Places to stay in Chepstow

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Chepstow place to stay
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105 Best places to stay in Chepstow

Best family friendly Chepstow lodging

Among the 105 accommodations in Chepstow, here are the 4 best for families

The Studio - Chepstow
9.7 156 reviews

The Studio

chalet
This studio apartment is located in a peaceful rural area near Chepstow, a 5-minute drive from shops and 40 minutes from Bristol and Cardiff. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The self-contained annexe has one bedroom and one bathroom, comfortably accommodating two guests. The studio features a spacious lounge with a log burner, a well-equipped kitchen, and a private patio and garden, perfect for enjoying the tranquil surroundings.
Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly - Chepstow
9.8 174 reviews

Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly

apartment
This charming cottage is located on the edge of the quiet village of Tutshill, just 2km from Chepstow and a short drive from the Forest of Dean. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cottage can comfortably accommodate four guests and up to three dogs. Enjoy modern conveniences like a fully equipped kitchen, a roll-top bath, and a wood burner, while also taking advantage of the enclosed patio area and the nearby walking and cycling trails.
3 Bedroom Cottage - Cozy Wood Burner, Parking Wifi - Chepstow
9.7 31 reviews

3 Bedroom Cottage - Cozy Wood Burner, Parking Wifi

apartment
Wave Cottage is located in Pilning Village, just a short drive from The Wave surfing lagoon, Bristol city centre, and the M4 motorway, making it ideal for exploring the surrounding areas. The cottage offers a convenient and comfortable base for your stay, with easy access to local amenities and attractions.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The property has a modern, open-plan kitchen, a secure garden, off-road parking for four cars, and an EV charging point, perfect for families and groups.
Pineapple Cottage - Chepstow Town Centre (Wales) - Chepstow
9.8 548 reviews

Pineapple Cottage - Chepstow Town Centre (Wales)

apartment
Pineapple Cottage is a 17th-century property situated in the heart of Chepstow, just a short walk from Offa's Dyke, the Wye Valley, and Chepstow Castle. The cottage has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
This charming holiday home can accommodate up to four guests and features a cosy living space, a well-equipped kitchen, and a private garden. Guests can enjoy modern amenities like a washer/dryer, dishwasher, and high-speed Wi-Fi, as well as a secret door that adds a touch of whimsy to their stay.

Best Chepstow lodgings with a pool

Among the 105 accommodations in Chepstow, here are the 4 best ones with a pool

The Old Rectory With Swimming Pool - Chepstow
10 4 reviews

The Old Rectory With Swimming Pool

apartment, Bristol
This five-bedroom Bristol house, near Thornbury, is situated 4.8km from Thornbury Castle and Thornbury Golf Centre, offering easy access to family attractions such as Cattle Country Adventure Park and Delta Force Paintball North Bristol (within 14.5km).
The 372 square metre property boasts three bathrooms, a private swimming pool, a garden, parking, and sleeps up to ten guests, complete with a well-equipped kitchen including a fridge and dishwasher.
La Villa Olli -Natural Pool & Jacuzzi - Chepstow
9.9 80 reviews

La Villa Olli -Natural Pool & Jacuzzi

house, Bristol
La Villa Olli is a spacious house in Bristol, situated close to the city's attractions, making it an ideal base for exploring. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This four-bedroom property comfortably accommodates up to eight guests. The house offers a range of amenities and activities for a relaxing and enjoyable stay, including a swimming pool, a jacuzzi, a garden, a bar, a tennis court, and a games room with a pool table and ping-pong table.
The Old Rectory With Swimming Pool - Chepstow
9.7 38 reviews

The Old Rectory With Swimming Pool

apartment
This five-bedroom country house near Oldbury-on-Severn, Gloucestershire, offers a tranquil escape less than 60km from Bath and 45km from Bristol.
Sleeping up to ten guests, the property boasts a heated swimming pool (open May-September), tennis court, two acres of private gardens, a well-equipped kitchen, and ample parking.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Chepstow
10 5 reviews

Cottage ∙ 4 Bedrooms ∙ 10 Guests

cottage, Pilning
Hidden Well, a luxurious barn conversion in Aust, South Gloucestershire, offers easy access to the Severn Bridges and is approximately 10km from Pilning, placing guests within reach of Bristol's attractions including the Clifton Suspension Bridge and SS Great Britain.
This three-bedroom property sleeps up to ten guests and boasts a swimming pool, hot tub, and fully equipped kitchen including a dishwasher, alongside a garden perfect for alfresco dining; nearby attractions include the Aust Wetlands and Wild Place Project.

Frequently asked questions about accommodations in Chepstow

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

    Chepstow Castle is a must-see, it's a Norman fortress with a rich history. The town's also home to the historic St. Mary's Church and the Chepstow Museum. Just a short drive away, you'll find the stunning Tintern Abbey, a beautiful ruined abbey in a picturesque valley.
  • What are the best accommodations in Chepstow?

    Among the accommodations 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, as it's well-connected to the M4 motorway. You can also take a train to Chepstow station, which is served by Transport for Wales. If you're coming from further afield, Bristol Airport is about an hour's drive away.
  • What are the best accommodations with a pool in Chepstow?

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

    The Wye Valley is perfect for walking and cycling. You can explore the beautiful scenery on the Offa's Dyke Path, which runs alongside the River Wye. There are also plenty of opportunities for kayaking and canoeing on the river. If you're feeling adventurous, you can even try rock climbing at the nearby Symonds Yat Rock.
  • What are the best accommodations with a jacuzzi in Chepstow?

