Chesterfield Holidays from £248

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Your Chesterfield Holiday

With all the details organised before you take off, our Chesterfield holiday packages mean you can simply focus on having a great time. Whether you stay in the neighbourhood 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, Anderson Roll Arena and Mounds State Park. Expedia is here to help you escape your daily routine. Tailor your holiday to Chesterfield to suit your style of travel, whatever that may be!

Top Chesterfield Flight + Hotel Deals

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

Wyndham Noblesville

3 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
New York (NYC) to Indianapolis (IND)
9/10 Wonderful! (1,196 reviews)
New, clean, great location

Reviewed on 29 Jul 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
per person
2 Oct - 5 Oct
found 1 day ago
Return flight included
New York (JFK) to Indianapolis (IND)
9.8/10 Exceptional! (1,509 reviews)
Every employee had a smile and greeted us the entire stay. Staff was excellent and attentive

Reviewed on 30 Jul 2025

La Quinta Inn & Suites by Wyndham Indianapolis Downtown

La Quinta Inn & Suites by Wyndham Indianapolis Downtown

3 out of 5
Downtown Indianapolis
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
New York (JFK) to Indianapolis (IND)
6.6/10 (1,007 reviews)
Went above and beyond. Flight arrived early, they offered to hold my bag while I'll explored downtown Indianapolis

Reviewed on 28 Jul 2025

Baymont by Wyndham Indianapolis South

Baymont by Wyndham Indianapolis South

2.5 out of 5
per person
2 Oct - 5 Oct
found 1 day ago
Return flight included
New York (JFK) to Indianapolis (IND)
7.4/10 Good! (357 reviews)
This hotel was busy with a couple of larger group staying, but everything went very smooth.

Reviewed on 30 Jul 2025

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
New York (JFK) to Indianapolis (IND)
9.8/10 Exceptional! (1,499 reviews)
We had a great stay at the Ironworks hotel! The staff was very responsive to our requests and I loved the convenience of being able to text with the front desk. We enjoyed the breakfast spot Rize on the 1st floor where we ate each morning. Our only negatives would be that the pillows were not the most comfortable and our room did get a bit warm the first two nights. Overall - a great stay.

Reviewed on 30 Jul 2025

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Mounds State Park, Anderson Roll Arena and Hoosier Park

Top hotels in Chesterfield

Anderson Chesterfield Travel Inn

Anderson Chesterfield Travel Inn

2 out of 5
15701 W Commerce Rd, Daleville, IN
Fully refundableReserve now, pay when you stay
The price is £60 per night from 3 Aug to 4 Aug
£60
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (248 reviews)
"Excellent staff"

Reviewed on 19 Jul 2025

Anderson Chesterfield Travel Inn
Wyndham Noblesville

Wyndham Noblesville

3 out of 5
13500 Tegler Drive, Noblesville, IN
Fully refundableReserve now, pay when you stay
The price is £90 per night from 4 Aug to 5 Aug
£90
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,226 reviews)
Great hotel for an event at Ruoff
"The staff was friendly and check in was quick. Our room was perfect. Clean and spacious. The entire hotel is well kept and clean. Only negative was breakfast. They were out of a lot of stuff and wasn't restocking even though it was only 8:30."

Reviewed on 27 Jul 2025

Wyndham Noblesville
Holiday Inn Express & Suites Indianapolis NE - Noblesville by IHG

Holiday Inn Express & Suites Indianapolis NE - Noblesville by IHG

2.5 out of 5
13625 Tegler Drive, Noblesville, IN
Fully refundable
The price is £105 per night from 31 Aug to 1 Sept
£105
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"Friendly front desk staff and very clean hotel overall."

Reviewed on 29 Jul 2025

Holiday Inn Express & Suites Indianapolis NE - Noblesville by IHG
See all 124 properties in Chesterfield
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chesterfield travel package cost?
Less than you might think — from just £248, in fact! By combining flights, hotels and car rentals into a customized travel package, your Chesterfield escape is only clicks away.
If I'm not able to travel, can I cancel my Chesterfield travel package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Chesterfield travel package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans suddenly change, look up our Customer Service Portal for further information.
How do I get a cheap travel package to Chesterfield?
You'll save a ton of money if you bundle your flights, hotels and car rentals into a Chesterfield holiday package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 hotels throughout the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Chesterfield holidays?
Expedia has teamed up with online lender Klarna to make booking your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Chesterfield?
There's so much to do in Chesterfield, so spend your nights near its attractions and allow yourself more time sightseeing. Mounds State Park is one place to add to your itinerary.
What are the top hotels in Chesterfield?
Holiday Inn Express Hotel & Suites ANDERSON NORTH, an IHG Hotel and Quality Inn & Suites Anderson I-69 are a couple of the most well-known hotels in Chesterfield. Why not look up the facilities and rates at each and then make a decision?
How far in advance should I book my Chesterfield holiday?
Travellers are usually able to browse international airfares on Expedia up to a year in advance of departure. Booking at the last minute? With a bit of luck, it's still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Chesterfield travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your ideal Chesterfield holiday. You can also add on some activities and tours once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Chesterfield travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up fantastic discounts. Hotels aren't your only option, though. Book with us and take your pick of beachside villas, rural cottages and even treehouses and ranches!
Can I choose my airline with a Chesterfield Expedia travel package?
Yes, you sure can. We have more than 550 airline partners across the globe, so pick the carrier that best fits your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.