Chesterfield Vacation Packages
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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!
Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Omni Severin Hotel
Downtown Indianapolis
Price was CA $1,388, price is now CA $1,218 per person
CA $1,218
per person
Jul 7 - Jul 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
9.2/10 Wonderful! (1,042 reviews)
Staff were ok at check in but didn’t tell us about the pool etc
Reviewed on Jun 3, 2026
The Alexander, Autograph Collection
Downtown Indianapolis
Price was CA $1,451, price is now CA $1,248 per person
CA $1,248
per person
Jul 7 - Jul 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
8.8/10 Excellent! (1,002 reviews)
Right in the perfect location to quickly go eat or shop. Room was immaculate. Beautifully decorated. Even had a hand held steamer for your wrinkled clothes. We will 100% stay at this wonderful hotel again!
Reviewed on May 29, 2026
Hotel Indy, Indianapolis, a Tribute Portfolio Hotel
Downtown Indianapolis
Price was CA $1,447, price is now CA $1,281 per person
CA $1,281
per person
Jul 7 - Jul 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
9.2/10 Wonderful! (388 reviews)
Front desk very helpful. Convenient location. Very nice stay.
Reviewed on Jun 2, 2026
Le Méridien Indianapolis
Downtown Indianapolis
Price was CA $1,441, price is now CA $1,315 per person
CA $1,315
per person
Jul 7 - Jul 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
9.2/10 Wonderful! (1,002 reviews)
Clean room , excellent staff
Reviewed on May 28, 2026
Chesterfield Hotel Deals
Anderson Chesterfield Travel Inn
15701 W Commerce Rd Daleville IN
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jun 9 to Jun 10
CA $97
CA $109 total
Jun 9 - Jun 10
includes taxes & fees
7.8/10 Good! (271 reviews)
"Great staff, reasonably priced, nice stay. Happy to have stayed there."
Reviewed on May 26, 2026
Wyndham Noblesville
13500 Tegler Drive Noblesville IN
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 6 to Jul 7
CA $162
CA $186 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,482 reviews)
"Good"
Reviewed on Jun 4, 2026
Embassy Suites by Hilton Noblesville Indianapolis Convention Center
13700 Conference Center Drive South Noblesville IN
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Jun 11 to Jun 12
CA $247
CA $284 total
Jun 11 - Jun 12
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Great"
Reviewed on May 30, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
