A stone path winding through a valley with a sunset in the background.

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Our top choices for Chesterfield romantic hotels

1. Olde House, Chesterfield by Marston's Inns

Olde House, Chesterfield by Marston's Inns
4.0 star property
Chesterfield
9.0 out of 10, Wonderful, (383 reviews)
"Nice place to stay needs a bit of sprucing up in parts. Food good. Staff helpful."
United Kingdom
Debbie
The price is ¥9,509
¥11,411 total
includes taxes & fees
Nov 29 - Nov 30
Olde House, Chesterfield by Marston's Inns

2. Premier Inn Chesterfield Town Centre

Premier Inn Chesterfield Town Centre
3.0 star property
Chesterfield
8.0 out of 10, Very good, (24 reviews)
"10 min walk to the train station"
United States
Max
The price is ¥9,180
¥11,016 total
includes taxes & fees
Nov 29 - Nov 30
Premier Inn Chesterfield Town Centre

3. Overton

Overton
3.0 star property
Chesterfield
The price is ¥104,204
¥125,044 total
includes taxes & fees
Nov 16 - Nov 17
Overton

4. Premier Inn Chesterfield North

Premier Inn Chesterfield North
3.0 star property
Chesterfield
6.0 out of 10, (1 review)
"staff excellent. room clean, but could do with a fresh lick. food definitely needs improving "
New Zealand
Stephen
The price is ¥9,180
¥11,016 total
includes taxes & fees
Nov 29 - Nov 30
Premier Inn Chesterfield North

5. Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG
3.0 star property
Chesterfield
8.4 out of 10, Very good, (1,003 reviews)
"Have stayed on a number of occasions,easy off the M1 and handy for seeing the area. Staff great and helpful rooms refurbished and good size"
United Kingdom
Clive
The price is ¥6,885
¥8,262 total
includes taxes & fees
Nov 15 - Nov 16
Garner Hotel Chesterfield North by IHG

6. WILDES INNS

WILDES INNS
4.0 star property
Chesterfield
8.4 out of 10, Very good, (1,007 reviews)
"Plenty of parking, very clean, modern but still a nice cosy feel"
United Kingdom
Naomi
The price is ¥15,712
¥18,855 total
includes taxes & fees
Nov 15 - Nov 16
WILDES INNS

7. Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.6 out of 10, Excellent, (510 reviews)
"A little gem, easy to get to and staff very helpful and pleasant. 2nd time staying g and will use again"
United Kingdom
Lynne
The price is ¥15,243
¥18,291 total
includes taxes & fees
Dec 12 - Dec 13
Twin Oaks Hotel

8. Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection
4.0 star property
Chesterfield
8.0 out of 10, Very good, (1,000 reviews)
"Staff were really helpful ..food was excellent 👌"
United Kingdom
Margaret
The price is ¥13,506
¥16,207 total
includes taxes & fees
Nov 15 - Nov 16
Ringwood Hall Hotel & Spa, BW Signature Collection

9. THE HIDE

THE HIDE
3.0 star property
Chesterfield
8.2 out of 10, Very good, (108 reviews)
"It was a lovely place to stay. We were travelers for the Chatsworth House and stayed here 1 night. Our room was excellent, and the food - for dinner and breakfast (both continental and english) was fantastic!"
United States
Youngseok
The price is ¥14,142
¥16,970 total
includes taxes & fees
Nov 15 - Nov 16
THE HIDE

10. The Old Poets Corner

The Old Poets Corner
3.5 star property
Chesterfield
8.2 out of 10, Very good, (111 reviews)
"Staff helpful, evening meal very nice. Although oldish building clean. Easy drive into Chesterfield or Matlock."
United Kingdom
Ian
The price is ¥5,957
¥7,150 total
includes taxes & fees
Nov 19 - Nov 20
The Old Poets Corner

