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Chester Holidays & City Breaks

Chester Coach Holidays

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. You couldn't choose a better destination for a city break. 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.

Things to do on a Short Break in Chester

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.

What to expect on our Chester Coach Trips?

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!

Our coaches to Chester feature reserved seats and we pick up from a range of local departure points before taking you directly to your holiday destination.

Why book with us

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Book with a low deposit from only £40

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Caledonian reviews

Browse or search holidays visiting Chester below

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Recently Viewed

Chester - Day Break

£26.95

Only £26 .95pp

save -

Duration: 1 Days

From: Hessle, Hull, Wakefield

Coach Seating

Room Types

Departure Points

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

Departure Date

Sat 24th Oct 26 2026

£26.95 £26.95pp

Sat 7th Nov 26 2026

£26.95 £24.95pp

Book now View Break More Info

Recently Viewed

Cheshire Oaks Designer Outlet

£25.95

Now £22 .95pp

save £3.00

Duration: 1 Days

From: Hull, Leeds, Wakefield

Coach Seating

Room Types

Departure Points

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

Departure Date

Thu 29th Oct 26 2026

£25.95 £22.95pp

Book now View Break More Info

Recently Viewed

Beautiful Chester & Cheshire Oaks

The Beaufort Park Hotel - Mold

£119.00

Now £99 pp

save £20.00

Duration: 2 Days

From: Gateshead, Middlesbrough, Newcastle, Stockton, Sunderland

Coach Seating

Room Types

Departure Points

Modern coach travel with reserved seating
One night dinner, bed and breakfast at The 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, Mold - Stunningly located on the Welsh borders, close to the historic market town of Mold, this splendid hotel offers delightful accommodation, great entertainment, a warm welcome in an ideallocation for our inclusive itinerary.

Departure Date

Sat 31st Oct 26 2026

£119.00 £99pp

Sat 7th Nov 26 2026

£119.00 £99pp

Sat 14th Nov 26 2026

£119.00 £107.10pp

Sat 9th Jan 27 2027

£79.00 £79pp

Sat 23rd Jan 27 2027

£89.00 £89pp

Sat 30th Jan 27 2027

£99.00 £99pp

Sat 6th Feb 27 2027

£99.00 £99pp

Sat 13th Feb 27 2027

£99.00 £99pp

Sat 20th Feb 27 2027

£99.00 £99pp

Sat 27th Feb 27 2027

£99.00 £99pp

Sat 6th Mar 27 2027

£99.00 £99pp

Sat 13th Mar 27 2027

£99.00 £99pp

Sat 20th Mar 27 2027

£99.00 £99pp

Sat 3rd Apr 27 2027

£119.00 £119pp

Sat 10th Apr 27 2027

£119.00 £119pp

Sat 17th Apr 27 2027

£119.00 £119pp

Sat 24th Apr 27 2027

£119.00 £119pp

Sat 8th May 27 2027

£119.00 £119pp

Sat 15th May 27 2027

£119.00 £119pp

Sat 22nd May 27 2027

£119.00 £119pp

Sat 12th Jun 27 2027

£119.00 £119pp

Sat 26th Jun 27 2027

£119.00 £119pp

Sat 3rd Jul 27 2027

£119.00 £119pp

Sat 24th Jul 27 2027

£119.00 £119pp

Sat 14th Aug 27 2027

£119.00 £119pp

Sat 21st Aug 27 2027

£119.00 £119pp

Sat 28th Aug 27 2027

£119.00 £119pp

Sat 18th Sep 27 2027

£119.00 £119pp

Sat 18th Sep 27 2027

£119.00 £119pp

Sat 25th Sep 27 2027

£119.00 £119pp

Sat 9th Oct 27 2027

£119.00 £119pp

Sat 16th Oct 27 2027

£119.00 £119pp

Sat 30th Oct 27 2027

£119.00 £119pp

Sat 6th Nov 27 2027

£119.00 £119pp

Sat 13th Nov 27 2027

£119.00 £119pp

Sat 13th Nov 27 2027

£119.00 £119pp

Book now View Break More Info

Recently Viewed

Beautiful Chester & Cheshire Oaks

The Holiday Inn Hotel - Runcorn

£119.00

Now £99 pp

save £20.00

Duration: 2 Days

From: Castleford, Hessle, Hull, Leeds, Wakefield

Coach Seating

Room Types

Departure Points

Modern 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
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%.

Departure Date

Sat 31st Oct 26 2026

£119.00 £99pp

Sat 14th Nov 26 2026

£119.00 £99pp

Sat 22nd May 27 2027

£119.00 £119pp

Sat 17th Jul 27 2027

£119.00 £119pp

Sat 25th Sep 27 2027

£119.00 £119pp

Book now View Break More Info

Recently Viewed

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Chester South

£119.00

Now £99 pp

save £20.00

Duration: 2 Days

From: Glasgow, Gretna, Hamilton, Paisley

Coach Seating

Room Types

Departure Points

Modern coach travel with reserved seating
One night dinner, bed and breakfast at the Holiday Inn - Chester South
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.

