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Hillsboro Vacation Packages

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Hillsboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Lewisburg

Quality Inn Lewisburg

2.5 out of 5
Price was $604, price is now $604 per person
$604
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Stay at this hotel in Lewisburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lewisburg Elks Country Club and Greenbrier County Courthouse are located nearby.
This was a very nice drive-up location for the price point.

Reviewed on Aug 10, 2026

Thomas Rose Inn

Thomas Rose Inn

4 out of 5
Price was $846, price is now $789 per person
$789
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Stay at this guesthouse in Lewisburg. Enjoy free WiFi, free parking, and Netflix. Popular attractions Lewisburg Historic District and Greenbrier Valley Theatre are located nearby.
No breakfast

Reviewed on Jul 24, 2026

Washington Street Quarters

Washington Street Quarters

3 out of 5
Price was $796, price is now $750 per person
$750
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Stay at this apartment in Lewisburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Greenbrier Valley Theatre and Lewisburg Historic District are located nearby.
This was our elopement and this room was really cool with a wrap around bookshelf, minimal decoration and no full kitchen… and follow directions they give when booking to get in the parking lot behind

Reviewed on Aug 5, 2026

Dawson Inn

Dawson Inn

2 out of 5
Price was $697, price is now $667 per person
$667
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Lewisburg (LWB)
Stay at this hotel in Meadow Bridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.
Affordable place to stay along this fairly rural route!

Reviewed on Aug 11, 2026

Moore House Inn & Cabins

Moore House Inn & Cabins

2 out of 5
Price was $641, price is now $624 per person
$624
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Stay at this guesthouse in Marlinton. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Pocahontas Times Print Shop and Pocahontas County Historical Society Museum are located nearby.
If it's rustic and tranquil your seeking, this is your spot. Enjoy the stillness. :)

Reviewed on Aug 2, 2026

Holiday Inn Express Hotel & Suites Lewisburg by IHG

Holiday Inn Express Hotel & Suites Lewisburg by IHG

2.5 out of 5
Price was $698, price is now $689 per person
$689
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Book a stay at this business-friendly hotel in Lewisburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Greenbrier County Courthouse and Lewisburg Elks Country Club are located nearby.
Clean hotel. Friendly staff. Great breakfast.

Reviewed on Aug 10, 2026

Hampton Inn Lewisburg

Hampton Inn Lewisburg

2.5 out of 5
Price was $724, price is now $717 per person
$717
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Book a stay at this business-friendly hotel in Lewisburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lewisburg Elks Country Club and Lost World Caverns are located nearby.
Very friendly staff

Reviewed on Aug 10, 2026

Home2 Suites by Hilton Lewisburg

Home2 Suites by Hilton Lewisburg

3 out of 5
Price was $687, price is now $681 per person
$681
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Stay at this hotel in Lewisburg. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lewisburg Elks Country Club and Greenbrier County Courthouse are located nearby.

Hillsboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Moore House Inn & Cabins

Moore House Inn & Cabins

2 out of 5
Price was $641, price is now $624 per person
$624
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Thomas Rose Inn

Thomas Rose Inn

4 out of 5
Price was $846, price is now $789 per person
$789
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Washington Street Quarters

Washington Street Quarters

3 out of 5
Price was $796, price is now $750 per person
$750
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lewisburg (LWB)
Dawson Inn

Dawson Inn

2 out of 5
Price was $648, price is now $625 per person
$625
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Lewisburg (LWB)

Hillsboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Dawson Inn

Dawson Inn

2 out of 5
Price was $697, price is now $667 per person
$667
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Lewisburg (LWB)