Top Resorts in Chesterfield in 2026

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Recommended hotels in Chesterfield

A buffet setup with various food items and serving utensils.

1. Olde House, Chesterfield by Marston's Inns

Chesterfield

Debbie

Rp1.298.598 total

includes taxes & fees

29 Nov - 30 Nov

2. Premier Inn Chesterfield Town Centre

Chesterfield

Max

Rp1.252.652 total

includes taxes & fees

29 Nov - 30 Nov

A modern reception area with a counter, seating, and a mountain mural.

3. Garner Hotel Chesterfield North by IHG

Chesterfield

Clive

Rp940.227 total

includes taxes & fees

15 Nov - 16 Nov

A modern indoor pool area with a hot tub, lounge chairs, and a glass-enclosed upper level.

4. Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield

Margaret

Rp1.844.291 total

includes taxes & fees

15 Nov - 16 Nov

A cozy bar area with stone walls, wooden stools, and a hanging light fixture.

5. Twin Oaks Hotel

Chesterfield

Lynne

Rp2.384.857 total

includes taxes & fees

13 Nov - 14 Nov

A building with a stone facade, a green door, and a covered patio area with picnic tables.

6. THE HIDE

Chesterfield

Youngseok

Rp1.931.169 total

includes taxes & fees

15 Nov - 16 Nov

A restaurant interior with multiple dining tables and chairs, wooden paneling on the walls, and a sign reading "Van Dyk's Nurseries".

7. WILDES INNS

Chesterfield

Naomi

Rp2.145.645 total

includes taxes & fees

15 Nov - 16 Nov

A rural landscape with a stone bridge, a garden with a table and chairs, and a house with a sloped roof.

8. The Old Poets Corner

Chesterfield

Ian

Rp813.658 total

includes taxes & fees

19 Nov - 20 Nov

A stone wall with a wooden beam ceiling and hanging pendant lights.

9. Bulls Head - Holymoorside

Chesterfield

Kevin

Rp3.495.715 total

includes taxes & fees

15 Nov - 16 Nov

A conservatory with a dining table set for six, surrounded by large windows offering a view of a garden.

10. Cherry Tree Farm

Chesterfield

Rp36.134.192 total

includes taxes & fees

26 Nov - 27 Nov

11. Premier Inn Chesterfield North

Chesterfield

Stephen

Rp1.252.652 total

includes taxes & fees

13 Dec - 14 Dec

A compact kitchen with a black refrigerator, a toaster, a sink, and a stove.

12. a Quiet Semi Rural Property Located in Bolsover

Chesterfield

Rp3.167.765 total

includes taxes & fees

14 Nov - 15 Nov

A kitchen with white cabinets, a wooden beam ceiling, a microwave, and a wooden dining table.

13. Carr House Farm

Chesterfield

Rp11.493.564 total

includes taxes & fees

19 Nov - 20 Nov

A patio with stone tiles, a wooden fence, and a flower bed with plants and flowers.

14. 2bed - Garden-pets-freeparking-m1connections

Chesterfield

Philip

Rp2.760.893 total

includes taxes & fees

22 Nov - 23 Nov

A stone building with a water wheel and a staircase.

15. Little Mill

Chesterfield

Rona

Rp8.822.524 total

includes taxes & fees

26 Nov - 27 Nov

View all properties

Learn more about Chesterfield

Climb the 'Crooked Spire' of St. Mary's Church for views across this historic market town. Wander through the open-air market, then explore nearby Chatsworth House in the Peak District.

See all hotels in Chesterfield

A historic church with a tall spire, arched windows, and a clock tower.

Top reviews in Chesterfield

A modern hotel room with a large bed, a sofa, a coffee table, and a TV. The room has large windows with curtains and a view of the outdoors.

The View at The White Horse Woolley Moor

Alfreton

10/10 Excellent

We booked a 2 night stay here to celebrate my wife's birthday , we wanted a relaxing weekend and the white horse seemed to offer what we were looking for . Right from check-in i realised we had definitely picked the right place . We received a warm and friendly welcome and were shown to our room . We picked a junior suit and there was nothing junior about it. We found it big , bright and offered everything we wanted . Very clean and well presented. Staff at the white horse are fantastic, ...

Anonymous traveller

Olde House, Chesterfield by Marston's Inns

Chesterfield

10/10 Excellent

Anonymous traveller

Twin Oaks Hotel

Chesterfield

10/10 Excellent

Lynne

Ringwood Hall Hotel & Spa, BW Signature Collection

Chesterfield

10/10 Excellent

Michael

WILDES INNS

Chesterfield

10/10 Excellent

Ian

A wooden interior with a hanging light fixture and a wooden bench.

