely need to see Chepstow Castle, it's a real beauty. The ruins of the old Tintern Abbey are not far away, and a trip to the Wye Valley is a must.
  • What are the best places to stay in Chepstow?

    Among the places to stay in Chepstow, Two Rivers Lodge By Marston’s Inns, The Coach And Horses Inn and The Three Tuns are the most popular ones.

  • How can travelers reach Chepstow?

    The easiest way to get to Chepstow is by car. There's a train station, but it's not as frequent as you might like. You can also get a bus, but the services aren't as frequent as they used to be.
  • What are the best places to stay with a pool in Chepstow?

  • What outdoor activities can visitors enjoy in and around Chepstow?

    There are loads of walking trails around Chepstow, like the Offa's Dyke Path, and the Wye Valley is perfect for cycling. The River Wye is great for kayaking and canoeing too.
  • What are the best places to stay with a jacuzzi in Chepstow?

  • When is the ideal time to plan a trip to Chepstow?

    Spring and autumn are lovely, the weather is good and it's not too busy. Summer can get hot and crowded, but it's a great time for festivals. Winter can be a bit chilly, but it's quieter and you get the best views of the castle.
  • What are the best places to stay for families and kids in Chepstow?

  • What are the best walking or cycling routes in Chepstow?

    The Offa's Dyke Path is a classic, it goes right past the castle. For cycling, the Wye Valley is beautiful, and there are lots of routes to choose from. Just make sure you check the weather forecast before you go.
  • What are the best pet friendly places to stay in Chepstow?

    The best pet friendly places to stay in Chepstow are The Coach And Horses Inn, The Three Tuns and The Beaufort Hotel.

  • What nearby towns or cities can be explored from Chepstow?

    You're right next to the Forest of Dean, which is well worth a visit. Bristol is only about an hour away, and you can easily get to Cardiff, too.
  • What are the best places to stay with parking in Chepstow?

  • What amenities can travelers expect from accommodations in Chepstow?

    There's a good range of hotels and guesthouses in Chepstow, and some lovely B&Bs too. Most places have Wi-Fi and parking, and some have restaurants or pubs.

Destinations nearby

Best Chepstow accommodations with a garden

Bilsham Meadows - Chepstow
9.6 21 reviews
Chepstow
01/07 – 02/07
£1485/nightfor 1 night

Bilsham Meadows

5 1
house , Bristol
This five-bedroom Bristol house, situated in Bilsham Meadows, is approximately 19 kilometres from Bristol Parkway Station and within easy reach of attractions including Bristol Cathedral and Ashton Court.
The 160 square metre property boasts three bathrooms with walk-in showers and hot tubs, a fully equipped kitchen, a swimming pool, a jacuzzi, a garden, and parking; golfing and cycling are nearby.
Caradoc - Chepstow
9.3 22 reviews
Chepstow
08/08 – 10/08
£413/nighttotal: £826 (2 )

Caradoc

5 7
house , Chepstow
Caradoc is a spacious house in Chepstow, just 11km from Tintern Abbey and 12km from St Briavel's Castle, making it a great base for exploring the area's historical attractions. It has consistently received very good user and location ratings and an excellent cleanliness rating.
The house has 5 bedrooms and 4 bathrooms, spread over 160 square metres, accommodating up to 10 guests. It includes a fully equipped kitchen, a garden, free Wi-Fi, parking, and is pet-friendly, making it perfect for families and groups.
Top Lodge, Pet Friendly, Character Holiday Cottage In Penhow - Chepstow
Chepstow
24/07 – 25/07
£542/nightfor 1 night

Top Lodge, Pet Friendly, Character Holiday Cottage In Penhow

2 4
apartment , Cas-Gwent
Top Lodge is a charming cottage located in Llanvair-Discoed, just 0.8 kilometers from the village of Penhow and 4.7 kilometers from Caldicot, offering a peaceful countryside retreat. The cottage is situated on family-run grounds with friendly chickens and horses, providing a unique and welcoming experience.
Top Lodge is a 2-bedroom cottage with one bathroom, suitable for up to 4 guests. The cottage is well-equipped with modern amenities including a dishwasher, washing machine, and tumble dryer, as well as a welcome hamper filled with local delicacies.
Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes - Chepstow
9.7 4 reviews
Chepstow
24/07 – 27/07
£265/nighttotal: £795 (3 )

Splendid House Great Location To Wave Surf & South West Water Park - Super Garden By Stae-homes

3 5
house , Bristol
Hawthorn View, a three-bedroom house in a peaceful Bristol suburb, is located 5km from Bristol Parkway Station and within a 16-29km radius of Cabot Circus, Bristol Temple Meads, Bristol Cathedral, and Bristol Airport.
This 95 square metre property offers a private garden, free Wi-Fi, parking, and sleeps seven guests comfortably, with two bathrooms and a fully equipped kitchen including a fridge and microwave.

Best Chepstow accommodations with a kitchen

Bottom Lodge, Penhow - Chepstow
9.0 2 reviews
Chepstow
14/10 – 24/10
£73/nighttotal: £730 (10 )

Bottom Lodge, Penhow

2 1
chalet , Chepstow
This detached property in Caerwent, Chepstow, is conveniently located 1.3 kilometres from Penhow Castle, the oldest inhabited castle in Wales, and near Penhow Woodlands nature reserve.
This 2-bedroom lodge accommodates up to 4 guests and features a woodburning stove, a private garden with seating, and WiFi, with well-behaved dogs welcome for an extra charge.
The Nook, Chepstow Farm Stay, Hot Tub - Chepstow
10 19 reviews
Chepstow
27/06 – 04/07
£179/nighttotal: £1253 (7 )

The Nook, Chepstow Farm Stay, Hot Tub

1 2
apartment , Boughspring
Wallhope Farm, situated in the Wye Valley near Boughspring, offers a peaceful retreat with scenic walks directly accessible from the property and stunning estuary views.
This self-catering cottage boasts a king-size bed, a well-equipped kitchen including a fridge and freezer, a modern bathroom with a walk-in shower, a private hot tub, and private decking, sleeping up to two guests and providing access to Wallhope Farm's homemade gelato and milkshakes.
Spacious Chepstow Home With Private Garden & Patio - Chepstow
9.9 94 reviews
Chepstow
01/07 – 02/07
£195/nightfor 1 night

Spacious Chepstow Home With Private Garden & Patio

1 1
apartment , Monmouthshire
This charming one-bedroom cottage is situated in Chepstow, a historic market town in Monmouthshire, just 10 kilometres from Tintern Abbey. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is ideal for a couple or small family, with a comfortable bedroom and a fully equipped kitchen. It offers a private patio with outdoor seating, a coal barbecue, and a fire pit, perfect for enjoying the beautiful Monmouthshire countryside.
Chepstow Central | Luxe 1 King Bed Beaufort Square - Chepstow
8.0 3 reviews
Chepstow
27/06 – 04/07
£130/nighttotal: £910 (7 )

Chepstow Central | Luxe 1 King Bed Beaufort Square

1 2
apartment , Monmouthshire
This one-bedroom flat is located in Beaufort Square, Chepstow, within 500 meters of Chepstow Castle and the River Wye, offering convenient access to local amenities and the M48.
This property accommodates two guests, featuring a fully equipped kitchen with a fridge and microwave, complimentary WiFi, and elegant furnishings, with discounts available for long-term bookings.
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