Cheshire Vacations & Trips from $1,339

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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 Cheshire Vacation

Book a vacation package to Cheshire and wander wherever your adventurous soul takes you. This destination has plenty to offer, including its walking trails, views, history, and much more. With so many things to explore on a trip to Cheshire, it can be tricky to know where to begin. Kick off your journey in Warrington at Gulliver's World - Warrington and Leigh Sports Village — two popular attractions here. Another great city worth adding to your itinerary is Crewe. Be sure not to miss Lyceum Theatre and Alsager Golf & Country Club. Expedia has flights, hotels and all your other travel needs to help you curate your very own customized Cheshire vacation today.

Top destinations in Cheshire

Chester featuring heritage elements, a monument and a square or plaza
FlightsFlightsHotelsHotels

Chester

Chester

The Latest Cheshire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel

Arthouse Hotel

3.5 out of 5
Liverpool City Centre
Price was $1,583, price is now $1,339 per person
$1,339
per person
Apr 17 - Apr 23
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Liverpool (LPL)
8/10 Very Good! (711 reviews)
Nice staying, comfortable beds .

Reviewed on Feb 10, 2026

Atlantic Tower Hotel Liverpool By Sunday

Atlantic Tower Hotel Liverpool By Sunday

4 out of 5
Price was $1,759, price is now $1,429 per person
$1,429
per person
Apr 17 - Apr 23
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Liverpool (LPL)
8.2/10 Very Good! (1,004 reviews)
Staff are very friendly polite every time we stay at the Atlantic hotel by Sunday keep up the good work

Reviewed on Feb 19, 2026

Hope Street Hotel

Hope Street Hotel

4 out of 5
Knowledge Quarter
Price was $1,645, price is now $1,368 per person
$1,368
per person
Apr 17 - Apr 23
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Liverpool (LPL)
9/10 Wonderful! (1,002 reviews)
Everthing good, friendliness of staff, amenities, food, except poor design of bathroom

Reviewed on Feb 12, 2026

Temple Court Cavern Quarter Apartments

Temple Court Cavern Quarter Apartments

3 out of 5
Liverpool City Centre
Price was $2,558, price is now $2,136 per person
$2,136
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Liverpool (LPL)
5.4/10 (6 reviews)
Apartment 6- ok room for what we needed and ideal location. If you like quiet peaceful night these are not for you as clubs below open until 5/6am then there is the clean up and bottle bin noise. Apartment could do with more storage maybe a chest draws in lounge area as no wardrobe just a rail for clothes. Could also do with better black out blinds on the huge windows as the blinds up do not do anything for outdoor light and last of all shelves and hooks in the bathroom as there was no where to hang towels after use. Toilet on a saniflow and the noise it’s so loud shower was not very warm either. Apart from few niggles location spot on for mathew street and shops.

Reviewed on Nov 24, 2025

2 Bedroom Accessible Step-Free Central

2 Bedroom Accessible Step-Free Central

3.5 out of 5
Vauxhall
Price was $1,718, price is now $1,458 per person
$1,458
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Liverpool (LPL)
No reviews

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Best Places to Vacation in Cheshire

1. Create memories in Chester with a vacation package

Chester, England is a charming destination for outdoor enthusiasts. With its picturesque location on the River Dee, visitors can enjoy activities such as boating, running, and rowing. The city is also known for its historic monuments and friendly locals. For those seeking relaxation, there are plenty of spas and bars to unwind in. Nature lovers can explore the local zoo, while horse racing enthusiasts can catch a thrilling race at the Chester Racecourse. Whether you're interested in exploring the city's architecture or immersing yourself in its natural beauty, Chester offers a delightful outdoor vacation experience.

  • The peak season is from July to September
  • The off-peak season is from September to November
  • Travelers tend to stay 3 days in Chester

2. Discover Macclesfield with our vacation deals

Warrington, England is a charming destination for a family vacation. With its friendly atmosphere and a variety of activities, there is something for everyone to enjoy. From visiting local bars and entertainment venues to exploring the beautiful churches and cathedral, there are plenty of cultural experiences to be had. For those looking for outdoor activities, Warrington offers options such as swimming and golf. Additionally, the city is known for its spa facilities, providing a relaxing and rejuvenating experience. Whether you're interested in sightseeing, taking tours, or visiting popular attractions, Warrington has it all.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Macclesfield