11. Bulls Head - Holymoorside

Bulls Head - Holymoorside
5.0 star property
Chesterfield
8.4 out of 10, Very good, (9 reviews)
"Excellent accommodation, food & service. Looking forward to staying again on New Years eve"
United Kingdom
Kevin
The price is ¥25,598
¥30,718 total
includes taxes & fees
Nov 15 - Nov 16
Bulls Head - Holymoorside

12. Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (3 reviews)
"The property was lovely and clean beautiful views and was so relaxing"
United Kingdom
Lorraine
The price is ¥115,248
¥138,298 total
includes taxes & fees
Nov 22 - Nov 23
Cherry Tree Cottage

13. 2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Property is self catering house at edge of the town. Spacious and decent kitchen. Road quiet (liked that) and easy access to nature reserve/countryside walks. Parking a bit of an issue but didn’t detract from our stay. "
United Kingdom
Philip
The price is ¥15,981
¥24,261 total
includes taxes & fees
Nov 22 - Nov 23
2bed - Garden-pets-freeparking-m1connections

14. Little Mill

Little Mill
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage in a beautiful setting. Great walks around. Bed comfortable and lovely warm shower. The welcome package was very helpful as I arrived late on Sunday and forgot the English shops closed early!"
United Kingdom
Rona
The price is ¥64,657
¥77,588 total
includes taxes & fees
Nov 15 - Nov 16
Little Mill

15. Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
6.0 out of 10, (1 review)
"I'll start with the good. Location is nice and peaceful. The bungalow is well laid out and there is plenty of room. Facilities inside the bungalow are good. Cooking and dining implements all there and lots of space. Bedrooms are nice and have plenty of storage for a short break. The garden is well maintained and enclosed although there is only 2 comfortable chairs and no swing or sofa. Parking around the back of the property is the best but you are encouraged to park at the front tucked...
United Kingdom
June
The price is ¥119,824
¥143,789 total
includes taxes & fees
Nov 15 - Nov 16
Wigley Farm House Cottage

16. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is ¥264,816
¥317,779 total
includes taxes & fees
Nov 25 - Nov 26
Cherry Tree Farm

17. a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
3.5 star property
Chesterfield
The price is ¥22,562
¥27,858 total
includes taxes & fees
Nov 13 - Nov 14
a Quiet Semi Rural Property Located in Bolsover

18. The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is ¥141,376
¥169,652 total
includes taxes & fees
Nov 15 - Nov 16
The Old Stables

19. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is ¥66,240
¥79,487 total
includes taxes & fees
Nov 20 - Nov 21
Riber View Barn

20. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is ¥76,718
¥92,062 total
includes taxes & fees
Nov 17 - Nov 18
Cedar Cottage
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.

Top Chesterfield Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Chesterfield?
Are you in need of a romantic getaway? Couples choose Chesterfield for its top-notch restaurants and bar scene. If you're a pair that loves cultural attractions, you might check out Hotel Van Dyk Theater, Chesterfield Museum & Art Gallery, or Pomegranate Theatre. Whether you want to be pampered with breakfast in bed or get a couples' massage, you'll be sure to find accommodation in Chesterfield to make for a relaxing weekend away.
When is the best time of year for a romantic getaway to Chesterfield?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chesterfield: The hottest months are usually July and August with an average temp of 59°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesterfield is 28 inches.
What is there to do in Chesterfield?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Chesterfield. If you and your partner are interested in sampling the local food and drinks, you'll love Chesterfield for its bar scene and array of dining options. Peak District National Park, Chesterfield Market, and Bolsover Castle are worth a stop when you're out and about.
What's the best way to get to Chesterfield and around town during my romantic getaway?
This information about transportation options in Chesterfield might help your romantic getaway go off without a hitch: To get to Chesterfield, book a flight to Doncaster (DSA-Sheffield), which is the closest major airport, located 24.3 mi (39.1 km) from the city center. If you want to venture outside of the area, hop aboard a train at Chesterfield Station.

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