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Shippensburg Vacation Packages

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Shippensburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG

2.5 out of 5
Price was $451, price is now $445 per person
$445
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hagerstown (HGR)
Book a stay at this business-friendly hotel in Clear Spring. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clear Spring Park and Hagerstown Speedway are located nearby.

James Buchanan Hotel, Trademark Collection By Wyndham

James Buchanan Hotel, Trademark Collection By Wyndham

3 out of 5
Price was $874, price is now $824 per person
$824
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hagerstown (HGR)
Stay at this hotel in Mercersburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Long Acres Alpaca Farm and Buchanan's Birthplace State Park are located nearby.
Service was outstanding! This is a real gem of a hotel. Thank you to Andrew, who never sleeps.

Reviewed on Aug 31, 2026

Stoner's Mansion House

Stoner's Mansion House

2 out of 5
Price was $844, price is now $815 per person
$815
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hagerstown (HGR)
Stay at this hotel in Mercersburg. Enjoy free WiFi, housekeeping, and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions Long Acres Alpaca Farm and Buchanan's Birthplace State Park are located nearby.
Easy booking, clean big room with historic charm. Bar tender in the tavern was awesome. Food across the street at Stoners was excellent.

Reviewed on Aug 20, 2026

Winter Green Lodge

Winter Green Lodge

3 out of 5
Price was $663, price is now $655 per person
$655
per person
Oct 30 - Nov 1
found 20 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Hagerstown (HGR)
Stay at this cottage in McHenry. Enjoy free parking, a marina, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.

LakeFront Lodge

LakeFront Lodge

2 out of 5
Price was $1,207, price is now $975 per person
$975
per person
Dec 7 - Dec 10
found 5 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Hagerstown (HGR)
Stay at this hotel in McHenry. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
We had a very nice stay at Lake Front Lodge. The room was clean and comfortable. We had a nice afternoon in the backyard watching the ducks and playing toss game.

Reviewed on Sep 21, 2026

Just Like Home by Taylor Made Deep Creek

4.5 out of 5
Price was $1,293, price is now $1,149 per person
$1,149
per person
Dec 7 - Dec 10
found 5 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Hagerstown (HGR)
Book a stay at this luxury vacation home in McHenry. Enjoy a marina, private hot tubs, and a picnic area. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.

Chasing Dreams by Taylor Made Deep Creek

Chasing Dreams by Taylor Made Deep Creek

3.5 out of 5
Price was $1,311, price is now $1,168 per person
$1,168
per person
Dec 7 - Dec 10
found 5 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Hagerstown (HGR)
Stay at this cabin in Swanton. Enjoy free parking, furnished balconies or patios, and in-room fireplaces. Popular attractions Deep Creek Lake and Deep Creek Lake State Park are located nearby.

Shippensburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG

2.5 out of 5
Price was $451, price is now $445 per person
$445
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hagerstown (HGR)
James Buchanan Hotel, Trademark Collection By Wyndham

James Buchanan Hotel, Trademark Collection By Wyndham

3 out of 5
Price was $874, price is now $824 per person
$824
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hagerstown (HGR)
Stoner's Mansion House

Stoner's Mansion House

2 out of 5
Price was $844, price is now $815 per person
$815
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hagerstown (HGR)
LakeFront Lodge

LakeFront Lodge

2 out of 5
Price was $1,207, price is now $975 per person
$975
per person
Dec 7 - Dec 10
found 5 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Hagerstown (HGR)

Top Flight Deals

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

Allegiant Air
Thu, Oct 1 - Sun, Oct 4
SFB
Orlando Sanford Intl.
MDT
Harrisburg Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Oct 1 from Orlando Sanford Intl. to Harrisburg Intl., returning Sun, Oct 4, priced at $211 found 2 days ago
American Airlines
Tue, Nov 17 - Sun, Nov 22
MCO
Orlando Intl.
MDT
Harrisburg Intl.
$344 Roundtrip, found 19 hours ago
$344
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Nov 17 from Orlando Intl. to Harrisburg Intl., returning Sun, Nov 22, priced at $344 found 19 hours ago
Delta
Wed, Oct 7 - Sat, Oct 17
SRQ
Sarasota-Bradenton Intl.
MDT
Harrisburg Intl.
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 7 from Sarasota-Bradenton Intl. to Harrisburg Intl., returning Sat, Oct 17, priced at $379 found 3 days ago
Delta
Tue, Oct 20 - Wed, Oct 28
DAL
Love Field
MDT
Harrisburg Intl.
$588 Roundtrip, found 3 hours ago
$588
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Oct 20 from Love Field to Harrisburg Intl., returning Wed, Oct 28, priced at $588 found 3 hours ago