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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 £30

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

Chester, Liverpool & Lakes Superdeal

The Scarisbrick Hotel - Southport

£169.00
Now  £139 pp
save £30.00

Duration: 4 Days

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


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Scarisbrick 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 13th May 24 2024

£169.00 £139pp

Mon 27th May 24 2024

£179.00 £179pp

Mon 3rd Jun 24 2024

£179.00 £179pp

Mon 10th Jun 24 2024

£179.00 £179pp

Mon 24th Jun 24 2024

£179.00 £179pp

Mon 1st Jul 24 2024

£179.00 £179pp

Mon 8th Jul 24 2024

£179.00 £179pp

Mon 22nd Jul 24 2024

£179.00 £179pp

Mon 29th Jul 24 2024

£179.00 £179pp

Mon 5th Aug 24 2024

£179.00 £179pp

Mon 19th Aug 24 2024

£179.00 £179pp

Mon 26th Aug 24 2024

£179.00 £179pp

Mon 2nd Sep 24 2024

£169.00 £169pp

Mon 16th Sep 24 2024

£169.00 £169pp

Mon 23rd Sep 24 2024

£169.00 £169pp

Mon 30th Sep 24 2024

£159.00 £159pp

Mon 14th Oct 24 2024

£159.00 £159pp

Mon 21st Oct 24 2024

£149.00 £149pp

Mon 28th Oct 24 2024

£149.00 £149pp


Recently Viewed

Chester, Liverpool & Lakes Superdeal

The Scarisbrick Hotel - Southport

£169.00
Now  £149 pp
save £20.00

Duration: 4 Days

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


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast at the Scarisbrick Hotel, Southport
  • Free time in Southport
  • An excursion to the lively city of Liverpool
  • A scenic excursion through the Lake District, with a visit to Bowness-on-Windermere
  • An excursion to Cheshire's county town, Chester on your return to explore its 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. 

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 20th May 24 2024

£169.00 £149pp

Mon 17th Jun 24 2024

£179.00 £179pp

Mon 15th Jul 24 2024

£179.00 £179pp

Mon 12th Aug 24 2024

£179.00 £179pp

Mon 9th Sep 24 2024

£169.00 £169pp

Mon 9th Sep 24 2024

£169.00 £169pp

Mon 7th Oct 24 2024

£159.00 £159pp

Mon 7th Oct 24 2024

£159.00 £159pp


Recently Viewed

Historic Chester & Cheshire Oaks

The Beaufort Park Hotel - Mold

£99.00
Only  £99 pp
save -

Duration: 2 Days

From: Castleford, Hessle, Hull, Leeds, Wakefield


  • 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 25th May 24 2024

£99.00 £99pp

Sat 8th Jun 24 2024

£99.00 £99pp

Sat 15th Jun 24 2024

£99.00 £99pp

Sat 6th Jul 24 2024

£99.00 £99pp

Sat 10th Aug 24 2024

£99.00 £99pp

Sat 17th Aug 24 2024

£99.00 £99pp

Sat 24th Aug 24 2024

£99.00 £99pp

Sat 7th Sep 24 2024

£99.00 £99pp

Sat 21st Sep 24 2024

£99.00 £99pp

Sat 28th Sep 24 2024

£99.00 £99pp

Sat 12th Oct 24 2024

£99.00 £99pp

Sat 19th Oct 24 2024

£99.00 £99pp

Sat 26th Oct 24 2024

£99.00 £99pp

Sat 2nd Nov 24 2024

£89.00 £89pp

Sat 9th Nov 24 2024

£89.00 £89pp


Recently Viewed

Historic Chester & Liverpool Weekend

The Best Western Cresta Court Hotel

£99.00
Only  £99 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 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 25th May 24 2024

