Windsor Hall Flight + Hotel Packages

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

Red Roof Inn Hagerstown - Williamsport, MD

$377

per person

Dec 23 - Dec 28

found 5 hours ago

Roundtrip flight included

Houston (IAH) 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.

Liberty Mountain Resort

$699

per person

Dec 30 - Jan 3

found 2 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Hagerstown (HGR)

Book a stay at this ski resort in Fairfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Terrain Park J-Bar and Liberty Mountain Ski Resort are located nearby.

Mansion House 1757

$721

per person

Dec 30 - Jan 3

found 2 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Hagerstown (HGR)

Stay at this 3-star golf B&B in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mountain View Golf Club and First Class Ski Lift are located nearby.

Best Western Braddock Inn

$389

per person

Dec 23 - Dec 28

found 5 hours ago

Roundtrip flight included

Houston (IAH) to Hagerstown (HGR)

Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions La Vale Tollgate House and Country Club Mall are located nearby.

Super 8 by Wyndham Hancock MD

$383

per person

Dec 23 - Dec 28

found 5 hours ago

Roundtrip flight included

Houston (IAH) to Hagerstown (HGR)

Book a stay at this business-friendly motel in Hancock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkeley Springs Antique Mall and Ice House are located nearby.

Lakeside Dreamin'

$2,923

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in McHenry. Enjoy free parking, a pool table, and cable TV channels. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.

Inspiration Point

$3,280

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in Swanton. Enjoy free parking, a pool table, and cable TV channels. Popular attractions Deep Creek Lake and Deep Creek Lake State Park are located nearby.

Moonrise Retreat

$2,670

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in Swanton. Enjoy free parking, an outdoor pool, and a pool table. Popular attractions Deep Creek Lake and Deep Creek Lake State Park are located nearby.

Swan's Nest

$2,498

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in Swanton. Enjoy free parking, cable TV channels, and air conditioning. Popular attractions Deep Creek Lake and Deep Creek Lake State Park are located nearby.

Glen Clova

$2,502

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in Swanton. Enjoy free parking, balconies, and cable TV channels. Popular attractions Deep Creek Lake and Deep Creek Lake State Park are located nearby.

Donnas Choice

$2,412

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in McHenry. Enjoy free parking, balconies, and cable TV channels. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.

High-skis' Villa

$2,450

per person

Dec 31 - Jan 4

found 11 hours ago

Roundtrip flight included

New York (JFK) to Hagerstown (HGR)

Stay at this 3.5-star vacation home in McHenry. Enjoy free parking, a pool table, and balconies. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.