Chesterfield Vacations

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Find the Best Chesterfield Vacation Packages

Chesterfield Hotel Deals

Casa Hotel
Casa Hotel
4 out of 5
Lockoford Lane, Chesterfield, England
9.4/10 Exceptional! (1,000 reviews)
"Comfortable and easy"

Reviewed on Jun 5, 2025

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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 ₩121,322 per night from Jun 22 to Jun 23
₩121,322
₩145,587 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (895 reviews)
"Plenty of parking available, reception very welcoming. Quite a trip to the room, up and down stairs so if you struggle with that, maybe ask for an easier room. Food was very good but the restaurant staff very forgetful."

Reviewed on Jun 19, 2025

Ringwood Hall Hotel & Spa
WILDES INNS
WILDES INNS
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,000 reviews)
"Amazing hotel"

Reviewed on Jun 13, 2025

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WILDES INNS
See all 5,246 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.

Frequently asked questions

How much does a Chesterfield vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Chesterfield costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chesterfield?
If you're hoping to snag a cheap Chesterfield vacation package, consider traveling in January, April and September. You'll generally find better prices on flights and accommodations during these quieter months --- perfect for budget-conscious travelers.
How many days is enough for Chesterfield?
Dedicate at least 2 days for your Chesterfield vacation in order to enjoy everything that makes this destination special. Stroll around popular areas, including Spital and Hasland. Then check out top sights like Pomegranate Theatre and Chesterfield Museum & Art Gallery. With a well-organized itinerary, you can keep busy with room for some rest time too. Want to travel outside of Chesterfield? Consider an excursion or two.
Is it worth booking a vacation package to Chesterfield?
Chesterfield has all the ingredients you need for an amazing getaway --- cycling, views and walking trails are just the start. Whether you want to visit attractions such as Barrow Hill Roundhouse Railway Centre and Queen's Park, or take the road less traveled, there's plenty to experience on your Chesterfield vacation.
How to find the best Chesterfield package deals?
Landing a cheap Chesterfield package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Chesterfield package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chesterfield vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can customize your Chesterfield getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Chesterfield?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chesterfield adventure.
How to plan a trip to Chesterfield?

  1. Pick your dates: The things you plan to do in Chesterfield and your favorite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Chesterfield.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Chesterfield. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, lock in the ideal Chesterfield vacation package for you.

Discover the most popular places to visit in Chesterfield

Poolsbrook Country Park

Explore the great outdoors at Poolsbrook Country Park, a lovely green space in Staveley. Check out the spas and charming coffeehouses in this relaxing area.

Poolsbrook Country Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.