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City Breaks & Holidays to Chester

City Breaks by coach to Chester

Enjoy a coach holiday visiting the magical city of Chester, with its ancient city walls, stunning landmarks and cultural attractions.  

One of the best-preserved walled cities in England, Chester is home to Roman ruins, charming medieval buildings and a fascinating old town. Walk the city walls, the oldest, longest and most complete in Britain, with parts dating back nearly 2,000 years. Whilst giving you an insight into the history of Chester, the full circuit of the walls also allows you to take in wondrous views of the city.

You’ll be spoilt for choice with the selection of attractions to explore in the city, including the largest Roman Amphitheatre in Britain, cruises along the beautiful River Dee and the 1,000-year-old cathedral with fine examples of medieval wood carvings. 

If you enjoy a bit of retail therapy, you’ll love Chester’s Rows in the heart of the city. These unique structures are half-timbered shopping galleries across two tiers, with everything from independent shops, cosy coffee shops and popular restaurants.

Our coach holidays visiting Chester include hotel accommodation on a bed & breakfast or dinner, bed & breakfast basis, along with excursions to places of interest. Some of our short breaks also feature evening entertainment and drinks offers.

Why book with us

7 day refund

If for any reason we cannot operate your break we will guarantee a 7 day refund of your money

Low deposits

Book with a low deposit from only £40

100% safe & secure

We are unable to access your money until you return from your break

Caledonian reviews


Browse or search holidays visiting Chester below

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Recently Viewed

Historic Chester & Liverpool Weekend

B&B Hotel - Warrington

£99.00
Only  £99 pp
save -

Duration: 2 Days

From: Castleford, Hessle, Hull, Leeds, Wakefield


  • Coach travel with reserved seating
  • One night dinner, bed and breakfast at our select hotel
  • Visit to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the Cathedral City has a long and rich history.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping.

Departure Date

Sat 14th Dec 24 2024

£99.00 £99pp

Sat 11th Jan 25 2025

£89.00 £89pp

Sat 18th Jan 25 2025

£79.00 £79pp

Sat 25th Jan 25 2025

£99.00 £99pp

Sat 15th Feb 25 2025

£89.00 £89pp

Sat 22nd Mar 25 2025

£99.00 £99pp

Sat 19th Apr 25 2025

£99.00 £99pp

Sat 26th Apr 25 2025

£99.00 £99pp

Sat 3rd May 25 2025

£119.00 £119pp

Sat 17th May 25 2025

£119.00 £119pp

Sat 31st May 25 2025

£119.00 £119pp

Sat 31st May 25 2025

£119.00 £119pp

Sat 14th Jun 25 2025

£119.00 £119pp

Sat 28th Jun 25 2025

£119.00 £119pp

Sat 28th Jun 25 2025

£119.00 £119pp

Sat 12th Jul 25 2025

£119.00 £119pp

Sat 26th Jul 25 2025

£119.00 £119pp

Sat 26th Jul 25 2025

£119.00 £119pp

Sat 9th Aug 25 2025

£119.00 £119pp

Sat 23rd Aug 25 2025

£119.00 £119pp

Sat 30th Aug 25 2025

£119.00 £119pp

Sat 30th Aug 25 2025

£119.00 £119pp

Sat 30th Aug 25 2025

£119.00 £119pp

Sat 6th Sep 25 2025

£119.00 £119pp

Sat 20th Sep 25 2025

£119.00 £119pp

Sat 20th Sep 25 2025

£119.00 £119pp

Sat 4th Oct 25 2025

£109.00 £109pp

Sat 18th Oct 25 2025

£99.00 £99pp

Sat 18th Oct 25 2025

£99.00 £99pp

Sat 1st Nov 25 2025

£99.00 £99pp

Sat 15th Nov 25 2025

£99.00 £99pp

Sat 29th Nov 25 2025

£99.00 £99pp

Sat 13th Dec 25 2025

£99.00 £99pp


Recently Viewed

Historic Chester & Liverpool Christmas Markets

The Ibis Styles Hotel - Haydock (Sap)

£99.00
Only  £99 pp
save -

Duration: 2 Days

From: Darlington, Middlesbrough, Stockton


  • Modern coach travel with reserved seating
  • One night dinner, bed and breakfast at our select hotel
  • Time to explore Cheshire's historic county town, Chester & its Christmas Market
  • Time to explore the lively city of Liverpool & its Christmas Market
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the cathedral city has a long and rich history.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping. 

