Chesterfield Vacations from $1,276

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Your Chesterfield Vacation

Say bye-bye to the hassle of planning and hello to a Chesterfield vacation package. With everything organized before you leave, you can focus on discovering the best of this city, starting with Shirland, which is good for culture, golfing and history. Every trip to Chesterfield needs a well-designed itinerary. Fill yours with big-name attractions like Bolsover Castle, Chesterfield Market and Queens Park. No matter your travel plans or the size of your budget, organizing a tailored Chesterfield vacation is a piece of cake with Expedia.

The Latest Chesterfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Park Hall Hotel and Spa Chorley

Park Hall Hotel and Spa Chorley

3 out of 5
per person
Aug 18 - Aug 25
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MAN)
7.6/10 Good! (175 reviews)
Chorley Hall was lovely. The staff were helpful and delightful, especially Thom. He was the highlight of our morning at breakfast time, providing us some good recommendations of places to visit.

Reviewed on Jun 11, 2024

Gardens Hotel

Gardens Hotel

3 out of 5
Manchester City Centre
per person
Aug 18 - Aug 25
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MAN)
7.6/10 Good! (1,004 reviews)
Great location, staff friendly, property could do with some new carpets and decoration refreshed reception area nice clean and tidy bar was never open.

Reviewed on Jun 16, 2024

the niu Loom

the niu Loom

3 out of 5
per person
Aug 18 - Aug 25
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MAN)
9/10 Wonderful! (879 reviews)
Stayed 1 night for the AO arena Double room Good price Lovely staff on duty Relaxed late bar Didn’t have food Noticed the breakfast service looked calm Nothing to complain about at all Will definitely stay here again 20 minute walk to the AO arena and back Thank you

Reviewed on Jun 16, 2024

Green Apartments

Green Apartments

3 out of 5
Old Trafford
per person
Aug 18 - Aug 25
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MAN)
5/10 (27 reviews)
Clean and comfy apartment. Easy walking distance to cricket ground. Assumed parking was included but you need to book it at the time of booking the room .

Reviewed on Jun 16, 2024

Red Hall Hotel

Red Hall Hotel

3 out of 5
per person
Aug 18 - Aug 25
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MAN)
9/10 Wonderful! (560 reviews)
All staff helpful and polite, service excellent.

Reviewed on Jun 8, 2024

Chesterfield Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
East Midlands Airport (EMA)
Population
113,100
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Bolsover Castle, Hotel Van Dyk Theater and Pomegranate Theatre

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 $159 per night from Jun 27 to Jun 28
$159
$190 total
includes taxes & fees
Jun 27 - Jun 28
9.4/10 Exceptional! (987 reviews)
Great Breakfast
"Staff great!!!! Hotel good with breakfast definitely five star"

Reviewed on Jun 16, 2024

Casa Hotel
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 $80 per night from Jul 7 to Jul 8
$80
$96 total
includes taxes & fees
Jul 7 - Jul 8
8.2/10 Very Good! (778 reviews)
A lovely find!
"What a pleasant stay, my room was full of character and comfortable. The grounds are stunning, very well kept. Service on reception and in the restaurant was polite and helpful. Would easily return, thank you!"

Reviewed on Jun 9, 2024

Ringwood Hall Hotel & Spa
WILDES INNS
WILDES INNS
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is $105 per night from Jun 30 to Jul 1
$105
$126 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (906 reviews)
"Great place for a business stay"

Reviewed on Jun 13, 2024

WILDES INNS
See all 4,763 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.

All Inclusive Vacations

All Inclusive Vacations

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Kid Friendly Vacations

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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 $1,276, 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.
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 top-notch restaurants or lively bars 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 lively bars in this walkable area.

Bolsover Castle

What to do in Chesterfield

Image for Idyllic England: Derbyshire & the Peak District

Idyllic England: Derbyshire & the Peak District

$82
Per adult
84% of travellers recommend
Idyllic England: Derbyshire & the Peak District
Image for eSIM: Airalo Europe Package - United Kingdom

eSIM: Airalo Europe Package - United Kingdom

$6
Per adult
eSIM: Airalo Europe Package - United Kingdom
Image for Sheffield: Gin Distillery Tasting Visit with Guided Tour

Sheffield: Gin Distillery Tasting Visit with Guided Tour

$23
Per adult
Sheffield: Gin Distillery Tasting Visit with Guided Tour
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.