Deals on vacations and trips to Chesterfield

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Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Milverton Court by OYO

Milverton Court by OYO

3 out of 5
Price was $1,723, price is now $1,564 per person
$1,564
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MAN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.
Treehouse Hotel Manchester

Treehouse Hotel Manchester

4 out of 5
Manchester City Centre
Price was $2,456, price is now $1,891 per person
$1,891
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MAN)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 6 conference rooms, free WiFi in public areas, and express check-out. There's a sauna on site, and a 24-hour front desk and dry cleaning are also provided.
Native Manchester

Native Manchester

4.5 out of 5
Manchester City Centre
Price was $2,000, price is now $1,739 per person
$1,739
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MAN)
This aparthotel features free WiFi in public areas, concierge services, and self parking. 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. A terrace, a communal living room, and luggage storage are also on offer.
Stylish 3 Bed Home Parking City centre

Stylish 3 Bed Home Parking City centre

2 out of 5
Price was $1,945, price is now $1,705 per person
$1,705
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MAN)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Trafford Hall Hotel Manchester, A Brilliant Hotels Collection

Trafford Hall Hotel Manchester, A Brilliant Hotels Collection

4 out of 5
Old Trafford
Price was $1,910, price is now $1,729 per person
$1,729
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MAN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. You'll appreciate the area shuttle, self parking, and coffee shop/cafe.

Top Chesterfield hotels deals

WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $118 total per night
$118 total
Oct 8 - Oct 9
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
Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection

4 out of 5
Chesterfield Road Chesterfield England
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $101 total per night
$101 total
Oct 11 - Oct 12
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.
Spa
Pet friendly
Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG

3 out of 5
3 Tallys End Chesterfield England
Free Cancellation
$47 nightly
The price is $57 total per night
$57 total
Oct 18 - Oct 19
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. Express check-out and luggage storage are also provided.
Pet friendly
Parking included
Twin Oaks Hotel

Twin Oaks Hotel

3 out of 5
Church Lane Chesterfield England
$93 nightly
The price is $112 total per night
$112 total
Nov 7 - Nov 8
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
Mercure Nottingham Sherwood Hotel

Mercure Nottingham Sherwood Hotel

4 out of 5
296 Mansfield Road Nottingham England
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $79 total per night
$79 total
Oct 22 - Oct 23
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the steam room, bar/lounge, and wedding services.
Spa
Pet friendly
The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

4 out of 5
Beeston Lane, University Park Nottingham England
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $107 total per night
$107 total
Oct 29 - Oct 30
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.
Pet friendly
Free WiFi
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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.

Stay near popular Chesterfield attractions

A historic castle with stone walls, multiple towers, and a set of stone steps leading up to the entrance.
Photo by Barbara Croft
Open Photo by Barbara Croft

Bolsover Castle

9.6/10 (22 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Chesterfield?
Your vacation daydreams can become reality in Chesterfield for as low as $1,564. 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.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

A stone path winding through a valley with a sunset in the background.
A town with a prominent church spire, residential buildings, and a hill in the background.
A sign indicating visitor mooring with a 2-day limit, a canal, and a grassy bank with trees in the background.
A historic building with black and white timber framing, a prominent clock tower, and a pointed spire in the background.
A historic church with a tall spire, arched windows, and a clock tower.