Chesterfield Vacation Packages 2025/2026 from $757

Chesterfield flight + hotel vacation packages

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

OYO Cornerstone Manor Hotel

$757

per person

Nov 15 - Nov 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MAN)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A terrace, a garden, and a library are also on offer.

Treehouse Hotel Manchester

Manchester City Centre

$1,099

per person

Nov 15 - Nov 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MAN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, free WiFi in public areas, and express check-out. Dry cleaning, luggage storage, and concierge services are also on offer.

Oddfellows on the Park

$882

per person

Nov 15 - Nov 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MAN)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and express check-in. Free self parking, a coffee shop, and a terrace are also offered.

Manchester Portland By Sunday

Manchester City Centre

$811

per person

Nov 15 - Nov 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MAN)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Express check-out, dry cleaning, and laundry facilities are also on offer.

Manchester Airport Stanley Hotel

$1,364

per person

Jan 3 - Jan 9

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MAN)

Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Business travelers can take advantage of the express check-out.

Top Chesterfield hotels deals

Ringwood Hall Hotel & Spa

Chesterfield Road, Chesterfield, England

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$101 total

Oct 16 - Oct 17

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free 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.

Spa

Pet friendly

WILDES INNS

Worksop Road, Clowne, Chesterfield, England

Free Cancellation

Reserve now, pay when you stay

Get rates

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

Olde House, Chesterfield by Marston's Inns

Loundsley Green Rd, Chesterfield, England

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$70 total

Oct 19 - Oct 20

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the business center and free WiFi in public areas. Take advantage of the free self parking.

Parking included

Free WiFi

Radisson Blu Hotel, Sheffield

Pinstone Street, 30, Sheffield, England

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$112 total

Oct 19 - Oct 20

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. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Park Plaza Nottingham

41 Maid Marian Way, Nottingham, England

$75 nightly

$90 total

Oct 19 - Oct 20

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. Self parking, a coffee shop, and a lobby fireplace are also offered.

Pet friendly

Free WiFi

Ensana Buxton Crescent

The Crescent, Buxton, England

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$215 total

Oct 20 - Oct 21

Total with taxes and fees

A full-service spa, hot springs, and 2 indoor pools are all featured at this luxury hotel. Enjoy the outdoor pool and free perks like full breakfast and WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

Pool

Breakfast included

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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

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.

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.

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 relaxing area.

Frequently asked questions

How much are vacation packages to Chesterfield?

Your vacation daydreams can become reality in Chesterfield for as low as $757. 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.