Departure Date

Sat 14th Dec 24 2024

£99.00 £99pp

Sat 21st Dec 24 2024

£99.00 £99pp


Recently Viewed

Historic Chester & Cheshire Oaks

The Beaufort Park Hotel - Mold

£79.00
Only  £79 pp
save -

Duration: 2 Days

From: Darlington, Gateshead, Middlesbrough, Newcastle, Stockton, Sunderland


  • Modern coach travel with reserved seating
  • One night dinner, bed and breakfast at Beaufort Park Hotel, Mold
  • Visit to Cheshire's county town, Chester to explore its rich history
  • Visit to the Cheshire Oaks Designer Outlet
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the Cathedral City has a long and rich history.

Cheshire Oaks Designer Outlet - The largest designer outlet in the UK, Cheshire Oaks is a shopping destination of over 140 designer boutiques, with discounts of up to 60%.

The Beaufort Park Hotel - Located on the beautiful Welsh borders and close to the historic market town of Mold, the independently run hotel offers comfort, a warm welcome - and entertainment at The Arches Bar & Restaurant every Saturday!

Departure Date

Sat 4th Jan 25 2025

£79.00 £79pp

Sat 4th Jan 25 2025

£79.00 £79pp

Sat 11th Jan 25 2025

£89.00 £89pp

Sat 11th Jan 25 2025

£89.00 £89pp

Sat 18th Jan 25 2025

£89.00 £89pp

Sat 18th Jan 25 2025

£89.00 £89pp

Sat 25th Jan 25 2025

£89.00 £89pp

Sat 25th Jan 25 2025

£89.00 £89pp

Sat 1st Feb 25 2025

£89.00 £89pp

Sat 1st Feb 25 2025

£89.00 £89pp

Sat 8th Feb 25 2025

£89.00 £89pp

Sat 15th Feb 25 2025

£99.00 £99pp

Sat 22nd Feb 25 2025

£99.00 £99pp

Sat 1st Mar 25 2025

£99.00 £99pp

Sat 8th Mar 25 2025

£99.00 £99pp

Sat 15th Mar 25 2025

£99.00 £99pp

Sat 22nd Mar 25 2025

£99.00 £99pp

Sat 22nd Mar 25 2025

£99.00 £99pp

Sat 29th Mar 25 2025

£99.00 £99pp

Sat 29th Mar 25 2025

£99.00 £99pp


Recently Viewed

2 for 1 Bar

Chester, Liverpool & Lakes Superdeal

The Prince of Wales Hotel - Southport

£139.00
Only  £139 pp
save -

Duration: 4 Days

From: Carlisle, Glasgow, Gretna, Hamilton, Paisley


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Prince of Wales Hotel, Southport
  • Free time in Southport
  • An excursion to the lively city of Liverpool
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • A scenic excursion through the Lake District, with a visit to Bowness-on-Windermere
Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping. 

Bowness-on-Windermere - A busy town right on the shore of the largest lake in The Lake District -and England: Windermere. You’ll find traditional stone cottages, lakefront pubs, B&Bs – and lots and lots of water sports!

Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries which line the main streets of the city – the Cathedral City has a rich history. ‘The Rows’ are now home to an exciting mix of shops, restaurants, pubs, bars, attractions, and experiences.