Holiday Inn - Chester South - On the edge of the beautiful Roman City of Chester, you’ll find the Holiday Inn Chester South hotel, offering the perfect blend of modern comfort and warm hospitality, this welcoming hotel provides everything you need for a relaxing stay. Enjoy the on-site Health Club, featuring a heated indoor pool, sauna, steam room, and fully equipped gym.

Departure Date

Sat 31st Oct 26 2026

£119.00 £99pp

Book now View Break More Info

Recently Viewed

Chester & Chatsworth Christmas Market

The Holiday Inn Hotel - Stoke-on-Trent

£159.00

Now £139 pp

save £20.00

Duration: 2 Days

From: Darlington, Gateshead, Middlesbrough, Newcastle, Sunderland

Coach Seating

Room Types

Departure Points

Modern coach travel with reserved seating
One night dinner, bed and breakfast at our select hotel
Visit to Chatsworth House Estate, Bakewell to enjoy the Christmas Markets, the incredible Chatsworth House Itself and its charming cafés
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.

Chatsworth House Christmas Market - With more than 100 stalls offering a wide range of Christmas gifts and decorations, this is one spectacular setting for a Christmas Market - and the place to stock up on stocking fillers, drink mulled wine or treat yourself to some festive food.

Chatsworth House - One of Derbyshire’s finest country houses featuring over 25 elegant rooms and set within a beautiful estate. The striking stately home has been passed down through 16 generations of the Devonshire family.

Departure Date

Sat 7th Nov 26 2026

£159.00 £139pp

Sat 7th Nov 26 2026

£159.00 £139pp

Sat 14th Nov 26 2026

£169.00 £152.10pp

Sat 14th Nov 26 2026

£169.00 £169pp

Sat 21st Nov 26 2026

£169.00 £152.10pp

Sat 21st Nov 26 2026

£169.00 £152.10pp

Sat 21st Nov 26 2026

£169.00 £169pp

Sat 28th Nov 26 2026

£169.00 £169pp

Sat 28th Nov 26 2026

£169.00 £152.10pp

Book now View Break More Info

Recently Viewed

Chester & Chatsworth Christmas Market

The Palace Hotel - Buxton

£139.00

Now £119 pp

save £20.00

Duration: 2 Days

From: Anlaby, Castleford, Goole, Hull, Wakefield

Coach Seating

Room Types

Departure Points

Coach travel with reserved seating
One night dinner, bed and breakfast at the Palace Hotel in Buxton
Visit to Chatsworth House Estate, Bakewell to enjoy the Christmas Markets, the incredible Chatsworth House itself and its charming cafés
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.

Chatsworth House Christmas Market - With more than 100 stalls offering a wide range of Christmas gifts and decorations, this is one spectacular setting for a Christmas Market - and the place to stock up on stocking fillers, drink mulled wine or treat yourself to some festive food.

Chatsworth House - One of Derbyshire’s finest country houses featuring over 25 elegant rooms and set within a beautiful estate. The striking stately home has been passed down through 16 generations of the Devonshire family.

Departure Date

Mon 9th Nov 26 2026

£139.00 £119pp

Tue 10th Nov 26 2026

£139.00 £119pp

Wed 11th Nov 26 2026

£139.00 £139pp

Thu 12th Nov 26 2026

£139.00 £119pp

Mon 16th Nov 26 2026

£139.00 £139pp

Tue 17th Nov 26 2026

£139.00 £125.10pp

Wed 18th Nov 26 2026

£139.00 £139pp

Thu 19th Nov 26 2026

£139.00 £125.10pp

Mon 23rd Nov 26 2026

£149.00 £149pp

Tue 24th Nov 26 2026

£149.00 £134.10pp

Wed 25th Nov 26 2026

£149.00 £149pp

Tue 1st Dec 26 2026

£149.00 £134.10pp

Tue 8th Dec 26 2026

£149.00 £134.10pp

Wed 9th Dec 26 2026

£149.00 £149pp

Book now View Break More Info

Recently Viewed

Historic Chester & Liverpool Christmas Markets

£119.00

Only £119 pp

save -

Duration: 2 Days

From: Castleford, Goole, Hull, Leeds, Wakefield

Coach Seating

Room Types

Departure Points

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 21st Nov 26 2026

£119.00 £119pp

Sat 28th Nov 26 2026

£119.00 £107.10pp

Sat 5th Dec 26 2026

£119.00 £119pp

Sat 12th Dec 26 2026

£119.00 £107.10pp

Sat 19th Dec 26 2026

£99.00 £99pp

Sat 19th Dec 26 2026

£99.00 £89.10pp

Sat 20th Nov 27 2027

£119.00 £119pp

Sat 4th Dec 27 2027

£119.00 £119pp

Sat 18th Dec 27 2027

£99.00 £99pp

Book now View Break More Info

Recently Viewed

Cheshire Oaks & Chester Christmas Markets

£129.00

Only £129 pp

save -

Duration: 2 Days

From: Gretna, Hamilton, Paisley

Coach Seating

Room Types

Departure Points

Modern coach travel with reserved seating
One night dinner, bed and breakfast at our select hotel
Visit to explore Cheshire's county town, Chester to explore its rich history - and Christmas Market!
Visit to the Cheshire Oaks Designer Outlet

