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

$1,278

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

8.6/10 Excellent! (1,001 reviews)

We arrived early and the two ladies working the counters were absolutely wonderful. Both extremely pleasant, eager to show us a map and all their suggestions on places to go. The hotel itself is nice and cozy, very welcoming atmosphere. That however is where the good notes stop. The dining room was completely empty but were told we needed to book a table and had to wait thirty minutes before we could be seated by an unhelpful and disinterested woman working the counter. Dinner was mediocre at best and the service was almost non existent. Breakfast food was easily the worst variety of offerings and flavors. Upon checkout we stood at the counter waiting to turn in our keys while the only gentleman working continued carrying on a phone conversation with someone canceling their reservation. A simple acknowledgement of our presence or potentially putting the phone call on hold momentarily would have been appreciated. Eventually he looked up from the call and said "leave the keys there". The rest of the staff could take a lesson from the two ladies who checked us in as well as the pleasant woman who cleaned our rooms and the food could definitely use an overhaul.

Reviewed on Jan 1, 2026

Oddfellows Chester Hotel and Apartments

$1,414

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

9/10 Wonderful! (691 reviews)

Stayed at Oddfellows for a couple of nights in December. The hotel has a lovely quirky vibe which liked, rooms were clean and the staff were really helpful. Would stay again if visiting Chester.

Reviewed on Jan 1, 2026

The Chester Grosvenor

$1,585

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

9.2/10 Wonderful! (1,000 reviews)

Perfect location for exploring Chester

Reviewed on Jan 1, 2026

Macdonald New Blossoms Hotel, Chester

$1,287

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

7.4/10 Good! (1,000 reviews)

We have been staying at this hotel on and off for over 10 years .we can see a massive deterioration. For example. No dressing gown.no slippers ..we always had them ...bathrooms : probably need upgrade. Due to windows age ..i can see reason for the windows being bolted shut but there isnt any air in the room . Staff are very friendly. Breakfast...all fried ... variety not as it was .very poor We will probably book another hotel next year.

Reviewed on Dec 29, 2025

DoubleTree by Hilton Hotel and Spa Chester

$1,385

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

8.6/10 Excellent! (1,004 reviews)

Super stay, hotel clean, love the updated rooms, staff friendly and would definitely recommend this hotel to others and will be staying again.

Reviewed on Dec 7, 2025

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5* Luxury vacations in Chester

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

Stone Villa

$1,479

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

9.8/10 Exceptional! (478 reviews)

A pleasant stay for 1 night. room was comfortable, however I forgot how small a double bed was for 2! The room had all the amenities we needed, bathroom was v clean and the breakfast was great. It took us about 25 minutes to walk into the centre of Chester, so not as close as we would have liked.

Reviewed on Nov 21, 2025

The Chester Grosvenor

$1,585

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Liverpool (LPL)

9.2/10 Wonderful! (1,000 reviews)

Perfect location for exploring Chester

Reviewed on Jan 1, 2026

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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

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

Stone Villa

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

Roseville Bed & Breakfast

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

See all 608 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.