Weekend Breaks Chester

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Your Chester, Cheshire search returned 87 cottages

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  • Sleeps3
  • Bedrooms1
  • PetsNo

    4.6

    Sykes Rating

A charming flat located in a converted chapel in the historical city of Chester in the North West of England. Original stained glass windows. Centre of Chester. Freshly furnished. (Ref. 965977)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £570

  • Sleeps3
  • Bedrooms1
  • PetsNo

    4.7

    Sykes Rating

A superb ground floor cottage in a peaceful location. Good touring base. Bespoke fittings with amazing attention to detail. Views of hills. Chester 4 miles. (Ref. 915519)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

3 nights from £284

  • Sleeps3
  • Bedrooms1
  • PetsNo

    Sykes Rating

The Cloud Apartment 1 is a charming, first-floor abode resting in the heart of Chester, a bustling town in Cheshire. Dishwasher. Romantic. Close to amenities. Liverpool 22.4 miles; Manchester 44.9 miles. (Ref. 1136785)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from £345

  • Sleeps3
  • Bedrooms1
  • PetsNo

    4.1

    Sykes Rating

The Cloud Apartment 2 is a welcoming, first-floor abode resting in the heart of Chester, a bustling town in Cheshire. Open-plan. Romantic. Close to amenities. Liverpool 22.4 miles; Manchester 44.9 miles. (Ref. 1136786)

  • Wi-fi
  • Dishwasher

3 nights from £345

Last booked yesterday
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  • Sleeps2
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A detached dwelling, located within a quiet area of Cheshire, near the village of Tarporley. Charming interiors. Quaint location. Tarporley 3.6 miles; Chester 8 miles. (Ref. 992486)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

3 nights from £395

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Sykes Rating

A wonderful four-bedroom end unit barn conversion resting in Northop Hall, Flintshire. Smart TV. Fantastic country views. Garden. Ewloe 2.1 miles; Mold 5.2 miles; Chester 9.6 miles. (Ref. 1072225)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £783

  • Sleeps7
  • Bedrooms4
  • PetsNo

    Sykes Rating

The Cloud House @ Upton is a pleasant, semi-detached house in Upton, Chester, Cheshire, boasting open-plan, ground-floor living and three Smart TVs. Chester 2.6 miles; Cheshire Oaks 6 miles; Ellesmere Port 7.7 miles; Deeside 10.7 miles. (Ref. 1167360)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

3 nights from £935

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A lovely, detached barn conversion, beside the owner's home overlooking their three-acre paddock, near Tattenhall, Cheshire. All ground floor. Exposed wooden ceiling joists. Woodburner. Hot tub. Tattenhall 1 mile. Chester 9 miles. (Ref. 957274)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine

3 nights from £374

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This a lovely ground-floor apartment is resting in Chester, Cheshire. Sky TV. Electric Fire. WiFi. Romantic. Ground-floor living. Off-road parking. Private patio. Near railway station. Christleton 3.9 miles; Liverpool 19.2 miles. (Ref. 1081279)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Sky TV

3 nights from £682

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A unique barrel pod resting in the countryside setting of Oakenholt, North Wales. Private wood-fired hot tub. WiFi. Chester 12.2 miles; Llandudno 37 miles. (Ref. 951605)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

3 nights from £280

Last booked 9 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A delightful first floor apartment set in 1000 acres of private parkland. Ideal for walkers and cyclists or for a romantic retreat. Woodburning stove. Chester 13 miles. (Ref. 904980)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room

3 nights from £289

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A charming barrel-style pod resting in Oakenholt near Northop. Open-plan living. WiFi. Hot tub. Chester 12.2 miles; Llandudno 37 miles. (Ref. 951606)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

3 nights from £280

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Sykes Rating

This barn converted property is situated in the village of Eaton, near to the village of Tarporley and the historic city of Chester, Cheshire. Cosy interior. Electric fire. Tarporley 1.7 miles. Chester 12.6 miles. (Ref. 953045)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

3 nights from £310

Holiday Park

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Curlew is a romantic barn conversion resting in Shocklach near Tilston, Cheshire. Rural. Off-road parking. Romantic. Dishwasher. Malpas 4.1 miles; Whitchurch 11.4 miles; Chester 12.9 miles. (Ref. 1119285)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

3 nights from £336

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Sykes Rating

A superb first-floor boutique apartment resting in Chester,Cheshire. Central location. Smart TV. Electric fire. Ellesmere Port 6.9 miles; Liverpool 20.7 miles; Manchester 40.5 miles. (Ref. 1081280)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV

