Title: Chesterfield Vacation Packages & Trips 2026 from CA $2,196 | Expedia.ca

[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d4599.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d4599.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d4599.Car-Rental-Guide)

![](https://images.trvl-media.com/place/4599/a72e522b-c47a-4a9e-a5b6-fbb0d4a35b67.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Chesterfield Vacation Packages

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#### Your Chesterfield Vacation

A great way to experience this exciting city is with a tailor-made Chesterfield vacation package. Base yourself in the neighborhood of Shirland, which is good for culture, golfing and history or go someplace else — our packages are all about you. Eager to start exploring your surroundings? [Bolsover Castle](https://www.expedia.ca/Bolsover-Castle-Chesterfield.d6162892.Vacation-Attraction), [Chesterfield Market](https://www.expedia.ca/Chesterfield-Market-Chesterfield.d6162900.Vacation-Attraction) and [Barrow Hill Roundhouse Railway Centre](https://www.expedia.ca/Barrow-Hill-Roundhouse-Railway-Centre-Chesterfield.d553248621532493112.Vacation-Attraction) are just three of the best places to visit during a trip to Chesterfield. Stop daydreaming and start adventuring. Browse the broad range of options on Expedia today and finally put your Chesterfield vacation plans into motion!

## Top Chesterfield Vacation Deals

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

![Manchester Portland By Sunday](https://images.trvl-media.com/lodging/1000000/20000/19400/19309/47c1cb25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Manchester Portland By Sunday

Manchester City Centre

CA $2,196

per person

Mar 16 - Mar 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Manchester (MAN)

8.4/10 Very Good! (1,445 reviews)

Good room, good location. Very clean.

Reviewed on Feb 1, 2026

![Treehouse Hotel Manchester](https://images.trvl-media.com/lodging/92000000/91710000/91703200/91703156/ffbcc4bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Treehouse Hotel Manchester

Manchester City Centre

CA $2,500

per person

Mar 16 - Mar 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Manchester (MAN)

9.4/10 Exceptional! (416 reviews)

Amazing hotel, staff were very friendly and helpful. Would definitely stay again.

Reviewed on Feb 5, 2026

![Hyatt House Manchester](https://images.trvl-media.com/lodging/20000000/19460000/19458700/19458640/be6e32a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt House Manchester

Chorlton-on-Medlock

CA $2,398

per person

Mar 16 - Mar 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Manchester (MAN)

9.6/10 Exceptional! (501 reviews)

The bed was very comfortable. The staff were very helpful.

Reviewed on Feb 5, 2026

![Quay Apartments Exchange Quay](https://images.trvl-media.com/lodging/58000000/57270000/57269800/57269731/19ccc304_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Quay Apartments Exchange Quay

CA $2,252

per person

Mar 16 - Mar 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Manchester (MAN)

9.4/10 Exceptional! (71 reviews)

bedroom tv was out of date so none of the apps worked. the tvs weren't tuned properly so most channels were missing. the internet seemed to be faulty so was connected via a different apartment. the connection was flaky, dropped out constantly. the kitchen amenities were basic, no cooking utensils. no soft lighting in living area only bright harsh kitchen lighting...had to use a lamp from bedroom, though no side table to put it on. windows are floor to ceiling and only roller blinds so you're either in blackout or a goldfish bowl . the window sills are metal, the building has no overhang, and windows are staggered so when it rained raindrops sounded like ball bearings hitting a steel tray, the sound seemed to amplify through the window frame by the bed, kept us awake half the night. batteries both tv remotes were dead, manager brought 2 other remotes, the batteries lasted five minutes and also died, had to buy our own. the listing for the flat suggested there was parking available, failed to mention the only parking was via another private company at £17 a night. flat itself is fine just needs a few basics fixing.

Reviewed on Jan 31, 2026

![CitySuites 2 Aparthotel ](https://images.trvl-media.com/lodging/69000000/68070000/68062300/68062222/4153f793_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### CitySuites 2 Aparthotel 

Greengate

CA $2,506

per person

Mar 16 - Mar 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Manchester (MAN)

9.2/10 Wonderful! (453 reviews)

Very friendly staff. Room was immaculate. An excellent choice.

Reviewed on Feb 6, 2026

## Ready to book your vacation to Chesterfield?

Choose your dates

## Chesterfield Hotel Deals

![Ringwood Hall Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28073/bd05248f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Ringwood Hall Hotel & Spa

Chesterfield Road Chesterfield England

Fully refundableReserve now, pay when you stay

CA $100

CA $121 total

Feb 27 - Feb 28

includes taxes & fees

8/10 Very Good! (1,000 reviews)

Staff friendliness

Reviewed on Jan 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=28073&PinnedHotelID=28073&HadPinnedHotel=true&regionId=4599)

![WILDES INNS](https://images.trvl-media.com/lodging/4000000/3750000/3748600/3748598/d7bf94b9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

WILDES INNS

Worksop Road Chesterfield England

Fully refundableReserve now, pay when you stay

8.6/10 Excellent! (1,003 reviews)

Food was beautiful, staff amazing, room modern and spacious with fabulous bathroom, we chose to upgrade to the spa suite, with every penny! Drinks a bit expensive but couldn’t fault our stay!

Reviewed on Feb 1, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true&regionId=4599)

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true&regionId=4599)

![Twin Oaks Hotel](https://images.trvl-media.com/lodging/3000000/2500000/2496300/2496207/w998h667x0y0-c07332b2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Twin Oaks Hotel

Church Lane Chesterfield England

CA $125

CA $150 total

Feb 8 - Feb 9

includes taxes & fees

8.6/10 Excellent! (440 reviews)

Clean room and bathroom. Comfy bed. Shame there is no heating in the bathroom, as very cold when showering. Tv is a bit old. Staff are nice and food is very good.

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=2496207&PinnedHotelID=2496207&HadPinnedHotel=true&regionId=4599)

[See all 5,075 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&regionId=4599)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### What to do in Chesterfield

![Small-Group Derbyshire, the Peak District & Poole's Cavern](https://mediaim.expedia.com/localexpert/2220906/369785c6-a2cb-4504-9a08-cbb33bf86144.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Idyllic England: Derbyshire & the Peak District from Manchester

CA $103

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/idyllic-england-derbyshire-the-peak-district-from-manchester.a2220906.activity-details)

![A fun and different way to see Sheffield](https://mediaim.expedia.com/localexpert/5248401/65504be5-a0b6-4f9b-8d60-389337f3d207.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fun, Flexible Treasure Hunt Around Sheffield with Cryptic Clues & Hidden Gems

CA $28

per adult

[](https://expedia.ca/things-to-do/fun.a5248401.activity-details)

![Bar and Club entry Night Pass to multiple venues in Sheffield](https://mediaim.expedia.com/localexpert/45072796/b3e11c46-04fc-4b54-b5cc-f3c07b569f03.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bar and Club entry Night Pass to multiple venues in Sheffield

CA $19

per adult

[](https://expedia.ca/things-to-do/bar-and-club-entry-night-pass-to-multiple-venues-in-sheffield.a45072796.activity-details)

[See all activities in Chesterfield](https://expedia.ca/things-to-do/search?rid=4599)

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