Title: Secure Chesterfield Vacation Packages 2026 | Expedia.com [Chesterfield Travel Guide](https://expedia.com/Chesterfield.dx4599)[Hotels in Chesterfield](https://expedia.com/Chesterfield-Hotels.d4599.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.com/Chesterfield-Vacation-Rentals.d4599.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.com/Cheap-Flights-To-Chesterfield.d4599.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.com/Things-To-Do-In-Chesterfield.d4599.Travel-Guide-Activities)[Car Rentals in Chesterfield](https://expedia.com/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 Vacations from $938 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Bolsover-Castle-Chesterfield.d6162892.Vacation-Attraction), [Chesterfield Market](https://www.expedia.com/Chesterfield-Market-Chesterfield.d6162900.Vacation-Attraction) and [Barrow Hill Roundhouse Railway Centre](https://www.expedia.com/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! ## The Latest Chesterfield vacation packages Price found within the past 48 hours. Click for updated prices. ![BrewDog DogHouse Manchester](https://images.trvl-media.com/lodging/67000000/66600000/66594500/66594438/fff190f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### BrewDog DogHouse Manchester Manchester City Centre $938 per person Apr 17 - Apr 19 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Manchester (MAN) 9.8/10 Exceptional! (394 reviews) Loved our stay at BrewDog DogHouse! The hotel was located in the perfect spot for walking and access to public transit. The property and room felt clean, modern, safe, also very cozy and comfortable. The staff of the hotel and restaurant were incredibly friendly, helpful, kind. We ate at the property for multiple meals - delicious interesting food and drinks were top tier. Thank you so much!! Reviewed on Dec 23, 2025 ![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 $1,129 per person May 15 - May 19 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Manchester (MAN) 9.4/10 Exceptional! (416 reviews) Very quirky hotel. The staff were lovely. Room was very clean and the theme carried through to the rooms. So many little details in the room that made it a unique experience, telly had a greeting message in my name, electric blackout blinds, great amenities in the room. We will definitely stay again Reviewed on Feb 22, 2026 ![Charles Hope Manchester Centre](https://images.trvl-media.com/lodging/106000000/105400000/105399400/105399323/99e5d9cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Charles Hope Manchester Centre NOMA $1,026 per person May 9 - May 11 found 19 hours ago Roundtrip flight included New York (LGA) to Manchester (MAN) 9.6/10 Exceptional! (33 reviews) Charles Hope was such a great stay! If any problem did arise they sorted it with in seconds. I highly recommend! Reviewed on Oct 7, 2024 ![Manchester University](https://images.trvl-media.com/lodging/40000000/39360000/39355300/39355282/8eb474d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Manchester University Chorlton-on-Medlock $1,100 per person May 15 - May 19 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Manchester (MAN) 7/10 Good! (14 reviews) Location perfect Apartment perfect for a family holiday We enjoyed the ambiance and and surroundings Reviewed on Oct 28, 2022 ![Malacuna Manchester](https://images.trvl-media.com/lodging/2000000/1530000/1524400/1524322/20710ecd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Malacuna Manchester Manchester City Centre $1,004 per person Apr 17 - Apr 19 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Manchester (MAN) 8.4/10 Very Good! (227 reviews) Staff were polite and friendly and my room was clean and comfortable to sleep in Reviewed on Feb 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Chesterfield [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EMA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_4599) ### Discover the most popular places to visit in Chesterfield ![An English Heritage owned ruined castle in the heart of Derbyshire. Has activities for children and re-enactments during the summer. http://www.english-heritage.org.uk/visit/places/bolsover-castle/](https://images.trvl-media.com/place/6162892/ec7dee3a-2f62-4e8d-a98c-d990ba342ab8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bolsover Castle You can find out about the history of Bolsover with a visit to Bolsover Castle. Check out the spas and lively bars in this relaxing area. [](https://expedia.com/Bolsover-Castle-Chesterfield.d6162892.Vacation-Attraction) ![Hardwick Hall; Shutterstock ID 313967048; Purchase Order: -](https://images.trvl-media.com/place/6087745/b0a16fd8-8965-4de7-ab91-1fd3f755cb47.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hardwick Hall You can find out about the history of Ault Hucknall with a visit to Hardwick Hall. Check out the lively bars or top-notch restaurants in this relaxing area. [](https://expedia.com/Hardwick-Hall-Chesterfield.d6087745.Vacation-Attraction) ![Mecca Bingo](https://images.trvl-media.com/place/553248621532492753/18eaecf5-f94a-40ea-89fc-08d36d0b0586.