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

    Spring and autumn are lovely times to visit Chepstow, with mild weather and fewer crowds. Summer can be busy, but it's a great time to enjoy the outdoor activities. Winter can be chilly but it's a quiet time to explore the town.
  • What are the best accommodations for families and kids in Chepstow?

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

    The Chepstow Town Trail is a lovely circular walk that takes you past all the main sights. For a more challenging route, try the Offa's Dyke Path, which runs from Chepstow to Prestatyn in North Wales. If you prefer cycling, the Severn Estuary Cycle Path is a great option.
  • What are the best pet friendly accommodations in Chepstow?

    The best pet friendly accommodations 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?

    Just across the River Wye in Wales is the charming town of Tintern, with its famous abbey. A little further afield is the historic city of Monmouth, which is known for its beautiful architecture and lively market. The bustling city of Bristol is about an hour's drive away, offering a wide range of cultural attractions.
  • What are the best accommodations with parking in Chepstow?

  • What amenities can travelers expect from accommodations in Chepstow?

    Chepstow has a good range of accommodation options, from budget-friendly guesthouses to luxurious hotels. Most places will offer basic amenities like Wi-Fi and parking. Some hotels have restaurants, bars, and leisure facilities like swimming pools and gyms.

Popular destinations

Best Chepstow accommodations with a garden

Betty Shepherd's Hut - Sleeps 2 Guests  In 1 Bedroom - Chepstow
10 14 reviews

Betty Shepherd's Hut - Sleeps 2 Guests In 1 Bedroom

cabin, Forest of Dean
Betty, a charming shepherd's hut, is located on the Lydney Park Estate in the Forest of Dean, a short distance from the picturesque town of Lydney and within easy reach of the Wye Valley. It has received excellent user ratings, making it a popular choice for travellers. The cabin features a compact layout, spanning 20 square metres and comfortably accommodating two guests. Betty boasts a well-equipped kitchenette, a private decking area with a fire pit, and a stylish shower room, offering a blend of rustic charm and modern amenities.
Welsh Apple Barn - Chepstow
9.5 55 reviews

Welsh Apple Barn

house, Chepstow
This converted barn is located in the peaceful countryside near Mathern, just a short drive from the historic village and its church. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 100 square metres of space with one bedroom, one bathroom, and can accommodate up to two guests. The self-catering barn is equipped with a kitchen, terrace, garden, parking, and internet, offering a comfortable and convenient stay.
Camp Hillcrest, Flat, - Chepstow
8.5 55 reviews

Camp Hillcrest, Flat,

apartment, Gloucestershire
Camp Hillcrest flat, a Gloucestershire self-catering apartment, is located approximately 35km from Bristol Parkway Station and 42km from Kingsholm Stadium, offering easy access to both.
This two-bedroom dwelling, boasting a 20 square metre floor area, sleeps up to 15 guests and includes amenities such as a garden, parking, and on-site activities like table tennis and mini-golf.
The Elements Residence - Chepstow
No reviews

The Elements Residence

apartment, Chepstow
The Chepstow Hive, a large dwelling in Chepstow, is situated 21 kilometres from Bristol Parkway Station and 29 kilometres from Bristol Cathedral.
This family-friendly property offers 275 square metres of space with 10 bedrooms, 8 bathrooms, a garden, and on-site parking, accommodating up to 43 guests.

Best Chepstow accommodations with a kitchen

2-bed Cottage Near Bristol/m4/m5 - Long Stays - Chepstow
9.6 9 reviews

2-bed Cottage Near Bristol/m4/m5 - Long Stays

apartment
This charming cottage is situated in Pilning, a village just 10km from Bristol, making it a great base for exploring the city and the surrounding countryside. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage offers two bedrooms and one bathroom, comfortably accommodating up to three guests. Amenities include a fully equipped kitchen, free Wi-Fi, parking, and a welcoming atmosphere for both families and pets.
The Willow Studios - Flat 3 - Chepstow
No reviews

The Willow Studios - Flat 3

studio, Patchway
This self-contained studio apartment in North Bristol is conveniently situated 5 minutes by car from Aerospace and Airbus, and 2 minutes by car from Aztec West, offering quick access to major business hubs and a 15-minute walk to Patchway Train Station.
This 60 square meter flat accommodates two guests and features a kitchenette with a fridge, kettle, toaster, and oven (no hob), alongside fresh linen, towels, private access, and communal laundry facilities, with Cribbs Causeway just a 7-minute drive away.
Winnies Hut - Chepstow
No reviews

Winnies Hut

cabin
This cosy cabin is situated in the Welsh countryside, just 6km from Chepstow and 9km from Usk, offering a peaceful retreat amidst the beauty of the surrounding woodland and wildlife.
The one-bedroom cabin comfortably sleeps two guests and features a fully equipped kitchen, providing everything you need for a self-catering stay. Enjoy the absence of Wi-Fi and TV, allowing you to fully immerse yourself in the tranquil surroundings and explore the nearby historical attractions.
The Wave Cottage - 3 Bedroom With Off Road Parking For 3 Cars Or Vans & Ev Point - Chepstow
9.6 9 reviews

The Wave Cottage - 3 Bedroom With Off Road Parking For 3 Cars Or Vans & Ev Point

house, Pilning
The Wave Cottage, a three-bedroom house in Pilning, is conveniently located 11.3km from Bristol Parkway Station, 13.2km from Bristol Zoo Gardens, and 15.1km from Bristol Cathedral.
This 200 square metre property sleeps up to 11 guests, offering off-road parking for three vehicles (including an EV charging point), a fully equipped kitchen, two bathrooms, free Wi-Fi, a garden, and a fireplace.
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