Chester Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chester Vacation

When a city break is calling, answer it with a Chester vacation package. The neighborhood of Flint, which is good for nature, history and culture, makes a great base for your adventures. Fill up your itinerary with tours of Chester Zoo, Chester Cathedral and Grosvenor Museum, some of the top attractions you simply have to see during a trip to Chester. A couple of clicks is all it takes to create a customized Chester vacation on Expedia.

Top Chester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hard Days Night Hotel Liverpool

Hard Days Night Hotel Liverpool

Liverpool City Centre
CA $1,807
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Liverpool (LPL)
8.8/10 Excellent! (1,572 reviews)
The Hotel was absolutely everything that a Beatles fan could wish for in terms of related internal decor. The room was absolutely perfect. The location was excellent for access to almost anything Beatles related. The only disappointment from our point of view was the breakfast. We had initially decided not to have breakfast in the hotel and to instead have it in town. However, after looking at the complimentary reviews of a £30 each breakfast we ate at the hotel. We were so disappointed. Perhaps due to staff shortages the buffet had not been maintained. There were only two fruit options for cereal and on the hot table the beans plate was empty and the fried egg plate had only two lukewarm and greasy stuck together eggs in it - it was clear that the various plates were not being topped up. Only white bread was available for toasting. Coffee was self service from a machine and nothing like hot enough. We immediately cancelled our second day breakfast and requested a refund which was denied. We will return to the hotel again but book breakfast elsewhere.

Reviewed on Aug 19, 2026

Harrisons Aparthotel

Harrisons Aparthotel

Liverpool City Centre
CA $2,248
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Liverpool (LPL)
8.2/10 Very good! (47 reviews)
Appartment was clean, management were fantastic allowing early access to drop bags and made the whole thing easy and stress free. Venue is fantastic, as described. Clean, good space, comfy beds and brilliant shower Central location has pro and cons.. because it’s central the noise can be loud but earplugs fixed that problem. We were over for the football and will definitely stay again.

Reviewed on May 25, 2026

UStay 27 Stanley Street Party Apartments

UStay 27 Stanley Street Party Apartments

Liverpool City Centre
CA $1,856
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Liverpool (LPL)
7.6/10 Good! (13 reviews)
I have visited UStay apartments previously and it didn’t disappoint 2nd time around. Everything you need is in a nearby location, whether that be a shopping trip or going for the night life, every thing is nearby. The apartments were very clean and well looked after.

Reviewed on Apr 21, 2026

Things to do in and around Chester

Chester is perfect for outdoor family adventures, offering a variety of activities. Enjoy recreational areas, explore shopping centres and malls, or indulge in golf vacations. While beach options are limited, nearby attractions provide ample opportunities for exploration. Don't miss out on browsing local shops to experience the vibrant culture of this historic city.

Shopping

The Rows of Chester offers a unique shopping experience with its charming architecture, perfect for finding gifts and souvenirs. Chester Market is ideal for local produce and crafts. If you're up for a drive, Vicars Cross Shopping Centre features a variety of shops in a family-friendly environment.

Recreation

Experience the thrill of the Liverpool Cricket Club’s sports atmosphere while enjoying a match, or unwind on the scenic greens of Chester Golf Club. For a cultural escape, visit Storyhouse for an entertaining performance that offers a blend of romance and family-friendly vibes.

Adventure

Experience the thrill of the Crocky Trail with its exciting outdoor obstacles and fun challenges. For water enthusiasts, Manley Mere offers exhilarating water sports surrounded by stunning scenery. Engage in action-packed fun at Outpost Paintball, where strategy and teamwork take centre stage in an adventurous setting.

Nightlife

In Chester, enjoy vibrant nightlife at venues like The Live Rooms for live music, and explore the bustling bars along Watergate Street. The unique ambience of the Rows provides a delightful backdrop for late-night dining and socialising, while the Chester Racecourse often hosts lively events and gatherings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Chester

Chester, England, is an ideal destination for outdoor and family adventures, featuring a rich blend of urban parks, historic sites, and a stunning castle. This charming city offers various attractions that cater to culture enthusiasts and families alike, ensuring a memorable experience. Visitors can explore top points of interest that provide a perfect mix of outdoor activities and cultural immersion, making Chester a delightful spot for any vacation.

  • Chester City Walls: Walk along these ancient fortifications that encircle the city, offering a unique glimpse into Chester's rich history. The walls date back to Roman times and provide stunning views of the city and its architecture, creating a perfect blend of culture and heritage.
  • Chester Cathedral: This magnificent cathedral features stunning Gothic architecture and intricate stained glass windows. Visitors can explore the tranquil gardens, attend services, or take guided tours to learn about its fascinating history and cultural significance.
  • Grosvenor Park: A beautiful urban park that offers a serene escape for families and outdoor enthusiasts. With lush gardens, playgrounds, and scenic walking paths, it’s an ideal spot for picnics and leisure activities, all within the vibrant city atmosphere.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are moderately high and weather is mostly cloudy with light rain. The coolest average temperature in Chester falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.9°F (4.4°C)Light RainMostly CloudyAverageSlightly Low
February40.8°F (4.9°C)Light RainMostly CloudyAverageSlightly Low
March43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
April47.3°F (8.5°C)Light RainMostly CloudyAverageSlightly High
May52.7°F (11.5°C)Light RainMostly CloudyModerately LowSlightly High
June58.3°F (14.6°C)Light RainMostly CloudyAverageSlightly High
July61.0°F (16.1°C)Light RainMostly CloudyModerately HighAverage
August60.4°F (15.8°C)Light RainMostly CloudyAverageAverage
September57.0°F (13.9°C)Light RainMostly CloudyModerately HighAverage
October51.8°F (11.0°C)Light RainMostly CloudyModerately LowAverage
November45.7°F (7.6°C)Light RainMostly CloudyModerately LowAverage
December41.9°F (5.5°C)Light RainMostly CloudyModerately HighSlightly Low

Tips to save on your trip to Chester

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chester.
  • Consider traveling to Chester during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Chester?