3 nights from £504

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This is an end-terrace cottage located close to the city of Chester in Cheshire. Open-plan living. Super-king-size bed. Original features. Chester 5 miles; Ellesmere Port 4.8 miles; Liverpool 17.8 miles. (Ref. 1051836)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

3 nights from £436

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This elegant terraced cottage rests close to the city of Chester in Cheshire, making a wonderful retreat for a couple seeking a rural escape. Hot tub. Open-plan living. Chester Zoo 4.3 miles; Chester 5.3 miles. (Ref. 974556)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

3 nights from £416

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A delightful end-terrace nestled in the heart of Chester near the River Dee. TV. Enclosed courtyard. Contemporary feel. Local amenities 5 mins walk. (Ref. 962021)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • 10% off - Sun 1st Jun to 30th Jun 2025

  • 10% off - Tue 1st Jul to 31st Jul 2025

3 nights from £508

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A beautiful end-terrace cottage resting in Holt, Wrexham. Off-road parking. Close to amenities.Private garden. Adult-only. Wrexham 5.8 miles; Chester 10.6 miles. (Ref. 1118623)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • 10% off - Mon 2nd Jun to 1st Aug 2025

3 nights from £341

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A stylish, traditional self-catering apartment, forming part of the owner's country manor house near Wrexham. Romantic retreat. Open fire, games room with full-size snooker table. Use of tennis court and access to 1000 acres of parkland. Chester 13 miles. (Ref. 19835)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room

3 nights from £289

A short break in Chester is the best way to explore one of England’s most picturesque and historic cities. Whether you're strolling along the River Dee, exploring Chester Cathedral, or visiting the famous Chester Zoo, there’s something for everyone.  

Weekend breaks in Chester offer the perfect destination for a memorable short getaway. 

Why Chester Short Breaks? 

A Chester short break is packed with must-see attractions, making it a fantastic destination for a weekend break. Start your visit with a walk along the Chester City Walls, the oldest and most complete in Britain, whilst heading around the wall. Don’t miss the iconic Eastgate Clock, which is one of the most photographed clocks in the UK.  

A visit to Chester Cathedral is also a must, with its breathtaking Gothic architecture and beautiful gardens. There are also a number of events that take place at the cathedral throughout the year, from musical performances to literary events, time your Chester short break right and you might be able to see one.  

Also during Chester weekend break, don’t forget to visit the Chester market, with the first permanent building being constructed in 1692 and a brand-new building being created in 2022, it is the perfect place to explore and enjoy a wide variety of worldwide cuisine. There are also a number of great bands and artists who play here throughout the weekend too, so it's a perfect place to dine and enjoy some live music.  

For a more relaxed experience, take a scenic stroll along the River Dee or you can enjoy a boat cruise or maybe even rent a paddle or motorboat and navigate the waters in your own time. The wonderful Chester Zoo is a must-visit during a weekend break in Chester, with over 20,000 animals, stunning gardens and countless events; it promises a day of fun for the whole family. 

Whether you're looking for history, culture or simply a charming city escape, one thing is for sure, a weekend break in Chester is the perfect choice! 

Places to Visit during Chester Weekend Breaks 

A Chester short break also allows you to visit other locations close by for something different.  

Head along the Welsh coastline to towns such as Conwy and Llandudno, offering stunning views over the Irish sea and a wide range of beaches to explore. Both towns also have a great range of food and drink options, making it the perfect place to explore on your Chester short break.  

Or head into the mountain ranges of Snowdonia, maybe even try to tackle the impressive summit of Snowdon while you’re here. There are so many fantastic walking trails around with views as far as the eye can see. Head to villages in the heart of the national park, such as Betws-y-Coed and Beddgelert, to really take in the surroundings of this part of the UK.  

There is so much to enjoy during a short break in Chester, an unforgettable holiday awaits! 

More Destinations to Visit during a weekend break in Chester: 

Llangollen 

Mold 

Nantwich 

Shrewsbury 

Stoke-on-Trent 

Wrexham 

Types of Chester Holidays 

Head away for a short break today with a Chester weekend break! 

For other alternatives in Chester, take a look at cottages in Chester with a hot tub and dog-friendly cottages in Chester.  

Why not take a look at a selection of last-minute deals in Cheshire? If you still haven’t found what you’re looking for there are plenty of other cottages in Chester as well as other short breaks in Cheshire to choose from.