3. Find your perfect Warrington vacation

Macclesfield offers a charming and relaxing atmosphere for outdoor vacationers. With its beautiful countryside and friendly locals, it is the perfect destination for those seeking a spa retreat or a round of golf. The town also boasts a variety of dining options, from cozy pubs to upscale restaurants. Visitors can explore the historic bar and cathedral, as well as the numerous churches that dot the area. For sports enthusiasts, there are plenty of activities to enjoy, such as hiking, cycling, and horseback riding. Whether you're here for business or pleasure, Macclesfield offers a delightful and diverse experience.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Warrington

4. Explore Crewe with a vacation package

Crewe, located in England's United Kingdom, offers a diverse range of experiences for outdoor vacation seekers. The local atmosphere is characterized by friendly people and a welcoming environment for business, budget travelers, and recreation enthusiasts. Birdwatching is a popular activity, as well as visiting bars, spas, and coffee shops for relaxation. The town also boasts a theater for those seeking cultural entertainment. With its geographic affinities and various attractions, Crewe provides a delightful destination for outdoor vacation experiences.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Crewe

6. Plan your dream getaway to Ellesmere Port

Ellesmere Port is a charming destination for a family vacation. With its friendly atmosphere, there is a warm welcome for visitors from all over. The town offers a mix of attractions, including a zoo and beautiful gardens, perfect for a day of exploration. The nearby port provides opportunities for boating and relaxing by the water. For those looking to cool off, there is a swimming pool available. In the evenings, you can enjoy a drink at one of the local bars. Ellesmere Port offers a secluded getaway with plenty of activities for the whole family to enjoy.

  • The peak season is from July to September
  • The off-peak season is from November to January
  • Travelers tend to stay 3 days in Ellesmere Port

5. Escape to Knutsford with a vacation package

Knutsford, located in England's picturesque countryside, offers a charming and relaxing atmosphere for outdoor enthusiasts. The town is known for its friendly locals, making it easy to immerse yourself in the local culture. With its beautiful golf courses, visitors can enjoy a round of golf while taking in the stunning scenery. For those seeking relaxation, there are plenty of spas and bars to unwind in. Knutsford also boasts a scenic lake, perfect for sailing and fishing adventures. Whether you're looking for entertainment, dining, or simply enjoying the great outdoors, Knutsford has something for everyone.

  • The peak season is from March to May
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Knutsford

Things to do in Cheshire

Cheshire, England, is perfect for outdoor enthusiasts and adventure seekers, boasting scenic landscapes and exciting activities. Visitors can explore forest trails, enjoy thrilling rides, and take in the beautiful outdoor scenery. Don’t miss the chance to experience live shows and vibrant music festivals while exploring shopping centers and recreational areas. Cheshire offers a delightful blend of nature and entertainment for a memorable vacation.

Shopping

Cheshire offers a fantastic shopping experience, with Cheshire Oaks Designer Outlet featuring a variety of brands and entertainment options. The Rows of Chester provides a charming atmosphere for unique finds, while Widnes Market buzzes with local goods and city vibes, perfect for souvenirs and gifts.

Recreation

At Jodrell Bank Discovery Centre, immerse yourself in the wonders of the universe while enjoying family-friendly activities. Experience the arts at the Lyceum Theatre, perfect for a romantic evening out. For outdoor enthusiasts, Mere Golf & Country Club offers a rejuvenating golf experience amidst beautiful landscapes.

Adventure

At Oulton Park Circuit, experience the thrill of motor racing in a vibrant atmosphere. The Crocky Trail offers an exciting arcade adventure zone perfect for families. For water sports enthusiasts, Manley Mere provides a fantastic outdoor setting to enjoy various water activities and soak in the adventure vibes.

Nightlife

Cheshire's nightlife features vibrant towns like Chester, where you can enjoy lively pubs and cocktail bars along Watergate Street. In Wilmslow, trendy lounges and wine bars create a chic atmosphere. Don't miss out on late-night dining and live music venues across the county for an unforgettable evening.

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

Find the best attractions in Cheshire

Cheshire, England, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a blend of historic houses, urban parks, and majestic castles. Visitors can immerse themselves in the local culture while enjoying family-friendly activities and scenic landscapes. Don't miss exploring top attractions like Cheshire Oaks for a unique shopping experience, making this charming region perfect for a memorable vacation.

