Title: Chesterfield Vacation Packages & Trips 2026 from CA $1,116 | Expedia.ca [Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d553248634983540974.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d553248634983540974.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d553248634983540974.Car-Rental-Guide) ![](https://images.trvl-media.com/place/325/b59febb4-ad21-43a9-8147-d6979cc671e6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterfield Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Beth Hughes - ## 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 With all the details organized before you take off, our Chesterfield vacation packages mean you can simply focus on having a great time. Whether you stay in the neighborhood of Yorktown, which is great for golfing, or someplace else in town, this exciting city promises a wealth of discoveries. If your trip to Chesterfield includes a little sightseeing, don't miss much-loved attractions like [Hoosier Park](https://www.expedia.ca/Hoosier-Park-Anderson.d6175139.Vacation-Attraction), [Anderson Roll Arena](https://www.expedia.ca/Anderson-Roll-Arena-Anderson.d553248621532658830.Vacation-Attraction) and [Mounds State Park](https://www.expedia.ca/Mounds-State-Park-Anderson.d6091439.Vacation-Attraction). Expedia is here to help you escape your daily routine. Tailor your vacation to Chesterfield to suit your style of travel, whatever that may be! ## Top Chesterfield Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Landing Apartments Indy](https://images.trvl-media.com/lodging/116000000/115980000/115971500/115971405/c9f9d94d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Indy CA $1,116 per person Apr 7 - Apr 11 found 18 hours ago Roundtrip non-stop flight included Calgary (YYC) to Indianapolis (IND) 8/10 Very Good! (3 reviews) We arrived in the middle of the night and couldn’t get the smart lock to open. We called the support number, but no one answered. It could have been a disaster, but fortunately, we finally figured out the trick on our own. It was unlike any other smart lock I’d ever used. As soon as we entered, we were hit with the thick stench of cigarette smoke. Once we got over that, we saw that apartment was attractive and had been newly remodeled. But when we saw cockroaches in the kitchen, we immediately soured on the place. We spent the whole weekend being paranoid about disgusting creatures. Were there also bedbugs? Lice? We didn’t find any evidence of those, but it’s unpleasant to have to be worried about such things. The remodelers had completely forgotten to give any attention to the baseboards, which were peeling, shoddily finished (giant gaps in some of the corners) and suffering from dry rot in the bathroom. Overall, while much of the apartment was attractive, it gave the sense that they had put lipstick on a pig. The morning after our arrival, I got a text saying, “Sorry, we missed your call. Can we help with anything?” That would have been great customer service, except when I replied with my complaints about the smell and cockroaches, I got no reply whatsoever. What’s the point of asking to help if you’re not going to actually help? On the plus side, the beds were comfortable. There is one cafe and one convenience store within walking distance. Reviewed on Aug 11, 2025 ![Bottleworks Hotel](https://images.trvl-media.com/lodging/58000000/57260000/57258100/57258038/78e86d9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bottleworks Hotel Downtown Indianapolis CA $1,350 per person Apr 7 - Apr 11 found 18 hours ago Roundtrip non-stop flight included Calgary (YYC) to Indianapolis (IND) 9.8/10 Exceptional! (1,664 reviews) The room was very nice - good set-up, great windows to look outside (good natural light, view so/so), great shower, very comfortable. Hotel staff was excellent! Good experience and will go back when needing another staycation ... Reviewed on Feb 9, 2026 ![The Landing Apartments Indianapolis](https://images.trvl-media.com/lodging/108000000/107520000/107519500/107519414/10a5c7b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Landing Apartments Indianapolis CA $1,160 per person Apr 7 - Apr 11 found 18 hours ago Roundtrip non-stop flight included Calgary (YYC) to Indianapolis (IND) 9/10 Wonderful! (36 reviews) Highly recommended stay, I stayed for 1 month long for school safe quiet and clean. Full laundry room inside room very convenient large apartments. Communication with management was great. There are no elevators and I was on the 3rd floor but I am active does not bother me. Just keep that in mind if you cant climb stairs. Great place ! High recommended! Reviewed on Nov 24, 2025 ![Fairfield Inn & Suites by Marriott Indianapolis Downtown](https://images.trvl-media.com/lodging/1000000/30000/23800/23766/f3aee771_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairfield Inn & Suites by Marriott Indianapolis Downtown Downtown Indianapolis CA $1,161 per person Apr 7 - Apr 11 found 18 hours ago Roundtrip non-stop flight included Calgary (YYC) to Indianapolis (IND) 9.2/10 Wonderful! (1,004 reviews) Friendly, helpful and wonderful staff! Room was quiet, clean and comfortable Reviewed on Jan 26, 2026 ![Ironworks Hotel Indy](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294032/02753ebe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ironworks Hotel Indy CA $1,302 per person Apr 7 - Apr 11 found 18 hours ago Roundtrip non-stop flight included Calgary (YYC) to Indianapolis (IND) 9.8/10 Exceptional! (1,698 reviews) Unique hotel experience and motif Reviewed on Feb 8, 2026 ## Ready to book your vacation to Chesterfield? Choose your dates ## Chesterfield Hotel Deals ![Anderson Chesterfield Travel Inn](https://images.trvl-media.com/lodging/1000000/860000/855400/855370/5216e0c0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Anderson Chesterfield Travel Inn 15701 W Commerce Rd Daleville IN Fully refundableReserve now, pay when you stay CA $95 CA $106 total Feb 11 - Feb 12 includes taxes & fees 7.6/10 Good! (266 reviews) Clean room. Personable staff. No "amenities" like breakfast, but if only staying for less than 12 hours......great price. Reviewed on Feb 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=855370&PinnedHotelID=855370&HadPinnedHotel=true®ionId=553248634983540974) ![Wyndham Noblesville](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589460/ef3ab4db_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Noblesville 13500 Tegler Drive Noblesville IN Fully refundableReserve now, pay when you stay CA $115 CA $133 total Mar 11 - Mar 12 includes taxes & fees 9/10 Wonderful! (1,436 reviews) Nice big room. Front desk staff very friendly. Clean, close to great restaurants and excellent shopping area, Reasonable price. Reviewed on Feb 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=2589460&PinnedHotelID=2589460&HadPinnedHotel=true®ionId=553248634983540974) ![Embassy Suites by Hilton Noblesville Indianapolis Convention Center](https://images.trvl-media.com/lodging/21000000/20880000/20874800/20874752/a3029d29_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Noblesville Indianapolis Convention Center 13700 Conference Center Drive South Noblesville IN Fully refundableReserve now, pay when you stay CA $210 CA $242 total Feb 18 - Feb 19 includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) Nice stay Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=20874752&PinnedHotelID=20874752&HadPinnedHotel=true®ionId=553248634983540974) [See all 140 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F02%2F2026&endDate=12%2F02%2F2026®ionId=553248634983540974) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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