Chesterfield Vacation Packages

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Your Chesterfield Vacation

A great way to experience this exciting city is with a tailor-made Chesterfield vacation package. Base yourself in the neighborhood of Shirland, which is good for culture, golfing and history or go someplace else — our packages are all about you. Eager to start exploring your surroundings? Bolsover Castle, Chesterfield Market and Barrow Hill Roundhouse Railway Centre are just three of the best places to visit during a trip to Chesterfield. Stop daydreaming and start adventuring. Browse the broad range of options on Expedia today and finally put your Chesterfield vacation plans into motion!

Top Chesterfield Vacation Deals

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

YOTEL Manchester Deansgate

4 out of 5
Manchester City Centre
per person
Jul. 25 - Aug. 1
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MAN)
8.8/10 Excellent! (758 reviews)
Stayed here a few times and never disappoints. Great location, great staff and a great hotel. Back again soon 🤘

Reviewed on May 12, 2024

Gardens Hotel

Gardens Hotel

3 out of 5
Manchester City Centre
per person
Jul. 25 - Aug. 1
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MAN)
7.6/10 Good! (1,000 reviews)
Only two plugs in the room and electrics were also dogey. Is okay for a one night stay but would not recommend.

Reviewed on May 12, 2024

Maldron Hotel Manchester Cathedral Quarter

Maldron Hotel Manchester Cathedral Quarter

3 out of 5
Manchester City Centre
per person
Jul. 25 - Aug. 1
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MAN)
No reviews
Dakota Manchester

Dakota Manchester

4 out of 5
Manchester City Centre
per person
Jul. 25 - Aug. 1
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MAN)
9.6/10 Exceptional! (866 reviews)
Lovely hotel. Immediate area is still ‘up and coming’ in places.

Reviewed on May 12, 2024

CitySuites 2 Aparthotel

CitySuites 2 Aparthotel

5 out of 5
Greengate
per person
Jul. 25 - Aug. 1
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MAN)
9.4/10 Exceptional! (257 reviews)
Would definitely recomend

Reviewed on May 12, 2024

Chesterfield Hotel Deals

Casa Hotel
Casa Hotel
4 out of 5
Lockoford Lane, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from May 19 to May 20
CA $186
CA $223 total
includes taxes & fees
May 19 - May 20
9.4/10 Exceptional! (938 reviews)
Casa away from home
"Vibrant modern hotel with a very welcoming feel"

Reviewed on May 8, 2024

Casa Hotel
WILDES Derbyshire
WILDES Derbyshire
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from May 20 to May 21
CA $119
CA $143 total
includes taxes & fees
May 20 - May 21
8.6/10 Excellent! (871 reviews)
Top notch
"Always enjoy my stays at Wildes fabulous hotel rooms so comfortable and everyone always so friendly Restaurant was excellent - great service especially from Millie who was great ambassador for the hotel"

Reviewed on May 10, 2024

WILDES Derbyshire
Ringwood Hall Hotel & Spa
Ringwood Hall Hotel & Spa
4 out of 5
Chesterfield Road, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from May 20 to May 21
CA $126
CA $151 total
includes taxes & fees
May 20 - May 21
8.2/10 Very Good! (767 reviews)
"We were at a wedding. Stay over and breakfast. Staff made everything run smoothly and professional. Food was excellent and well presented i would say everyone had a great time thanks Ringwood."

Reviewed on May 4, 2024

Ringwood Hall Hotel & Spa
See all 4,448 properties in Chesterfield
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 Chesterfield vacation package cost?
Maybe less than you might think — from as low as CA $1,745, in fact! By bundling hotels, flights and car rentals into a customized travel package, your trip to Chesterfield is just a few clicks away.
How do I get a cheap travel package to Chesterfield?
Booking a Chesterfield vacation package with Expedia is a smart way to save. We offer access to over 550 partner airlines and 1,000,000 hotel options all over the world. With such a broad range to pick from, you’ll have no worries pulling together your perfect escape.
Where should I stay in Chesterfield?
It makes sense to stay near the action. Many people book hotels in the vicinity of popular sights, such as Bolsover Castle, Hardwick Hall and Chesterfield Market.
What are the top hotels in Chesterfield?
Casa Hotel and Van Dyk by Wildes are among the best options in the Tupton neighborhood. If you’d like to stay in the Wingerworth area, consider getting a room at ibis Chesterfield Centre – Market Town or ibis Chesterfield North - Barlborough.
How far in advance should I book my Chesterfield vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to 12 months prior to take off. This is often the cheapest time to book. If circumstances have left you booking late, great deals to Chesterfield sometimes become available a few weeks before departure.
What does an Expedia Chesterfield travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply choose your favorite bundle and get access to incredible deals. Once you’ve made your booking, add on some sightseeing tours and watch your savings grow. When it comes to organizing your Chesterfield trip, you’re in charge!
What should I know before booking a Chesterfield travel package?
Whether it’s adventure or relaxation you’re chasing, a Chesterfield vacation package lets you plan your escape your way. Plus, you’ll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Chesterfield Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you’d prefer to fly to Chesterfield in economy or first class, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Chesterfield vacation package?
You sure can, and we’re here to help. You may be able to cancel or amend your Chesterfield vacation package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If life throws you a curveball, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Chesterfield

Image for Hardwick Hall

Hardwick Hall

You can find out about the history of Chesterfield with a visit to Hardwick Hall. Check out the lively bars or top-notch restaurants in this relaxing area.

Hardwick Hall
Image for Mecca Bingo

Mecca Bingo

Why not try your luck with a visit to Mecca Bingo during your travels in Chesterfield? Check out the spas and charming coffeehouses in this family-friendly area.

Mecca Bingo
Image for Bolsover Castle

Bolsover Castle

You can find out about the history of Bolsover with a visit to Bolsover Castle. Check out the spas and top-notch restaurants in this relaxing area.

Bolsover Castle

What to do in Chesterfield

Image for eSIM: Airalo Europe Package - United Kingdom

eSIM: Airalo Europe Package - United Kingdom

CA $8
Per adult
eSIM: Airalo Europe Package - United Kingdom
See all activities in Chesterfield

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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.