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mecca Bingo Why not try your luck with a visit to Mecca Bingo during your travels in Chesterfield? Check out the spas and charming coffeehouses in this family-friendly area. [](https://expedia.com/Mecca-Bingo-Chesterfield.d553248621532492753.Vacation-Attraction) ### What to do in Chesterfield ![Sheffield: Gin Distillery Tasting Visit with Guided Tour](https://mediaim.expedia.com/localexpert/46081415/601b6d2b-4c26-4615-97d4-f161d3b96f0b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sheffield: Gin Distillery Tasting Visit with Guided Tour $24 per adult [](https://expedia.com/things-to-do/sheffield-gin-distillery-tasting-visit-with-guided-tour.a46081415.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 $20 per adult [](https://expedia.com/things-to-do/fun.a5248401.activity-details) ![Sheffield: Gin Experience - Make Your Own Gin](https://mediaim.expedia.com/localexpert/48303334/ece506b0-48fc-4694-8357-72783bbbd793.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sheffield: Gin Experience - Make Your Own Gin $130 per adult [](https://expedia.com/things-to-do/sheffield-gin-experience-make-your-own-gin.a48303334.activity-details) [See all activities in Chesterfield](https://expedia.com/things-to-do/search?rid=4599) ## 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) ### Ringwood Hall Hotel & Spa Chesterfield Road Chesterfield England Fully refundableReserve now, pay when you stay $74 nightly $89 total Mar 1 - Mar 2 Total with taxes and fees 8/10 Very Good! (1,001 reviews) Nice room , staff friendly Reviewed on Feb 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=28073&PinnedHotelID=28073&HadPinnedHotel=true®ionId=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 $105 nightly $126 total Mar 1 - Mar 2 Total with taxes and fees 8.6/10 Excellent! (1,000 reviews) Event was cancelled and no compensation was offered Reviewed on Feb 19, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true®ionId=4599) ![Olde House, Chesterfield by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33110000/33108600/33108591/74745ec5_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 $62 nightly $75 total Mar 5 - Mar 6 Total with taxes and fees 9.2/10 Wonderful! (341 reviews) Nice hotel. Excellent staff Reviewed on Feb 17, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&selected=33108591&PinnedHotelID=33108591&HadPinnedHotel=true®ionId=4599) [See all 5,049 properties in Chesterfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%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. ## Find the Best Chesterfield Vacation Packages ## Chesterfield Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | British pounds sterling | | Closest Airport | East Midlands Airport (EMA) | | Population | 113,100 | | Max Temp Winter | 45ºF | | Max Temp Summer | 65ºF | | Top Sights | [Bolsover Castle](https://www.expedia.com/Bolsover-Castle-Chesterfield.d6162892.Vacation-Attraction), [Hotel Van Dyk Theater](https://www.expedia.com/Hotel-Van-Dyk-Theater-Chesterfield.d553248621555971407.Vacation-Attraction) and [Pomegranate Theatre](https://www.expedia.com/Pomegranate-Theatre-Chesterfield.d553248621555971381.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Chesterfield vacation package cost? ### What are the cheapest months to go to Chesterfield? ### How many days is enough for Chesterfield? ### Is it worth booking a vacation package to Chesterfield? ### How to find the best Chesterfield package deals? ### Is it cheaper to book a Chesterfield vacation as a package? ### When to book a vacation package to Chesterfield? ### How to plan a trip to Chesterfield? > 1. Choose your dates: What you plan to do in Chesterfield and your preferred season will help you decide when to go. > 2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Chesterfield. > 3. Organize your Chesterfield escape with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book stays and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Chesterfield together. > 4. Work out your trip length: Consider how much time you want to spend exploring Chesterfield. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace. > 5. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the perfect Chesterfield vacation package for you. > 6. Add on experiences and excursions: Take a look at our travel guide to find some exciting [things to do in Chesterfield](https://www.expedia.com/Things-To-Do-In-Chesterfield.d4599.Travel-Guide-Activities). Book tickets or make reservations before you go to save time and skip the hassle of looking for activities when you arrive. ### Does Expedia offer Book Now, Pay Later Chesterfield vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Brimington Hotels ](https://www.expedia.com/Brimington-Hotels.d6342170.Travel-Guide-Hotels) - [Beach Hotels in Brimington ](https://www.expedia.com/Brimington-Hotels-Beach-Hotel.0-0-d6342170-tBeachHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Brimington ](https://www.expedia.com/Brimington-Hotels-Romantic-Hotel.0-0-d6342170-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Brimington ](https://www.expedia.com/Brimington-Hotels-Hotel-With-Pool.0-0-d6342170-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Brimington ](https://www.expedia.com/Brimington-Hotels-Hotels-With-Adjoining-Rooms.0-0-d6342170-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - 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