Somerset County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Somerset County Vacation
Book a vacation package to Somerset County and make planning your adventure quick and easy. With the logistics organized before you depart, you can focus on enjoying every moment in this amazing destination. Get your trip to Somerset County off to a great start by experiencing its most renowned cities. Princess Anne is one you can't miss. When it's time to stop dreaming and start doing, Expedia will help turn your Somerset County vacation into a reality.
Top Somerset County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Somerset County Hotel Deals
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundable
CA $100
CA $111 total
Sep 20 - Sep 21
includes taxes & fees
6.6/10 (708 reviews)
"It was clean"
Reviewed on Aug 19, 2026
Historic home on Smith Island w/ dock!
Smith Island MD
CA $275
CA $448 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (52 reviews)
"The owner, Chris, was very helpful with what we needed to bring, which was so helpful. Would definitely recommend. House was clean and well stocked."
Reviewed on Aug 2, 2026
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
CA $137
CA $154 total
Sep 20 - Sep 21
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Very comfy and relaxing"
Reviewed on Aug 19, 2026
Lowest 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.
Frequently asked questions
How much does a Somerset County vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Somerset County from just CA $609. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Somerset County?
Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 airlines and 1,000,000 hotels across the globe, your Somerset County vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not throw in one or more awesome activities and tours? It's an easy way to unlock even more savings. Your dream getaway to Somerset County is closer than you thought!
What are the top hotels in Somerset County?
When it comes to hotels in Westover, Econo Lodge Princess Anne and Washington Inn And Tavern are two fantastic options. If you're also spending time in Princess Anne, Americas Best Value Inn Princess Anne and Rodeway Inn at Somers Cove Marina will make you feel at home.
How far in advance should I book my Somerset County vacation?
It all depends on the air carrier, but you can normally compare international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Somerset County travel package include?
That's up to you. You can pick from a range of Somerset County bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Somerset County vacation looks like, get set to save!
What should I know before booking a Somerset County travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and land fabulous discounts. You're not restricted to hotels, though. We have beach villas, chalets in the middle of mountains and just about everything in between!
Can I choose my airline with a Somerset County Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners all over the world, so you have options galore when putting together your Somerset County getaway.
If I'm not able to travel, can I cancel my Somerset County vacation package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Somerset County vacation package. It may be possible to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
Stay near popular Somerset County attractions
University of Maryland Eastern Shore
8.4/10 (90 reviews)
Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.
Smith Island
9.0/10 (21 reviews)
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area, or seek out the fishing spots.
Somers Cove Marina
8.8/10 (5 reviews)
Explore the waterfront in Crisfield with a trip to Somers Cove Marina. Discover the sunsets and seafood restaurants in this relaxing area.
Crisfield City Dock
Explore the waterfront in Crisfield with a trip to Crisfield City Dock. While in this relaxing area, you can enjoy the seafood restaurants.
Crab Island
Commune with nature and explore the great outdoors at Crab Island during your travels in Deal Island. Discover the sunsets in this relaxing area.
Mount Vernon Park
Mount Vernon Park is just one of the places to see in Mount Vernon, so why not enjoy the other things to explore during your travels?
Jersey Island
Commune with nature and explore the great outdoors at Jersey Island during your travels in Crisfield. While in this relaxing area, you can enjoy the seafood restaurants.
Wellington Beach and Park
Explore the great outdoors at Wellington Beach and Park, a lovely green space in Crisfield. While in this relaxing area, you can enjoy the seafood restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
