Search Deals on
Historic Shopping & Dining District of Winchester Vacation Packages

Historic Shopping & Dining District of 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
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) 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. Popular attractions Henery B. Wilson Park and Copeland Farm Park are located nearby.
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), room service, and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gainbridge Fieldhouse and Lucas Oil Stadium are located nearby.
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) 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.
Holiday Inn Express Indianapolis-Fishers by IHG

Holiday Inn Express Indianapolis-Fishers by IHG

2.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Fishers. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast in our reviews. Popular attractions Fashion Mall at Keystone and Ritchey Woods Nature Preserve are located nearby.
Conrad Indianapolis

Conrad Indianapolis

5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 5-star luxury hotel in Indianapolis. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Gainbridge Fieldhouse and Lucas Oil Stadium are located nearby.
Baymont by Wyndham Plainfield/ Indianapolis Arpt Area

Baymont by Wyndham Plainfield/ Indianapolis Arpt Area

2.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Plainfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chateau Thomas Winery and Hummel Park are located nearby.
Marriott Indianapolis Downtown

Marriott Indianapolis Downtown

4 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy 2 bars/lounges, 2 coffee shops/cafes, 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.
La Quinta by Wyndham Indianapolis Airport Plainfield

La Quinta by Wyndham Indianapolis Airport Plainfield

2.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Plainfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chateau Thomas Winery and Hummel Park are located nearby.
Wingate by Wyndham Indianapolis Airport Plainfield

Wingate by Wyndham Indianapolis Airport Plainfield

2.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Book a stay at this business-friendly hotel in Plainfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chateau Thomas Winery and Hummel Park are located nearby.
JW Marriott Indianapolis

JW Marriott Indianapolis

4 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (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.
Fairfield Inn & Suites by Marriott Indianapolis Downtown

Fairfield Inn & Suites by Marriott Indianapolis Downtown

3 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 3-star hotel in Indianapolis. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lucas Oil Stadium and Gainbridge Fieldhouse are located nearby.
SpringHill Suites by Marriott Indianapolis Downtown

SpringHill Suites by Marriott Indianapolis Downtown

3 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Stay at this 3-star business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lucas Oil Stadium and Gainbridge Fieldhouse are located nearby.

3-4 Night Vacations in Historic Shopping & Dining District of Winchester

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Indianapolis-Fishers by IHG

Holiday Inn Express Indianapolis-Fishers by IHG

2.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
Downtown Indianapolis
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)
Conrad Indianapolis

Conrad Indianapolis

5 out of 5
Downtown Indianapolis
per person
May 29 - Jun 2
found 3 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Indianapolis (IND)

Historic Shopping & Dining District of Winchester Last Minute Hotel Deals

Randolph Inn and Suites
Randolph Inn and Suites
2.5 out of 5
890 E Washington, Winchester, IN
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions ...
Randolph Inn and Suites
Baymont by Wyndham Richmond I-70
Baymont by Wyndham Richmond I-70
2.5 out of 5
912 Mendleson Dr, Richmond, IN
Stay at this inn in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Baymont by Wyndham Richmond I-70
Baymont by Wyndham Greenville OH
Baymont by Wyndham Greenville OH
2.5 out of 5
851 Martin St, Greenville, OH
Stay at this hotel in Greenville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
Baymont by Wyndham Greenville OH
Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHG
2.5 out of 5
100 Holiday Dr, Portland, IN
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Portland by IHG
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention Center
3 out of 5
601 S High St, Muncie, IN
Stay at this 3-star business-friendly hotel in Muncie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard Muncie at Horizon Convention Center
Holiday Inn Express Hotel & Suites Greenville by IHG
Holiday Inn Express Hotel & Suites Greenville by IHG
2.5 out of 5
1195 Russ Rd, Greenville, OH
Book a stay at this business-friendly hotel in Greenville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions North Park and Treaty of Greenville ...
Holiday Inn Express Hotel & Suites Greenville by IHG
Quality Inn Greenville North
Quality Inn Greenville North
2.5 out of 5
1190 E Russ Rd, Greenville, OH
Stay at this hotel in Greenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. ...
Quality Inn Greenville North
Holiday Inn Express Hotel & Suites Muncie by IHG
Holiday Inn Express Hotel & Suites Muncie by IHG
2.5 out of 5
4201 W Bethel Ave, Muncie, IN
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Hotel & Suites Muncie by IHG
See all 142 properties in Historic Shopping & Dining District of Winchester
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.