  • Chester City Walls: Experience the rich history of Chester by walking along its ancient city walls, which offer stunning views of the city and its surroundings. These well-preserved fortifications provide a unique glimpse into Roman and medieval architecture, perfect for history buffs and casual strollers alike.
  • Chester Cathedral: This magnificent cathedral, known for its stunning Gothic architecture and serene atmosphere, invites visitors to explore its intricate stonework, beautiful stained glass windows, and peaceful gardens. It's a cultural gem that showcases centuries of history and artistry.
  • Tatton Park: A sprawling urban park perfect for families, Tatton Park features beautiful gardens, a historic mansion, and a tranquil deer park. Enjoy outdoor activities, picnics, and scenic walks, making it an ideal spot for relaxation and adventure in nature.

Tips to save on your trip to Cheshire

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Cheshire.
  • 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.

Find the Best Cheshire Vacation Packages

Cheshire Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Manchester Airport (MAN)
Top Sights
Tatton Park, Abbeywood Gardens and Grappenhall Heys Walled Garden

Cheshire 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
$82 nightly
The price is $98 total per night from Mar 8 to Mar 9
$98 total
Mar 8 - Mar 9
Total with taxes and fees
8.8/10 Excellent! (2,106 reviews)
A gorgeous hotel, friendly staff and room was spotless. Thank you for a lovely stay.

Reviewed on Feb 20, 2026

The Mill Hotel & Spa
Shrigley Hall Hotel and Spa

Shrigley Hall Hotel and Spa

4 out of 5
Pott Shrigley Macclesfield England
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $134 total per night from Feb 22 to Feb 23
$134 total
Feb 22 - Feb 23
Total with taxes and fees
7/10 Good! (1,004 reviews)
My room was very dark. Two picture lights (very dim) came on when light switch turned on. Only other lights were table lamps with I presume, low wattage bulbs as they were not bright at all. The room itself seemed clean enough, but had very tired looking furniture. All in dark wood which added to ...

Reviewed on Feb 20, 2026

Shrigley Hall Hotel and Spa
Village Hotel Warrington

Village Hotel Warrington

4 out of 5
Centre Park Warrington England
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $96 total per night from Feb 22 to Feb 23
$96 total
Feb 22 - Feb 23
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
We stopped for 3 nights in the room witch was classed as a club room there was only 4 coat hangers and no where to put your clothes my where put on the floor I did mention to the front desk and they put another 4 coat hangers in the room but for the price they charge I don’t think we’ll be going ...

Reviewed on Feb 9, 2026

Village Hotel Warrington
See all 1,384 properties in Cheshire
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
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cheshire vacation package cost?
Our Cheshire vacation packages, which start from as low as $1,339, are the easiest way to save big. Select your favorite hotels, flights and more to create your dream escape.
How do I get a cheap travel package to Cheshire?
Bundle your hotels and flights with Expedia to save big bucks on your next adventure. With over 550 air carriers and 1,000,000 properties worldwide, your Cheshire vacation package can be customized exactly to suit your travel style. With all that extra money, why not include a few fun tours and activities? It's an easy way to unlock even more bargains. That dream vacation to Cheshire is closer than you thought!
What are the top hotels in Cheshire?
Britannia Airport Inn Manchester and Best Western Plus Pinewood Manchester Airport-Wilmslow Hotel know how to make their guests feel at home in Crewe. If your itinerary also includes Macclesfield, have a look at The Stanneylands and Crewe Hall Hotel & Spa. Both are very popular with travelers.
How far in advance should I book my Cheshire vacation?
Smart travelers will likely want to book early. You can usually browse through international airfares on Expedia up to a year before your intended flight. If you're purchasing tickets last minute, don't despair. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Cheshire travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your dream Cheshire vacation. You can also add on fun stuff like experiences and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Cheshire travel package?
So many places to wander around, so many things to see. With a travel package, you'll be able to cross more of them off your list. Combine your hotels, rental cars and flights and make big savings.
Can I choose my airline with a Cheshire Expedia vacation package?
Yes, and with over 550 airlines to pick from across the globe, you're spoiled for choice. Have a look through the available options and see which airline best fits your needs and budget.
Does Expedia offer Book Now, Pay Later Cheshire vacation packages?
Your bank balance shouldn't prevent you from having a fabulous vacation, so Expedia has devised a plan to help. With the assistance of online lender Affirm, it's easy to book a terrific getaway that won't hurt your savings. Simply Book Now, Pay Later and take the hassle out of planning for your journey.
If I'm not able to travel, can I cancel my Cheshire vacation package?
You sure can, and we're here to help. You may be able to change or cancel your Cheshire vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
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.