Title: Chesterfield Vacation Packages & Trips 2026 from CA $1,208 | 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 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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. ![The Assembly](https://images.trvl-media.com/lodging/110000000/109740000/109738100/109738076/3737bc07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Assembly Manchester City Centre CA $1,208 per person May 9 - May 12 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Manchester (MAN) 7.8/10 Good! (6 reviews) Convenient location with easy access to Oxford Rd station and Deansgate. Reviewed on Mar 4, 2026 ![Student Only True Salford](https://images.trvl-media.com/lodging/126000000/125360000/125351200/125351178/1460f570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Student Only True Salford CA $2,403 per person May 9 - May 12 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Manchester (MAN) No reviews ### Oyo New Charles Dickens CA $1,476 per person May 9 - May 12 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Manchester (MAN) No reviews ![The Edwardian Manchester, A Radisson Collection Hotel](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044199/w3837h2558x3y3-e93c5016_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Edwardian Manchester, A Radisson Collection Hotel Manchester City Centre CA $1,628 per person Jun 10 - Jun 13 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Manchester (MAN) 9.2/10 Wonderful! (1,261 reviews) Great hotel. Clean, comfy rooms. Great breakfast. Spa was a lovely addition. Concierge staff were fantastic, Frank in particular! Reviewed on Mar 9, 2026 ![Aston Court Derby City Centre by Belvilla](https://images.trvl-media.com/lodging/1000000/30000/28400/28361/afd1ca91_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aston Court Derby City Centre by Belvilla CA $1,226 per person May 14 - May 19 found 8 hours ago Roundtrip flight included Toronto (YYZ) to Manchester (MAN) 7.8/10 Good! (746 reviews) This looks a bit unprepossessing but rooms are big, beds comfortable and it’s clean with friendly staff. And great for the station. Booking do not try to use the link just turn up. And definitely do not use the phone number on the website. Reviewed on Mar 13, 2026 ## Ready to book your vacation to Chesterfield? Choose your dates ## Chesterfield Hotel Deals ![Ringwood Hall Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28073/3e8d23aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ringwood Hall Hotel & Spa Chesterfield Road Chesterfield England Fully refundableReserve now, pay when you stay CA $101 CA $121 total Mar 29 - Mar 30 includes taxes & fees 8/10 Very Good! (1,001 reviews) Rooms are spread out through a sprawling building. Lots of long corridors and up and down stairs. Having said that, the rooms are nice, bed comfy, and clean. Breakfast was also good, but not exceptional. Reviewed on Mar 18, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=28073&PinnedHotelID=28073&HadPinnedHotel=true®ionId=4599) ![WILDES INNS](https://images.trvl-media.com/lodging/4000000/3750000/3748600/3748598/505f2370_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! (1,002 reviews) Stayed here for a wedding as a family of four. Very nice room, a little bit on the expensive side but weighing up a taxi home 40 miles and breakfast it worked out about the same. Breakfast was very good. The drinks at the bar were a bit on the expensive side at £8 a pint but what can you do Reviewed on Mar 21, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true®ionId=4599) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true®ionId=4599) ![Olde House, Chesterfield by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33110000/33108600/33108591/ffedc851_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Olde House, Chesterfield by Marston's Inns Loundsley Green Rd Chesterfield England Fully refundableReserve now, pay when you stay 9.2/10 Wonderful! (346 reviews) Average Reviewed on Mar 16, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=33108591&PinnedHotelID=33108591&HadPinnedHotel=true®ionId=4599) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=33108591&PinnedHotelID=33108591&HadPinnedHotel=true®ionId=4599) [See all 5,185 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=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 $102 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/idyllic-england-derbyshire-the-peak-district-from-manchester.a2220906.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 $18 per adult [](https://expedia.ca/things-to-do/bar-and-club-entry-night-pass-to-multiple-venues-in-sheffield.a45072796.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) [See all activities in Chesterfield](https://expedia.ca/things-to-do/search?rid=4599) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app