£99.00 £99pp

Sat 1st Jun 24 2024

£99.00 £99pp

Sat 8th Jun 24 2024

£99.00 £99pp

Sat 15th Jun 24 2024

£99.00 £99pp

Sat 15th Jun 24 2024

£99.00 £99pp

Sat 22nd Jun 24 2024

£99.00 £99pp

Sat 22nd Jun 24 2024

£99.00 £99pp

Sat 29th Jun 24 2024

£99.00 £99pp

Sat 29th Jun 24 2024

£99.00 £99pp

Sat 29th Jun 24 2024

£99.00 £99pp

Sat 13th Jul 24 2024

£99.00 £99pp

Sat 13th Jul 24 2024

£99.00 £99pp

Sat 13th Jul 24 2024

£99.00 £99pp

Sat 20th Jul 24 2024

£99.00 £99pp

Sat 27th Jul 24 2024

£99.00 £99pp

Sat 27th Jul 24 2024

£99.00 £99pp

Sat 27th Jul 24 2024

£99.00 £99pp

Sat 10th Aug 24 2024

£99.00 £99pp

Sat 10th Aug 24 2024

£99.00 £99pp

Sat 17th Aug 24 2024

£99.00 £99pp

Sat 17th Aug 24 2024

£99.00 £99pp

Sat 24th Aug 24 2024

£99.00 £99pp

Sat 31st Aug 24 2024

£99.00 £99pp

Sat 31st Aug 24 2024

£99.00 £99pp

Sat 31st Aug 24 2024

£99.00 £99pp

Sat 7th Sep 24 2024

£99.00 £99pp

Sat 7th Sep 24 2024

£99.00 £99pp

Sat 14th Sep 24 2024

£99.00 £99pp

Sat 21st Sep 24 2024

£99.00 £99pp

Sat 21st Sep 24 2024

£99.00 £99pp

Sat 21st Sep 24 2024

£99.00 £99pp

Sat 21st Sep 24 2024

£99.00 £99pp

Sat 28th Sep 24 2024

£99.00 £99pp

Sat 5th Oct 24 2024

£99.00 £99pp

Sat 5th Oct 24 2024

£99.00 £99pp

Sat 5th Oct 24 2024

£99.00 £99pp

Sat 12th Oct 24 2024

£99.00 £99pp

Sat 19th Oct 24 2024

£99.00 £99pp

Sat 26th Oct 24 2024

£99.00 £99pp

Sat 2nd Nov 24 2024

£99.00 £99pp

Sat 2nd Nov 24 2024

£99.00 £99pp

Sat 2nd Nov 24 2024

£99.00 £99pp

Sat 9th Nov 24 2024

£99.00 £99pp

Sat 9th Nov 24 2024

£99.00 £99pp

Sat 16th Nov 24 2024

£99.00 £99pp

Sat 16th Nov 24 2024

£119.00 £119pp

Sat 30th Nov 24 2024

£119.00 £119pp

Sat 30th Nov 24 2024

£99.00 £99pp

Sat 14th Dec 24 2024

£99.00 £99pp

Sat 14th Dec 24 2024

£99.00 £99pp


Recently Viewed

Chester - Day Break

N/A

£23.95
Only  £23 .95pp
save -

Duration: 1 Days

From: Leeds, Wakefield


  • Modern coach travel with reserved seating
  • Time to explore Cheshire's county town, Chester to explore its rich history
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.

Departure Date

Sat 25th May 24 2024

£23.95 £23.95pp

Sat 22nd Jun 24 2024

£23.95 £23.95pp

Sat 22nd Jun 24 2024

£23.95 £23.95pp

Thu 27th Jun 24 2024

£21.95 £21.95pp

Sat 13th Jul 24 2024

£24.95 £24.95pp

Thu 25th Jul 24 2024

£22.95 £22.95pp

Sat 3rd Aug 24 2024

£24.95 £24.95pp

Sat 24th Aug 24 2024

£24.95 £24.95pp

Thu 29th Aug 24 2024

£22.95 £22.95pp

Sat 21st Sep 24 2024

£23.95 £23.95pp

Thu 26th Sep 24 2024

£22.95 £22.95pp

Thu 24th Oct 24 2024

£21.95 £21.95pp

Sat 26th Oct 24 2024

£23.95 £23.95pp

Sat 9th Nov 24 2024

£23.95 £23.95pp

Thu 14th Nov 24 2024

£21.95 £21.95pp


Recently Viewed

Liverpool & Chester Weekend

Mystery Hotel

£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 our select hotel
  • Saturday - An excursion to the lively city of Liverpool
  • Sunday - visit to Cheshire's county town, Chester to explore its 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.

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.

