Search Deals onCumberland Vacation Packages
Cumberland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
LaVale Inn Cumberland Area
Price was $344, price is now $335 per person
$335
per person
Nov 5 - Nov 8
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) to Hagerstown (HGR)
Stay at this hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions La Vale Tollgate House and Country Club Mall are located nearby.
No comment !!!!!!!!!!!!!!!
Reviewed on Sep 26, 2026
Travelodge by Wyndham Brunswick near Frederick
Price was $581, price is now $515 per person
$515
per person
Nov 19 - Nov 22
found 2 hours ago
Roundtrip flight included
Huntsville (HSV) to Hagerstown (HGR)
Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harpers Ferry National Historical Park and Galyn Manor Green Park are located nearby.
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Price was $1,520, price is now $1,406 per person
$1,406
per person
Nov 3 - Nov 5
found 24 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Hagerstown (HGR)
Stay at this chalet in Mercersburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet Ski Lift are located nearby.
This space provided such a beautiful, serene experience. Could not have asked for anything more. They had everything we needed from fire starter to bottled water. There are so many delicate touches that made the space that much more comfortable. The bed was incredibly cozy, the heated floors were a dream and the outdoor space was perfect. Beyond grateful for this weekend full of relaxation and peace.
Reviewed on Sep 20, 2026
Red Roof Inn Hagerstown - Williamsport, MD
Price was $443, price is now $420 per person
$420
per person
Nov 19 - Nov 22
found 2 hours ago
Roundtrip flight included
Huntsville (HSV) to Hagerstown (HGR)
Stay at this hotel in Williamsport. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Byron Park and Williamsport Memorial Library are located nearby.
Nice location when wanting to ride on the C&O Towpath or looking for a place to sleep while doing PITTSBURGH 2 DC or vice verse.
Reviewed on Sep 30, 2026
Stoner's Mansion House
Price was $1,111, price is now $1,079 per person
$1,079
per person
Nov 21 - Nov 28
found 22 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.
I location was great, right on the main strip. However, the accommodations are very basic, similar to a hostile, not a hotel. Clean but bed was very uncomfortable. I’d only recommend if it were the last place in town and if the price were more like $50/night.
Reviewed on Sep 28, 2026
Holiday Inn Express & Suites Clear Spring by IHG
Price was $495, price is now $481 per person
$481
per person
Nov 19 - Nov 22
found 2 hours ago
Roundtrip flight included
Huntsville (HSV) 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.
Grace Mountain Cabin
Price was $1,720, price is now $1,679 per person
$1,679
per person
Nov 20 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Hagerstown (HGR)
Stay at this cottage in McHenry. Enjoy free parking, a marina, and in-room fireplaces. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Longview Lodge by Taylor Made Deep Creek
Price was $1,356, price is now $1,346 per person
$1,346
per person
Nov 20 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Hagerstown (HGR)
Stay at this vacation home in McHenry. Enjoy cable TV channels, in-room fireplaces, and air conditioning. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Cumberland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Oct 9 - Mon, Oct 12
SFB
Orlando Sanford Intl.
HGR
Hagerstown Regional
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
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