Chesterfield Vacations from $202

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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, Anderson Roll Arena and Mounds State Park. 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!

The Latest Chesterfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Southport

Comfort Suites Southport

2.5 out of 5
Save 100% on your flight
Price was $283, price is now $202 per person
$202
per person
Mar 5 - Mar 8
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
8.2/10 Very Good! (945 reviews)
The fire alarm went off at 4am due to faulty wiring from one vacant room also u can’t charge your phone without a block it doesn’t have ANY USB plugs not even on the lamps so outdated. I had to use one of the front desk workers block just so I can have my phone charged for 8 hours of travel the next day. The room was clean and the customer service was exceptional

Reviewed on Jan 15, 2026

Wyndham Indianapolis Airport

Wyndham Indianapolis Airport

3.5 out of 5
Save 100% on your flight
Price was $407, price is now $264 per person
$264
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
8/10 Very Good! (1,442 reviews)
Upon arrival I was told the restaurant was open until 10pm but it was closed at 9PM. One of the ice machines on the first floor was out of order, the second machine spewed some sort of rubber or something mixed in with the ice. The room was nice but some of wash cloths from the last occupant hung were hanging over the shower curtain.

Reviewed on Jan 21, 2026

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $644, price is now $442 per person
$442
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
9.8/10 Exceptional! (1,664 reviews)
Gorgeous room. Stellar staff. Terrific location.

Reviewed on Jan 31, 2026

Comfort Inn Indianapolis East

Comfort Inn Indianapolis East

2.5 out of 5
Save 100% on your flight
Price was $387, price is now $279 per person
$279
per person
Mar 15 - Mar 19
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
8.2/10 Very Good! (732 reviews)
The room was clean and recently updated. The staff was friendly.

Reviewed on Jan 12, 2026

Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG

2.5 out of 5
Save 100% on your flight
Price was $338, price is now $250 per person
$250
per person
Mar 5 - Mar 8
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
8.8/10 Excellent! (1,001 reviews)
Clean and welcoming environment with friendly employees. My only complaint is the thin walls and noisy people in the room beside us.

Reviewed on Feb 1, 2026

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Discover the most popular places to visit in Chesterfield

Etowah Indian Mounds State Park, GA

Mounds State Park

You can take time to visit Mounds State Park during your travels to Anderson. While in this family-friendly area, you can savor the top-notch restaurants.

Mounds State Park

Hoosier Park

Why not try your luck with a visit to Hoosier Park during your travels in Anderson? While in this family-friendly area, you can savor the top-notch restaurants.

Hoosier Park

Anderson Speedway

You can take time to visit Anderson Speedway during your travels to Anderson. While in this relaxing area, you can savor the top-notch restaurants.

Anderson Speedway

Chesterfield Hotel Deals

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
$70 nightly
The price is $78 total per night from Feb 2 to Feb 3
$78 total
Feb 2 - Feb 3
Total with taxes and 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

Anderson Chesterfield Travel Inn
Wyndham Noblesville

Wyndham Noblesville

3 out of 5
13500 Tegler Drive Noblesville IN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Feb 4 to Feb 5
$102 total
Feb 4 - Feb 5
Total with taxes and fees
9/10 Wonderful! (1,434 reviews)
Room was great! Very clean and comfortable. Staff was awesome especially at the bar!

Reviewed on Jan 29, 2026

Wyndham Noblesville
Embassy Suites by Hilton Noblesville Indianapolis Convention Center

Embassy Suites by Hilton Noblesville Indianapolis Convention Center

3.5 out of 5
13700 Conference Center Drive South Noblesville IN
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $169 total per night from Feb 14 to Feb 15
$169 total
Feb 14 - Feb 15
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Yes

Reviewed on Jan 18, 2026

Embassy Suites by Hilton Noblesville Indianapolis Convention Center
See all 140 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.

Find the Best Chesterfield Vacation Packages

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Top Sights
Mounds State Park, Anderson Roll Arena and Hoosier Park

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Frequently asked questions

How much does a Chesterfield vacation package cost?
Offering excellent value package deals from $202 on Expedia, you'll be pleasantly surprised at how much a vacation to Chesterfield costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chesterfield?
You're likely to find reduced prices and greater availability in December, January and February. Take a look at our cheap Chesterfield vacation packages and you could score some great off-season discounts.
How many days is enough for Chesterfield?
With a well-organized schedule, you can easily visit the top Chesterfield sights in a few days. But if you want to venture off the beaten track or go on day tours, consider booking your Chesterfield vacation for longer.
How to find the best Chesterfield package deals?
Start your search for a Chesterfield package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Chesterfield package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chesterfield escape underway.
Is it cheaper to book a Chesterfield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Chesterfield vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chesterfield?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Chesterfield break.
Does Expedia offer Book Now, Pay Later Chesterfield vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chesterfield break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.