Western Maryland Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Western Maryland vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Capitol Hill Hotel
Capitol Hill
9/10 Wonderful! (1,454 reviews)
Dec 4 - Dec 7
3 night stay
San Juan (SJU) to Baltimore (BWI)
Frontier Airlines • Roundtrip • Coach
Price was $553, price is now $413 per person
$413
per person
found 1 day ago
Friendly staff, extremely clean, and the continental breakfast is unbelievable! Will stay here again. Thank you CHH!
Reviewed on Oct 31, 2026
3.5-star property
Hilton Club The District Washington D.C.
Downtown Washington D.C.
9.4/10 Exceptional! (672 reviews)
Dec 23 - Dec 28
5 night stay
San Juan (SJU) to Baltimore (BWI)
Frontier Airlines • Roundtrip • Coach
Price was $1,021, price is now $760 per person
$760
per person
found 1 day ago
Shared space with Embassy Suites. Lovely apartment type room and bedroom.
Reviewed on Oct 30, 2026
3.5-star property
Club Wyndham National Harbor
8.4/10 Very Good! (504 reviews)
Dec 14 - Dec 19
5 night stay
San Juan (SJU) to Baltimore (BWI)
Frontier Airlines • Roundtrip • Coach
Price was $1,152, price is now $892 per person
$892
per person
found 17 hours ago
Everything about this hotel was great.
Reviewed on Oct 23, 2026
Top rated hotels for your Western Maryland vacation package
Rocky Gap Casino & Resort
16701 Lakeview Road NE Cumberland MD
Free Cancellation
Reserve now, pay when you stay
29.29 mi from city center
$136 nightly
The price is $155 total per night
$155 total
Nov 25 - Nov 26
Total with taxes and fees
Guests of Rocky Gap Casino & Resort enjoy a casino, an indoor pool, and a gym. Free parking is included with your stay. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Other amenities at this spa hotel include a hot tub, conference space, and a seasonal outdoor pool.
Pool
Hot Tub
Ramada by Wyndham Cumberland Downtown
100 South George Street Cumberland MD
Free Cancellation
Reserve now, pay when you stay
33.51 mi from city center
$71 nightly
The price is $81 total per night
$81 total
Nov 3 - Nov 4
Total with taxes and fees
Guests of Ramada by Wyndham Cumberland Downtown enjoy a gym, free WiFi in public areas, and a 24-hour business center. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, laundry facilities, and an ATM.
Breakfast included
Parking included
Country Inn & Suites by Radisson, Hagerstown, MD
17612 Valley Mall Rd Hagerstown MD
Free Cancellation
20.75 mi from city center
$82 nightly
The price is $92 total per night
$92 total
Nov 29 - Nov 30
Total with taxes and fees
Guests of Country Inn & Suites by Radisson, Hagerstown, MD have access to an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Western Maryland
View all propertiesLowest 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.
Things to do
Baltimore's Historical Sightseeing Tour
$48
per adult
98% of travellers recommend
Discover Baltimore: Fells Point Culinary Food Tour
$109
per adult
100% of travellers recommend
Baltimore Ravens Football Game at M&T Bank Stadium
$181
per adult
Explore More Ways to Travel with Travelocity
- Boutique Hotels in Virginias
- Golf Resorts & in Virginias
- Historic Hotels in Virginias
- Hotels with Balconies in Virginias
- Hotels with Childcare in Virginias
- Spa Resorts & in Virginias
- Winery Hotels in Virginias
- Virginias Hotels
- Houseboats in Virginias
- Hotels near Delaware River
- Casino Resorts & in Eastern Panhandle
- Business Hotels in Eastern Panhandle
- Luxury Hotels in Eastern Panhandle
- B&B in Assateague Island National Seashore
- Cabin Rentals in Assateague Island National Seashore
- Cottages in Assateague Island National Seashore
- Assateague Island National Seashore Hotels
- Hotels near Susquehanna River
- B&B in Mid-Atlantic
- Cabin Rentals in Mid-Atlantic
- Cottages in Mid-Atlantic
- Country Houses in Mid-Atlantic
- All Inclusive Resorts & in Mid-Atlantic
- Beach Resorts & in Mid-Atlantic
- Boutique Hotels in Mid-Atlantic
- Casino Resorts & in Mid-Atlantic
- Kid Friendly Hotels in Mid-Atlantic
- Gay Friendly Hotels in Mid-Atlantic
- Golf Resorts & in Mid-Atlantic
- Historic Hotels in Mid-Atlantic
- Hotels with Pool in Mid-Atlantic
- Hotels with a Lazy River in Mid-Atlantic
- Hotels with Hot Tubs in Mid-Atlantic
- Hotels with an Indoor Pool in Mid-Atlantic
- Hotels with Waterslides in Mid-Atlantic
- Luxury Hotels in Mid-Atlantic
- Oceanfront Hotels in Mid-Atlantic
- Pet Friendly Hotels in Mid-Atlantic
- Romantic Getaways & Hotels in Mid-Atlantic
- Ski Resorts & in Mid-Atlantic
- Spa Resorts & in Mid-Atlantic
- Waterpark Hotels & Resorts in Mid-Atlantic
- Winery Hotels in Mid-Atlantic
- Mid-Atlantic Hotels
- Lodges in Mid-Atlantic
- Motels in Mid-Atlantic
- Vacation Homes in Mid-Atlantic
- Resorts in Mid-Atlantic
- Villas in Mid-Atlantic
- Hotels near Youghiogheny River
- Assateague Island Hotels
- B&B in Chesapeake Bay
- Cabin Rentals in Chesapeake Bay
- Condo Rentals in Chesapeake Bay
- Guest Houses in Chesapeake Bay
- Hostels in Chesapeake Bay
- All Inclusive Resorts & in Chesapeake Bay
- Beach Resorts & in Chesapeake Bay
- Casino Resorts & in Chesapeake Bay
- Kid Friendly Hotels in Chesapeake Bay
- Gay Friendly Hotels in Chesapeake Bay
- Hotels with a Lazy River in Chesapeake Bay
- Hotels with Balconies in Chesapeake Bay
- Hotels with Waterslides in Chesapeake Bay
- Oceanfront Hotels in Chesapeake Bay
- Pet Friendly Hotels in Chesapeake Bay
- Spa Resorts & in Chesapeake Bay
- Chesapeake Bay Hotels
- Houseboats in Chesapeake Bay
- Motels in Chesapeake Bay
- Resorts in Chesapeake Bay
- Villas in Chesapeake Bay
- Flights from Amsterdam to Eastern Panhandle
- Flights from Miami to Eastern Panhandle
- Flights from Vienna to Eastern Panhandle
- Flights to Assateague Island National Seashore
- Flights from Norfolk - Virginia Beach to Assateague Island National Seashore
- Flights from Houston to Mid-Atlantic
- Flights from Mid-Atlantic
- Flights from Baltimore to Assateague Island
- Flights from Columbus to Assateague Island
- Flights from Nashville to Assateague Island
- Flights to Chesapeake Bay
- Flights from Dallas to Chesapeake Bay
- Flights from Houston to Chesapeake Bay
- Flights from San Francisco to Chesapeake Bay
- Flights from Jacksonville to Chesapeake Bay
