Chester Luxury Vacations

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Top Luxury vacation packages in Chester

Price found within the past 48 hours. Click for updated prices.
The Queen at Chester Hotel, BW Premier Collection
Oddfellows Chester Hotel and Apartments
The Chester Grosvenor
Macdonald New Blossoms Hotel, Chester
DoubleTree by Hilton Hotel and Spa Chester
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5* Luxury vacations in Chester

Price found within the past 48 hours. Click for updated prices.
Stone Villa
The Chester Grosvenor
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See all available trips from Columbus to Chester
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All you need to know about luxury vacations in Chester

What can I expect from a luxury Chester vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Chester vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Chester?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Chester luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $1,278. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Chester?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Chester with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Chester?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Chester with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Chester with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Chester Hotels

The Chester Grosvenor

The Chester Grosvenor

5 out of 5
Eastgate Street Chester England
  • 6 min drive from Chester Zoo
Go for a luxurious stay at The Chester Grosvenor, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Notable amenities include ...
9.2/10 Wonderful! (1,001 reviews)
Lovely big, bed, very comfortable. Clean room. Staff were very helpful. Continental breakfast was fresh and very filling. We enjoyed our stay and we will be back x

Reviewed on Dec 22, 2025

The Chester Grosvenor
Stone Villa

Stone Villa

5 out of 5
3 Stone Place Chester England
  • 5 min drive from Chester Zoo
Visit Stone Villa for a relaxing stay in Chester.
9.8/10 Exceptional! (478 reviews)
This was our third stay and will definitely be back it is a lovely friendly place to stay and close to town centre. The rooms are very comfortable and the breakfast was excellent

Reviewed on Nov 26, 2025

Stone Villa
Roseville Bed & Breakfast

Roseville Bed & Breakfast

4 out of 5
Roseville Chester England
  • 9 min drive from Chester Zoo
Roseville Bed & Breakfast awaits for a deluxe vacation.
Tremendous welcoming stay at Roseville B&B
An extremely warm welcome set the tone for my visit, yea and cake to start off with. First class service delivered by the marvellous hosts. A very well appointed room and en-suite bathroom. A fantastic house with a spectacular spacious garden. Minutes away from the Bird in the Hand pub and restaurant. ...

Reviewed on May 26, 2024

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