The Horse & Jockey Wessington

Alfreton

10/10 Excellent

This is truly a wonderful hotel to stay I've stayed in hundreds of hotels This is in my top 3 to stay in If I'm ever working in Sheffield area again. I'll have no hesitation in booking this wonderful hotel The food is so well presented and taste delicious. Also I would like to make a serious point that the staff are so helpful polite and above all can't do enough for you It so wonderful Five stars to all

graham

THE HIDE

Chesterfield

10/10 Excellent

Ian

A modern kitchen area with a breakfast bar, geometric patterned wall, and various food items displayed.

Holiday Inn Mansfield - Alfreton by IHG

Alfreton

10/10 Excellent

The management, front of house, waiting and cleaning staff where all very polite and extremely helpful. The room which was on the M1 and A38 side of the hotel had excellent triple glazing so we experienced no noise at all. It was a large room that was air conditioned with a big radiator and a fan plus all the of the other items you expect in a hotel room. The breakfast offered was excellent and wide ranging in its provision, from carnivores to vegetarians and vegans, from fried breakfasts...

Ray

A modern breakfast buffet with a central serving table, a coffee station, and a sign that reads 'YOUR journey begins here.'

Hampton By Hilton Sheffield

St Vincent's Quarter

10/10 Excellent

We were very late arriving but they held the rooms for us and night manager was extremely kind to us knowing how exhausted we were. We were very pleased with the rooms and how clean there were. The staff were very friendly and helpful. One evening we took advantage of the 24hr menu and must say the pizza we a ordered was very good indeed. The breakfast was amazing and choices had something for everyone. Overall I would stay there again.

Marlene

A bar area with a wooden counter, red seating, and colorful hanging lights.

Bike & Boot Peak District

Hope Valley

10/10 Excellent

Dean

A modern hotel with a glass facade, multiple floors, and a well-lit entrance.

Leonardo Hotel Sheffield

Sheffield City Centre

10/10 Excellent

Rachel

A restaurant with round tables, blue upholstered seating, and a wall decorated with framed pictures.

The Rutland Arms Hotel, Bakewell, Derbyshire

Bakewell

10/10 Excellent

Anonymous traveller

A bed with a headboard, two bedside tables, and pillows.

Bridleways Guest House & Holiday Homes

Mansfield

10/10 Excellent

Anonymous traveller

Frequently Asked Questions

What is Chesterfield like for a resort holiday?

Expedia can help you find resorts and other accommodation options that provide similar amenities and comforts. If you have trouble with finding a resort in Chesterfield that meets your needs, try using the search page filters to look for hotels, or search for properties with amenities such as pools or all-inclusive rates. We make it easy to book great accommodation so you can move on to creating your trip itinerary.

What can I do in Chesterfield?

Travellers love the food and drink options in Chesterfield, and say that there are lots of tasty bars and restaurants here. Explore the interesting exhibits at Barrow Hill Roundhouse Railway Centre and Chesterfield Museum & Art Gallery, or catch the latest production at Hotel Van Dyk Theater or Pomegranate Theatre. Additional attractions in the area include Peak District National Park and Chesterfield Market.

What's the seasonal weather like in Chesterfield?

The hottest months are usually July and August, with an average temperature of 15°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chesterfield is 714 mm.

What's the best way to get to and around Chesterfield?

Fly into Doncaster (DSA-Sheffield), which is located 24.3 mi (39.1 km) away. Otherwise, look for flights into Nottingham (NQT), which is 26 mi (41.9 km) away. If you want to venture outside the area, hop on a train at Chesterfield Station.

Search Resorts in Chesterfield

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Chesterfield

1. Olde House, Chesterfield by Marston's Inns

2. Premier Inn Chesterfield Town Centre

3. Garner Hotel Chesterfield North by IHG

4. Ringwood Hall Hotel & Spa, BW Signature Collection

5. Twin Oaks Hotel

6. THE HIDE

7. WILDES INNS

8. The Old Poets Corner

9. Bulls Head - Holymoorside

10. Cherry Tree Farm

11. Premier Inn Chesterfield North

12. a Quiet Semi Rural Property Located in Bolsover

13. Carr House Farm

14. 2bed - Garden-pets-freeparking-m1connections

15. Little Mill

Learn more about Chesterfield

Top reviews in Chesterfield

The View at The White Horse Woolley Moor

10/10 Excellent

Frequently Asked Questions

What is Chesterfield like for a resort holiday?

What can I do in Chesterfield?

What's the seasonal weather like in Chesterfield?

What's the best way to get to and around Chesterfield?