Chesterfield Vacation Packages 2026 from $1,008

Chesterfield flight + hotel vacation packages

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

Pymgate Lodge Hotel

$1,008

per person

Jul 14 - Jul 16

found 4 hours ago

Roundtrip non-stop flight included

New York (NYC) to Manchester (MAN)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A computer station and luggage storage are also provided.

Sheffield Metropolitan Hotel by Belvilla

$1,200

per person

Jul 11 - Jul 17

found 23 hours ago

Roundtrip non-stop flight included

New York (NYC) to Manchester (MAN)

Free WiFi in public areas, a snack bar/deli, and a convenience store are available at this hotel. Traveling on business? Take advantage of the 2 onsite conference rooms. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Timann Place

$1,133

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Manchester (MAN)

This vacation home features laundry facilities. Take advantage of the free self parking.

Komegloba Exquisite room

$1,149

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Manchester (MAN)

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Malacuna Manchester

Manchester City Centre

$1,139

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Manchester (MAN)

This hostel features a restaurant, free WiFi in public areas, and luggage storage. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Locker space is provided and the front desk is staffed around-the-clock.

Top Chesterfield hotels deals

WILDES INNS

Worksop Road Chesterfield England

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$128 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Spa

Pet friendly

Garner Hotel Chesterfield North by IHG

3 Tallys End Chesterfield England

Free Cancellation

$56 nightly

$67 total

Jun 14 - Jun 15

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and luggage storage are also on offer.

Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield Road Chesterfield England

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$120 total

Jun 3 - Jun 4

Total with taxes and fees

A full-service spa and a restaurant are featured at this Georgian hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Twin Oaks Hotel

Church Lane Chesterfield England

$106 nightly

$127 total

Jun 2 - Jun 3

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a garden, and dry cleaning are also on offer.

Parking included

Free WiFi

The Orchard Hotel & Restaurant

Beeston Lane, University Park Nottingham England

$90 nightly

$108 total

Jun 7 - Jun 8

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and free newspapers.

Buxton Crescent

The Crescent Buxton England

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$218 total

Jun 2 - Jun 3

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Breakfast included

Pet friendly

Don't see what you're looking for?

See all available properties in Chesterfield

View all properties

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.

Popular places to visit

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.

Hardwick Hall

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

Mecca Bingo

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

Frequently asked questions

How much are vacation packages to Chesterfield?

Your vacation daydreams can become reality in Chesterfield for as low as $1,008. Our vacation packages include flights and hotels, so organizing your itinerary will be a breeze. The only thing you'll need to focus on is what amazing attraction you'll head to first.

How long should my Chesterfield vacation be?

Most travelers lock in their hotel for 2 nights in Chesterfield. But that doesn't necessarily mean you have to do that. How long you stay all comes down to what sorts of things you want to do on your vacation. If you want to discover every part of this remarkable destination, consider staying another few nights (or even an extra week!).

Where can I get the best vacation package deals for Chesterfield?

It's hard to look past Travelocity when it comes to crafting your Chesterfield package deal. There are at least 400 partner airlines and 1,000,000 properties around the world to select from. Book your vacation now and get ready to cross another amazing place off your bucket list.

Why should I book my Chesterfield vacation bundle via Travelocity?

We've got 24/7 support, high-quality service and a Price Match Guarantee. Travel is all about the journey — and we have enticing destinations for you to journey to in all four corners of the globe. Travel with us and your bank balance will thank you for it.

Can I save money on my Chesterfield car rental if I book it with hotels and flights?

Bundling your car, flight and hotel into a Chesterfield vacation package is an easy way to score an amazing deal. Plus, having your own car rental gives you freedom to get to all the landmarks you're hoping to check out. Situated 40 mi from Chesterfield, Old Trafford is one attraction that should be on your can't-miss list. Turn up the tunes and make a day trip of it.

Which airport is best for Chesterfield?

Manchester Airport (MAN) is one of the busiest airports in Chesterfield. It's located 35 mi west of the city center. Other options open to you are Birmingham Airport (BHX) (55 mi away from central Chesterfield) and John Lennon Airport (LPL) (60 mi away from central Chesterfield).

What is there to do in Chesterfield?

Chesterfield has plenty of sights to check out, such as Bolsover Castle and Hardwick Hall. These two fantastic attractions are at the top of most visitors' travel itineraries.

Where should I stay when visiting Chesterfield?

If you're looking for a place to lay your head, check out the Twin Oaks Hotel. It's the top choice for many visitors.