Chester - 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, explore the festive delights of Chester Christmas Markets. A handmade, historical, magical experience awaits you with traditional wooden chalets surrounding the iconic sparkling tree in the heart of the city centre. Discover unique, locally made produce and with handmade crafts, jewellery, accessories and stocking fillers, you’re sure to find the perfect presents.

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%.

Departure Date

Sat 21st Nov 26 2026

£129.00 £129pp

Sat 21st Nov 26 2026

£129.00 £129pp

Sat 5th Dec 26 2026

£119.00 £119pp

Sat 20th Nov 27 2027

£129.00 £129pp

Sat 27th Nov 27 2027

£129.00 £129pp

Sat 4th Dec 27 2027

£129.00 £129pp

Sat 11th Dec 27 2027

£129.00 £129pp

Sat 18th Dec 27 2027

£119.00 £119pp

Book now View Break More Info

Recently Viewed

Chester Christmas Market - Day Break

£27.95

Only £27 .95pp

save -

Duration: 1 Days

From: Gateshead, Newcastle, Sunderland

Coach Seating

Room Types

Departure Points

Return Coach travel with reserved seating.
Day to enjoy the famous City of Walls of Chester and its christmas market.

Departure Date

Tue 24th Nov 26 2026

£27.95 £27.95pp

Tue 24th Nov 26 2026

£27.95 £27.95pp

Thu 26th Nov 26 2026

£26.95 £26.95pp

Tue 1st Dec 26 2026

£27.95 £27.95pp

Tue 1st Dec 26 2026

£27.95 £27.95pp

Thu 3rd Dec 26 2026

£26.95 £26.95pp

Tue 8th Dec 26 2026

£27.95 £27.95pp

Tue 8th Dec 26 2026

£27.95 £27.95pp

Thu 10th Dec 26 2026

£26.95 £26.95pp

Tue 15th Dec 26 2026

£27.95 £27.95pp

Tue 15th Dec 26 2026

£27.95 £27.95pp

Thu 17th Dec 26 2026

£26.95 £26.95pp

Book now View Break More Info

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Chester Holidays & City Breaks

Chester Coach Holidays

Things to do on a Short Break in Chester

What to expect on our Chester Coach Trips?

Why book with us

Caledonian reviews

Browse or search holidays visiting Chester below

Tour Search

Chester - Day Break

N/A

Cheshire Oaks Designer Outlet

N/A

Beautiful Chester & Cheshire Oaks

The Beaufort Park Hotel - Mold

Beautiful Chester & Cheshire Oaks

The Holiday Inn Hotel - Runcorn

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Chester South

Chester & Chatsworth Christmas Market

The Holiday Inn Hotel - Stoke-on-Trent

Chester & Chatsworth Christmas Market

The Palace Hotel - Buxton

Historic Chester & Liverpool Christmas Markets

Mystery Hotel

Cheshire Oaks & Chester Christmas Markets

Mystery Hotel

Chester Christmas Market - Day Break

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Chester Holidays & City Breaks

Chester Coach Holidays

Things to do on a Short Break in Chester

What to expect on our Chester Coach Trips?

Why book with us

Caledonian reviews

Browse or search holidays visiting Chester below

Tour Search

Chester - Day Break

N/A

What's included on your break

Cheshire Oaks Designer Outlet

N/A

What's included on your break

Beautiful Chester & Cheshire Oaks

The Beaufort Park Hotel - Mold

What's included on your break

Beautiful Chester & Cheshire Oaks

The Holiday Inn Hotel - Runcorn

What's included on your break

Historic Chester & Liverpool Weekend

The Holiday Inn Hotel - Chester South

What's included on your break

Chester & Chatsworth Christmas Market

The Holiday Inn Hotel - Stoke-on-Trent

What's included on your break

Chester & Chatsworth Christmas Market

The Palace Hotel - Buxton

What's included on your break

Historic Chester & Liverpool Christmas Markets

Mystery Hotel

What's included on your break

Cheshire Oaks & Chester Christmas Markets

Mystery Hotel

What's included on your break

Chester Christmas Market - Day Break

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What's included on your break

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