Departure Date

Mon 13th Jan 25 2025

£139.00 £139pp

Mon 27th Jan 25 2025

£149.00 £149pp

Mon 24th Feb 25 2025

£159.00 £159pp

Mon 10th Mar 25 2025

£159.00 £159pp

Mon 24th Mar 25 2025

£169.00 £169pp


Recently Viewed

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Runcorn

£89.00
Only  £89 pp
save -

Duration: 2 Days

From: Anlaby, Castleford, Goole, Hessle, Hull, Leeds, Wakefield


  • Coach travel with reserved seating
  • One night dinner, bed and breakfast at The Holiday Inn Hotel - Runcorn
  • Visit to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the Cathedral City has a long and rich history.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping.

Departure Date

Sat 18th Jan 25 2025

£89.00 £89pp

Sat 1st Feb 25 2025

£89.00 £89pp

Sat 15th Feb 25 2025

£99.00 £99pp

Sat 1st Mar 25 2025

£99.00 £99pp

Sat 15th Mar 25 2025

£99.00 £99pp

Sat 29th Mar 25 2025

£99.00 £99pp

Sat 19th Apr 25 2025

£99.00 £99pp

Sat 3rd May 25 2025

£119.00 £119pp

Sat 17th May 25 2025

£119.00 £119pp

Sat 31st May 25 2025

£119.00 £119pp

Sat 14th Jun 25 2025

£119.00 £119pp

Sat 28th Jun 25 2025

£119.00 £119pp

Sat 12th Jul 25 2025

£119.00 £119pp

Sat 26th Jul 25 2025

£119.00 £119pp

Sat 9th Aug 25 2025

£119.00 £119pp

Sat 6th Sep 25 2025

£119.00 £119pp

Sat 20th Sep 25 2025

£119.00 £119pp

Sat 4th Oct 25 2025

£119.00 £119pp

Sat 18th Oct 25 2025

£119.00 £119pp

Sat 1st Nov 25 2025

£119.00 £119pp

Sat 15th Nov 25 2025

£119.00 £119pp


Recently Viewed

Chester, Liverpool & Lakes Superdeal

The Royal Clifton Hotel - Southport

£139.00
Only  £139 pp
save -

Duration: 4 Days

From: Darlington, Gateshead, Middlesbrough, Newcastle, Stockton, Sunderland


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Royal Clifton Hotel, Southport
  • Free time in Southport
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
  • A scenic journey on your return through the Lake District, with a visit to Bowness-on-Windermere
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries which line the main streets of the city – the Cathedral City has a rich history. ‘The Rows’ are now home to an exciting mix of shops, restaurants, pubs, bars, attractions, and experiences.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping. 

Bowness-on-Windermere - A busy town right on the shore of the largest lake in The Lake District -and England: Windermere. You’ll find traditional stone cottages, lakefront pubs, B&Bs – and lots and lots of water sports!

Departure Date

Mon 20th Jan 25 2025

£139.00 £139pp

Mon 3rd Feb 25 2025

£149.00 £149pp

Mon 17th Mar 25 2025

£169.00 £169pp


Recently Viewed

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Runcorn

£89.00
Only  £89 pp
save -

Duration: 2 Days

From: Darlington, Gateshead, Middlesbrough, Newcastle, Stockton, Sunderland


  • Modern coach travel with reserved seating
  • One night dinner, bed and breakfast at The Holiday Inn Hotel - Runcorn
  • Saturday - Visit to Cheshire's county town, Chester to explore its rich history
  • Sunday - An excursion to the lively city of Liverpool
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the Cathedral City has a long and rich history.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping.

The Holiday Inn Hotel , Runcorn - Boasting an excellent position, ideal for our inclusive itinerary, the Holiday Inn Hotel, Runcorn offers high standards of accommodation, great food, modern facilities and fantastic customer service.

