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

Best Luxury Hotels in Chesterfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterfield Luxury Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chesterfield luxury hotels

A stone wall with a wooden beam ceiling and hanging pendant lights.
A traditional building with a sign reading "Bull's Head" and a pub sign above the entrance.
A copper-toned bar area with a built-in wine cooler and a bottle of champagne.
A stone wall with a wooden door and a small step leading into a room.

1. Bulls Head - Holymoorside

Bulls Head - Holymoorside
Chesterfield
RM654
RM785 total
includes taxes & fees
4 Oct - 5 Oct
Bulls Head - Holymoorside
A building with illuminated windows and a heart-shaped sculpture.
A room with a wooden desk, a leather chair, a round mirror, and framed artwork on the wall.
An interior with a glass table, a sculpture, and a view through a skylight.
A bedroom with a bed, a desk with a chair, a window with blinds, and a kitchenette in the background.

2. The Peacock at Barlow

The Peacock at Barlow
Dronfield
RM338
RM406 total
includes taxes & fees
11 Oct - 12 Oct
The Peacock at Barlow
A rustic interior with a wooden dining table, chairs, a bar area with a wine rack, and a fireplace.
A stone house with a thatched roof, surrounded by greenery and a stone wall.
A stone building with a large window and a door, surrounded by a stone wall and greenery.
A stone building with a wooden door and a stone wall.

3. The Pilsley Inn

The Pilsley Inn
Bakewell
RM731
RM877 total
includes taxes & fees
19 Oct - 20 Oct
The Pilsley Inn
A stone house with a sloped roof, a front porch, and a garden with various plants and a bench.
A stone building with a wooden fence and a glass door leading to a room with a bed and a window with blinds.
A cozy living room with a fireplace, wooden furniture, and a dining area.
A stone building with a wooden deck and steps leading to a door.

4. Robin Hood Farm B&B

Robin Hood Farm B&B
Bakewell
RM565
RM679 total
includes taxes & fees
8 Oct - 9 Oct
Robin Hood Farm B&B
A restaurant with round tables, blue upholstered seating, and a wall decorated with framed pictures.
A tap system with labels for CAMDEN, HELLER, CORVUS, MAGNERS, and BUD LIGHT beers.
A large bed with a tufted headboard, floral-patterned pillows, and neatly folded towels.
A room with a fireplace, a chandelier, and mounted animal heads on the wall.

5. The Rutland Arms Hotel, Bakewell, Derbyshire

The Rutland Arms Hotel, Bakewell, Derbyshire
Bakewell
RM564
RM677 total
includes taxes & fees
18 Oct - 19 Oct
The Rutland Arms Hotel, Bakewell, Derbyshire
A spacious patio area with a dining table, chairs, and a sofa. There are potted plants and a large window with bamboo shades.
A hallway with a staircase, potted plants, a bookshelf, and a chair.
A traditional stone building with a large patio area, outdoor seating, and a well-maintained lawn.
Bar (on property)

6. Cavendish Hotel

Cavendish Hotel
Bakewell
  • Elegant retreat near Peak District with 2 restaurants, terrace, and garden by Chatsworth House.
RM1,100
RM1,320 total
includes taxes & fees
1 Nov - 2 Nov
Cavendish Hotel
A buffet setup with various food items and serving utensils.
A dining area with a fireplace, wooden chairs, a table, and a mirror above it.
A bar area with wooden furniture, a round table, and a variety of bottles and glasses on shelves.
A bedroom with a large bed, a bedside table, a nightstand, a headboard with a light, a window with curtains, and a door.

7. Wheatsheaf, Baslow by Marston's Inns

Wheatsheaf, Baslow by Marston's Inns
Bakewell
RM373
RM448 total
includes taxes & fees
1 Nov - 2 Nov
Wheatsheaf, Baslow by Marston's Inns
A bar area with two champagne flutes topped with strawberries, a candle, and a tray with small candles.
A person using a laptop at a table with a cup of coffee, in a room with a bed and lamps.
A hotel corridor with arched ceilings, a reception desk, and a seating area.
A bar area with a marble countertop, a glass of cocktail, and a candle.

8. Leopold Hotel

Leopold Hotel
Sheffield City Centre
  • Victorian elegance meets modern luxury in this Sheffield hotel with 24-hour room service, a fitness centre, and terrace views.
RM271
RM325 total
includes taxes & fees
4 Oct - 5 Oct
Leopold Hotel
A sign for "Brocco on the Park" with a staircase leading to a brick building.
An outdoor dining area with tables set for a meal, including plates of food, cutlery, and a glass of wine.
A grey sofa with two striped pillows and a geometric throw blanket.
A modern bedroom with a large bed, a small bedside table, a window with curtains, and a copper bathtub.

9. Brocco on the Park

Brocco on the Park
Sheffield
RM668
RM802 total
includes taxes & fees
13 Oct - 14 Oct
Brocco on the Park
A dining area with a rustic stone wall, a painting, and a table set for two with chairs.
A cozy room with a stone wall, a wooden bench, two stools, and a painting.
A traditional stone building with multiple chimneys, a central entrance, and a sign indicating a garden terrace.
A bedroom with a large bed, a chair, a small table, and a mirror on the wall.

10. The Beeley Inn

The Beeley Inn
Matlock
  • Rural luxury amidst peak district splendour, where garden views meet British cuisine.
RM720
RM864 total
includes taxes & fees
12 Oct - 13 Oct
The Beeley Inn
View all properties

Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"Great atmosphere"
Costas 1-night trip
Posted 20 hours ago
The Orchard Hotel & Restaurant
B&B HOTEL Derby

B&B HOTEL Derby

10/10 Excellent
"This hotel is just amazing with the most amazing staff highly recommended and great value as well"
jim 1-night trip
Posted 3 days ago
B&B HOTEL Derby

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Chesterfield?
Known for its restaurants and bars, Chesterfield also has some interesting things to see and do including Peak District National Park, so you may want to take in the local sights during your visit.
What's the best high-end hotel in Chesterfield?
Bulls Head - Holymoorside is a luxury guest house with a bar and a restaurant, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Chesterfield?
Planning for the weather is a good way to make your trip to Chesterfield relaxing and enjoyable, especially when you're splurging. 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 there to see and do in Chesterfield?
Experience all that Chesterfield has to offer when you visit Peak District National Park, Chesterfield Market and Bolsover Castle. If you have a little extra time during your trip, you might want to make a stop at Hardwick Hall and Queen's Park.
How can I get around Chesterfield?
It's easier to get around town comfortably when you know your options. To venture out into the surrounding area, hop aboard a train at Chesterfield Station.