Cheshire Vacations & Trips from $1,339

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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.
Charles Hope Liverpool

Charles Hope Liverpool

4 out of 5
The Docks
Price was $1,788, price is now $1,339 per person
$1,339
per person
Oct 12 - Oct 21
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Liverpool (LPL)
9.2/10 Wonderful! (17 reviews)
The Penthouse Collection by EPIC

The Penthouse Collection by EPIC

3 out of 5
Price was $2,640, price is now $1,969 per person
$1,969
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Liverpool (LPL)
9.2/10 Wonderful! (52 reviews)
The apartment was nice and we liked the view from the 9th floor windows. There were a few things needing repair or maintenance but overall it was a good place. One negative is finding the place was somewhat difficult, it was not well marked.

Reviewed on Jul 2, 2025

Wood Street Apartments

Wood Street Apartments

3.5 out of 5
Liverpool City Centre
Price was $2,028, price is now $1,567 per person
$1,567
per person
Oct 12 - Oct 21
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Liverpool (LPL)
8/10 Very Good! (29 reviews)
This is generally a good place to stay. While the property shows signs of age with several marks on the walls, it benefits from a great location and is easy to access and communicate with.

Reviewed on Sep 16, 2024

Temple Lane

Temple Lane

3.5 out of 5
Liverpool City Centre
Price was $1,929, price is now $1,514 per person
$1,514
per person
Oct 12 - Oct 21
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Liverpool (LPL)
No reviews
Harrisons Aparthotel

Harrisons Aparthotel

3.5 out of 5
Liverpool City Centre
Price was $2,416, price is now $1,914 per person
$1,914
per person
Oct 12 - Oct 21
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Liverpool (LPL)
8.2/10 Very Good! (36 reviews)
Apartment was in a fantastic spot, close to everything! A lift would have been ideal, as it's quite a walk upif you're at the top apartment! The downstairs bar / kitchen was great, an ideal place to get started, drinks / food was reasonably priced, the apartment was clean & everything worked fine, sofa beds not the comfiest so didnt make a great quality sleep, no complaints for the single beds though, all in all, a great trip had by all, excellent base to get your head down / get ready :) Thanks!!

Reviewed on Aug 24, 2025

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 is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and plenty of activities. You can explore beautiful forest trails, enjoy thrilling fun rides, and take in the picturesque landscapes. Don't miss out on live shows and vibrant music festivals that showcase local talent. With various recreational areas and shopping centers, Cheshire promises a delightful blend of relaxation and excitement for every visitor.

Shopping

Experience shopping in Cheshire at Cheshire Oaks Designer Outlet, featuring designer brands and family-friendly entertainment. Discover unique finds at The Rows of Chester, a charming shopping area, and browse handmade crafts at Lady Heyes Crafts and Antique Centre for perfect gifts and souvenirs.

Recreation

Explore the wonders of the universe at Jodrell Bank Discovery Centre, where you can engage with interactive exhibits and enjoy family-friendly entertainment. For outdoor enthusiasts, Mere Golf & Country Club offers a serene golfing experience surrounded by nature, while Congleton Park provides a peaceful retreat for relaxation and wellness.

Adventure

At Oulton Park Circuit, feel the exhilarating rush of motor racing in a thrilling atmosphere. The Crocky Trail offers an exciting arcade adventure zone perfect for family fun. Dive into water sports at Manley Mere, where outdoor activities await amidst beautiful natural surroundings.

Nightlife

Cheshire offers a vibrant nightlife with venues like the chic Bar Lounge in Chester, perfect for cocktails, and the lively Live Rooms for live music. For a more relaxed vibe, check out The Church Inn, a cozy pub with a welcoming atmosphere.

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

Find the best attractions in Cheshire

Cheshire, England, offers a perfect blend of outdoor adventures and scenic beauty for travelers. Explore historic houses, picturesque urban parks, and majestic castles that cater to culture seekers and families alike. Don’t miss Cheshire Oaks for shopping and other top attractions that highlight the region's charm. Whether you're looking for a family-friendly experience or a cultural outing, Cheshire has something for everyone to enjoy.

  • Chester City Walls: Walk along the ancient Roman walls that encapsulate Chester, offering panoramic views of the city and its historical architecture. These well-preserved fortifications invite you to explore the rich history and culture that shaped this charming city.
  • Chester Cathedral: Step into the stunning Chester Cathedral, an architectural marvel that features intricate stained glass and beautiful stone carvings. The serene atmosphere invites reflection, and its historical significance adds depth to your visit.
  • Tatton Park: Enjoy a family-friendly day at Tatton Park, where you can wander through expansive gardens, explore wildlife, and partake in outdoor activities. This urban park offers a perfect blend of nature and recreational fun, making it ideal for all ages.

Tips to save on your trip to Cheshire

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cheshire.
  • Consider traveling to Cheshire during the low season (January to March) 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.

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
$76 nightly
The price is $91 total per night from Sep 21 to Sep 22
$91 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,947 reviews)
"Nice hotel and close to the city. Good breakfast included"

Reviewed on Aug 25, 2025

The Mill Hotel & Spa
The Queen at Chester Hotel, BW Premier Collection

The Queen at Chester Hotel, BW Premier Collection

4 out of 5
City Rd, Chester, England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Sep 7 to Sep 8
$102 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Lovely hotel recently renovated and what a massive improvement. Bar and restaurant areas really nice and bright and open plan."

Reviewed on Aug 23, 2025

The Queen at Chester Hotel, BW Premier Collection
Crowne Plaza Chester by IHG

Crowne Plaza Chester by IHG

4 out of 5
Trinity Street, Chester, England
Fully refundable
$88 nightly
The price is $105 total per night from Sep 7 to Sep 8
$105 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Staff were attentive, friendly and extremely acommadating"

Reviewed on Aug 22, 2025

Crowne Plaza Chester by IHG
See all 1,339 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.
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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.
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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.