Departure Date

Sat 25th Jan 25 2025

£89.00 £89pp

Sat 8th Feb 25 2025

£89.00 £89pp

Sat 22nd Feb 25 2025

£99.00 £99pp

Sat 8th Mar 25 2025

£99.00 £99pp

Sat 22nd Mar 25 2025

£99.00 £99pp

Sat 12th Apr 25 2025

£99.00 £99pp

Sat 26th Apr 25 2025

£99.00 £99pp

Sat 10th May 25 2025

£119.00 £119pp

Sat 24th May 25 2025

£119.00 £119pp

Sat 7th Jun 25 2025

£119.00 £119pp

Sat 21st Jun 25 2025

£119.00 £119pp

Sat 5th Jul 25 2025

£119.00 £119pp

Sat 19th Jul 25 2025

£119.00 £119pp

Sat 2nd Aug 25 2025

£119.00 £119pp

Sat 16th Aug 25 2025

£119.00 £119pp

Sat 13th Sep 25 2025

£119.00 £119pp

Sat 27th Sep 25 2025

£119.00 £119pp

Sat 11th Oct 25 2025

£119.00 £119pp

Sat 25th Oct 25 2025

£119.00 £119pp

Sat 8th Nov 25 2025

£119.00 £119pp


Recently Viewed

2 for 1 Bar

Chester, Liverpool & Lakes Superdeal

The Royal Clifton Hotel - Southport

£159.00
Only  £159 pp
save -

Duration: 4 Days

From: Carlisle, Glasgow, Gretna, Hamilton, Paisley


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Royal Clifton Hotel, Southport
  • Free time in Southport
  • An excursion to the lively city of Liverpool
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • A scenic excursion through the Lake District, with a visit to Bowness-on-Windermere
Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping. 

Bowness-on-Windermere - A busy town right on the shore of the largest lake in The Lake District -and England: Windermere. You’ll find traditional stone cottages, lakefront pubs, B&Bs – and lots and lots of water sports!

Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries which line the main streets of the city – the Cathedral City has a rich history. ‘The Rows’ are now home to an exciting mix of shops, restaurants, pubs, bars, attractions, and experiences.

Departure Date

Mon 10th Feb 25 2025

£159.00 £159pp


Recently Viewed

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Bolton

£99.00
Only  £99 pp
save -

Duration: 2 Days

From: Carlisle, Glasgow, Gretna, Hamilton, Paisley


  • Modern coach travel with reserved seating
  • One night dinner, bed and breakfast at the Holiday Inn, Bolton
  • Visit to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries that line the main streets - the Cathedral City has a long and rich history.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping.

Departure Date

Sat 15th Feb 25 2025

£99.00 £99pp

Sat 1st Mar 25 2025

£99.00 £99pp

Sat 15th Mar 25 2025

£99.00 £99pp

Sat 29th Mar 25 2025

£99.00 £99pp


Recently Viewed

2 for 1 Bar

Chester, Liverpool & Lakes Superdeal

The Prince of Wales Hotel - Southport

£159.00
Only  £159 pp
save -

Duration: 4 Days

From: Darlington, Gateshead, Middlesbrough, Newcastle, Stockton, Sunderland


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Prince of Wales Hotel, Southport
  • 2 for 1 Bar Package for three hours each evening with a choice of beers, wines, house spirits & soft drinks.
  • Free time in Southport
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
  • A scenic journey on your return through the Lake District, with a visit to Bowness-on-Windermere
Chester - From the best-preserved city walls in England to the Rows: the black and white 700-year-old medieval two-tiered timber-framed galleries which line the main streets of the city – the Cathedral City has a rich history. ‘The Rows’ are now home to an exciting mix of shops, restaurants, pubs, bars, attractions, and experiences.

Liverpool - It's one of the UK’s most popular city breaks, and it’s clear why. Located right where the River Mersey meets the Irish Sea in the North West of England, it’s bursting with diverse and fascinating history, attractions – and lots and lots of shopping. 

Bowness-on-Windermere - A busy town right on the shore of the largest lake in The Lake District -and England: Windermere. You’ll find traditional stone cottages, lakefront pubs, B&Bs – and lots and lots of water sports!

Departure Date

Mon 17th Feb 25 2025

£159.00 £159pp

Mon 3rd Mar 25 2025

£159.00 £159pp


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