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 $1,119 ## 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. ![Duet](https://images.trvl-media.com/lodging/115000000/114150000/114147000/114146925/ffd646a5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Duet $1,119 per person May 15 - May 19 found 7 hours ago Roundtrip non-stop flight included New York (JFK) to Manchester (MAN) 8/10 Very Good! (5 reviews) Beautiful apartment, close to transportation and restaurants. Reviewed on Jan 20, 2026 ![Treehouse Hotel Manchester](https://images.trvl-media.com/lodging/92000000/91710000/91703200/91703156/w9061h6046x8y0-0ebc6514_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Treehouse Hotel Manchester Manchester City Centre $1,133 per person May 15 - May 19 found 7 hours ago Roundtrip non-stop flight included New York (JFK) to Manchester (MAN) 9.4/10 Exceptional! (636 reviews) Charming, incredible attention to detail, superb staff service, Will definitely be back Reviewed on Mar 13, 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 $1,422 per person May 15 - May 19 found 7 hours ago Roundtrip non-stop flight included New York (JFK) to Manchester (MAN) No reviews ![Dancenter East Midlands Airport](https://images.trvl-media.com/lodging/112000000/111970000/111961000/111960984/3cba8648_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dancenter East Midlands Airport $1,161 per person May 16 - May 22 found 1 day ago Roundtrip non-stop flight included Washington (WAS) to Manchester (MAN) 6.8/10 (33 reviews) Much improved since my last stay, check in and out very much improved.very convenient for the station Reviewed on Oct 18, 2025 ![Imperial Salford Hotel](https://images.trvl-media.com/lodging/13000000/12670000/12665000/12664955/3edb7f7f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Imperial Salford Hotel $1,511 per person May 15 - May 19 found 7 hours ago Roundtrip non-stop flight included New York (JFK) to Manchester (MAN) 6/10 (118 reviews) The bed was quite hard. We had to leave after the first night due to a family emergency. Is there any way we could get a partial refund? Reviewed on Nov 20, 2025 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/2026-04-14/2026-04-21/?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 top-notch restaurants 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 top-notch restaurants or lively bars 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) ![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 $128 per adult [](https://expedia.com/things-to-do/sheffield-gin-experience-make-your-own-gin.a48303334.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) [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/1000000/30000/28100/28073/3e8d23aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ringwood Hall Hotel & Spa Chesterfield Road Chesterfield England Fully refundableReserve now, pay when you stay $70 nightly $84 total Apr 5 - Apr 6 Total with taxes and fees 8/10 Very Good! (1,001 reviews) Pretty hotel. We had a wonderful stay in room 121\. The suite had a beautiful 4 poster and the bathroom a huge roll top bath. We visited the spa and had an excellent breakfast. Lovely stay. Will return. Reviewed on Mar 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%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! (1,001 reviews) We stayed here for our friends wedding reception but for the price of our room £151 for a night we were disappointed. Bring your own toiletries as the hotel only supply x1 of each 30ml shower gel shampoo conditioner. No enough for 2 guests for 4 showers. No fridge in room to put milk (if like me ... Reviewed on Mar 13, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F28%2F2026&endDate=3%2F29%2F2026&selected=3748598&PinnedHotelID=3748598&HadPinnedHotel=true®ionId=4599) [](https://expedia.com/Hotel-Search?startDate=3%2F28%2F2026&endDate=3%2F29%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 $69 nightly $82 total Mar 22 - Mar 23 Total with taxes and fees 9.2/10 Wonderful! (345 reviews) Lovely property, clean rooms, nice food. Reviewed on Mar 7, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=33108591&PinnedHotelID=33108591&HadPinnedHotel=true®ionId=4599) [See all 5,166 properties in Chesterfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F15%2F2026&endDate=3%2F16%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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