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.
Lakeside Haydock Hotel, St Helens
Flat Iron Anfield
Atlantic Tower Hotel Liverpool By Sunday
Green Lodge
Trueman Court Luxury Serviced Apartments

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

3 out of 5
Milton Street Chester England
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from May 31 to Jun 1
CA $95
CA $114 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,178 reviews)
"Beautiful stay and we both love coming here. Staff are extremely helpful and friendly, recognise us now too . That’s so welcoming and we highly recommend staying here. Chester is a lovely place to visit you will not be disappointed Regards, Jo and Paul"

Reviewed on May 21, 2026

The Mill Hotel & Spa
The Chester Grosvenor

The Chester Grosvenor

5 out of 5
Eastgate Street Chester England
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jun 3 to Jun 4
CA $233
CA $279 total
Jun 3 - Jun 4
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Stayed here several times and eaten many times, staff always helpful and cheerful. Room as always spotless towels and products lovely as ever. Sorry to hear its closing for a couple of years, however it will be on my list to go back, really look forward to seeing the refurbishment. Thank you"

Reviewed on May 18, 2026

The Chester Grosvenor
Moxy Chester

Moxy Chester

3.5 out of 5
70 Boughton Street Chester England
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Jun 4 to Jun 5
CA $109
CA $131 total
Jun 4 - Jun 5
includes taxes & fees
9/10 Wonderful! (845 reviews)
"Dear Moxy Chester Management, I am writing to formally raise a complaint regarding our recent stay at Moxy Chester, which was unfortunately quite disappointing and uncomfortable. We have stayed at other Moxy hotels on multiple occasions and have always had positive experiences, which makes this stay ..."

Reviewed on May 19, 2026

Moxy 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.

Discover the most popular places to visit in Chester

What to do in Chester

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.