Choose your dates

Chester Hotel Deals

The Mill Hotel & Spa

The Mill Hotel & Spa

Milton Street Chester England
Fully refundableReserve now, pay when you stay
CA $91
CA $109 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (2,332 reviews)
"If you enjoyed fawlty towers and want to experience it,welcome to it. If however u want to experience a hotel from the 21st century look elsewhere. I wouldnt mind but we upgraded to a business class room. It was truly awful. Shower curtain yuk. Room soulless,no pictures no fridge nothing. We stayed ..."

Reviewed on Aug 19, 2026

The Mill Hotel & Spa
The Chester Grosvenor

The Chester Grosvenor

Eastgate Street Chester England
CA $220
CA $264 total
Aug 31 - Sep 1
includes taxes & fees
The Chester Grosvenor
Moxy Chester

Moxy Chester

70 Boughton Street Chester England
Fully refundableReserve now, pay when you stay
CA $102
CA $122 total
Sep 6 - Sep 7
includes taxes & fees
Moxy Chester
See all 604 properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Chester attractions

A cable car system with a tiger-striped design, suspended on a green metal structure, surrounded by lush greenery and trees.

Chester Zoo

9.2/10 (511 reviews)
Traverse bridges, islands and replicas of distant lands in these gardens. See more than 400 species of rare and exotic wildlife.
See properties
A historic stone tower with a pointed roof, a brick building with arched windows, and a street with a pedestrian crossing.

Chester City Walls

9.2/10 (933 reviews)
Follow in the footsteps of the Roman soldiers, Norman warriors and Georgian civilians who traversed these walls over the centuries.
See properties
A large stadium with a clock tower, covered seating, and a crowd of spectators.
Photo by Sam Phillips/Chester Racecourse

Chester Racecourse

8.6/10 (268 reviews)
You can take time to visit Chester Racecourse during your travels to Chester. Stroll along the riverfront or visit the spas in the area.
See properties
A historic cathedral with twin spires and large arched windows.

Chester Cathedral

9.2/10 (918 reviews)
Climb to the top of a landmark bell tower for views of the city or watch birds of prey flying overhead at the falconry in this historic church.
See properties
A red shrimp with long antennae on a rocky underwater surface.
Photo by Darryl Ellson

Blue Planet Aquarium

7.8/10 (53 reviews)
Take the family to visit the sea animals who live in Blue Planet Aquarium during your trip to Little Stanney. Check out the shops and top-notch restaurants in this walkable area.
See properties
The University of Chester building with a red brick facade, large windows, and a banner at the entrance.

University of Chester

8.6/10 (50 reviews)
Take a campus tour of one of England’s oldest higher education institutions to see an intriguing blend of Victorian architecture with modern features.
See properties
A traditional Tudor-style building with a garden and outdoor seating area.

Grosvenor Park

9.0/10 (52 reviews)
Watch a Shakespearean play in an open-air theater, explore medieval arches and ride a miniature train in this Victorian-era park.
See properties

Bolesworth Castle

8.4/10 (5 reviews)
Learn about the local history of Broxton when you take a trip to Bolesworth Castle. Check out the shops and lively bars in this relaxing area.
See properties

What to do in Chester

A Walk Through Time: History of Liverpool Walking Tour

A Walk Through Time: History of Liverpool Walking Tour

CA $38
per adult
100% of travellers recommend
A Walk Through Time: History of Liverpool Walking Tour
Liverpool Football Club Stadium Tour & Museum

Liverpool Football Club Stadium Tour & Museum

CA $49
per adult
94% of travellers recommend
Liverpool Football Club Stadium Tour & Museum
Liverpool: Royal Liver Building 360 Degree Tower Tour

Liverpool: Royal Liver Building 360° Tower Tour

CA $35
per adult
100% of travellers recommend
Liverpool: Royal Liver Building 360° Tower Tour
See all activities in Chester

Frequently asked questions

How much does a Chester vacation package cost?
You'll find cheap prices from CA $1,807 on Expedia for your Chester break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
January, February and November are great times to search for cheap Chester vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Chester?
To fully enjoy your Chester vacation, we recommend staying for 2 days. Divide your time between discovering Chester Racecourse, Chester City Walls and other must-see attractions, in addition to experiencing neighbourhoods like Christleton and Blacon. If you've got some time to spare, include a day trip or tour in your Chester vacation itinerary.
Is it worth booking a vacation package to Chester?
Popular for its watersports, cycling and walking trails, a Chester vacation has something for everyone. Be sure to visit top sights like Chester Zoo and Chester Racecourse, and consider renting some wheels for day trips to discover even more.
How to find the best Chester package deals?
Begin your search for a Chester package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Chester package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chester getaway off to a flying start.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chester?
If you have your Chester vacation dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Chester?
  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Chester.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will likely be the largest expense during your trip to Chester.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to get to in Chester. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chester vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.