Departure Date

Sat 1st Jun 24 2024

£99.00 £99pp

Sat 1st Jun 24 2024

£99.00 £99pp

Sat 1st Jun 24 2024

£99.00 £99pp


Recently Viewed

Chester, Liverpool & Lakes Superdeal

Mystery Hotel

£179.00
Only  £179 pp
save -

Duration: 4 Days

From: Carlisle, Glasgow, Gretna, Hamilton, Paisley


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast 
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
  • A scenic journey 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 10th Jun 24 2024

£179.00 £179pp

Mon 24th Jun 24 2024

£179.00 £179pp

Mon 2nd Sep 24 2024

£169.00 £169pp

Mon 9th Sep 24 2024

£169.00 £169pp

Mon 16th Sep 24 2024

£169.00 £169pp

Mon 23rd Sep 24 2024

£169.00 £169pp

Mon 30th Sep 24 2024

£159.00 £159pp

Mon 7th Oct 24 2024

£159.00 £159pp

Mon 14th Oct 24 2024

£159.00 £159pp

Mon 21st Oct 24 2024

£149.00 £149pp

Mon 28th Oct 24 2024

£149.00 £149pp

Mon 4th Nov 24 2024

£149.00 £149pp

Mon 11th Nov 24 2024

£149.00 £149pp


Recently Viewed

Manchester & Liverpool City Break

The Britannia Hotel - Manchester

£139.00
Only  £139 pp
save -

Duration: 3 Days

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


  • Modern coach travel with reserved seating
  • Two nights dinner, bed and breakfast at The Britannia Hotel - Manchester
  • An excursion to the lively city of Liverpool
  • Time to enjoy the attractions of Manchester
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.

Manchester -  Whether you’re an art lover, want to indulge in a bit of retail therapy, or you’re looking for a relaxing city break, Manchester is the perfect destination.

The Britannia Hotel, Manchester - Located in the heart of Manchester, with grand architecture, cast iron staircase and a huge chandelier, the Britannia Hotel is a stunning Grade II listed building. This hotel literally has everything on its doorstep from shopping facilities, museums to fabulous nightlife. A warm welcome and high standards of accommodation await at the popular city centre hotel.

Departure Date

Tue 18th Jun 24 2024

£139.00 £139pp

Tue 9th Jul 24 2024

£139.00 £139pp

Tue 16th Jul 24 2024

£139.00 £139pp

Tue 23rd Jul 24 2024

£139.00 £139pp

Tue 30th Jul 24 2024

£139.00 £139pp

Tue 6th Aug 24 2024

£139.00 £139pp

Tue 13th Aug 24 2024

£139.00 £139pp

Tue 20th Aug 24 2024

£139.00 £139pp

Tue 27th Aug 24 2024

£139.00 £139pp

Tue 3rd Sep 24 2024

£139.00 £139pp

Tue 10th Sep 24 2024

£139.00 £139pp

Tue 17th Sep 24 2024

£139.00 £139pp

Tue 24th Sep 24 2024

£139.00 £139pp


Recently Viewed

Cheshire Oaks Designer Outlet

N/A

£21.95
Only  £21 .95pp
save -

Duration: 1 Days

From: Castleford, Hessle, Hull, Leeds, Wakefield


  • Modern coach travel with reserved seating
  • Visit to the Cheshire Oaks Designer Outlet

Departure Date

Thu 27th Jun 24 2024

£21.95 £21.95pp

Thu 25th Jul 24 2024

£22.95 £22.95pp

Thu 29th Aug 24 2024

£22.95 £22.95pp

Thu 26th Sep 24 2024

£22.95 £22.95pp

Thu 24th Oct 24 2024

£21.95 £21.95pp

Thu 14th Nov 24 2024

£21.95 £21.95pp


Recently Viewed

2 for 1 Bar

Chester, Liverpool & Lakes Superdeal

Mystery Hotel

£179.00
Only  £179 pp
save -

Duration: 4 Days

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


  • Modern coach travel with reserved seating
  • Three nights dinner, bed and breakfast 
  • "2 for 1" Bar Package - between the hours of 6pm - 9pm each evening with a choice of beers, wines, house spirits & soft drinks
  • An excursion to Cheshire's county town, Chester to explore its rich history
  • An excursion to the lively city of Liverpool
  • A scenic journey 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 1st Jul 24 2024

£179.00 £179pp

Mon 8th Jul 24 2024

£179.00 £179pp

Mon 15th Jul 24 2024

£179.00 £179pp

Mon 22nd Jul 24 2024

£179.00 £179pp

Mon 29th Jul 24 2024

£179.00 £179pp

Mon 5th Aug 24 2024

£179.00 £179pp

Mon 12th Aug 24 2024

£179.00 £179pp

Mon 19th Aug 24 2024

£179.00 £179pp

Mon 26th Aug 24 2024

£169.00 £169pp


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