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Winchester Vacation Packages

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Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Greenfield I-70

Quality Inn & Suites Greenfield I-70

2.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.
Comfort Suites Southport

Comfort Suites Southport

2.5 out of 5
per person
Mar 14 - Mar 17
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Smock Golf Course and Greenwood Park Mall are located nearby.
The village

The village

4 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Stay at this 4-star business-friendly apartment in Indianapolis. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Lucas Oil Stadium and Gainbridge Fieldhouse are located nearby.
Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Stay at this 4.5-star luxury hotel in Indianapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lucas Oil Stadium and Gainbridge Fieldhouse are located nearby.
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hoosier Heights Indianapolis and Midwest Sports Complex are located nearby.
Grant Street Inn

Grant Street Inn

3.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Stay at this 3.5-star business-friendly B&B in Bloomington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Monroe County Courthouse and Wonderlab Science Museum are located nearby.
Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fashion Mall at Keystone and Fastimes Indoor Karting are located nearby.
Hotel Nashville

Hotel Nashville

2.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Stay at this hotel in Nashville. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brown County State Park and Brown County History Center are located nearby.

Winchester Vacation Packages 3-4 Night Stays

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

Comfort Suites Southport

2.5 out of 5
per person
Mar 14 - Mar 17
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
The village

The village

4 out of 5
Near Westside
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
per person
Mar 14 - Mar 17
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Indianapolis (IND)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Jan 8 - Tue, Jan 14
EWR
Newark Liberty Intl. Airport
IND
Indianapolis Intl.
$82 Roundtrip, found 3 days ago
$82
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Jan 8 from Newark Liberty Intl. Airport to Indianapolis Intl., returning Tue, Jan 14, priced at $82 found 3 days ago
Frontier Airlines
Thu, Jan 23 - Fri, Jan 24
PHX
Sky Harbor Intl.
IND
Indianapolis Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Sky Harbor Intl. to Indianapolis Intl., returning Fri, Jan 24, priced at $138 found 5 days ago
Spirit Airlines
Thu, Jan 30 - Thu, Feb 6
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$141 Roundtrip, found 5 hours ago
$141
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Jan 30 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Thu, Feb 6, priced at $141 found 5 hours ago
Spirit Airlines
Tue, Jan 7 - Thu, Jan 9
LAX
Los Angeles Intl.
IND
Indianapolis Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jan 7 from Los Angeles Intl. to Indianapolis Intl., returning Thu, Jan 9, priced at $169 found 2 days ago