Somerset County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Somerset County

Sunset over a Chesapeake Bay shoreline.; Kent Island, Maryland.
FlightsFlightsHotelsHotels

Crisfield

Crisfield
Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset
FlightsFlightsHotelsHotels

Princess Anne

Princess Anne

Top hotels in Somerset County

Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
Fully refundableReserve now, pay when you stay
The price is 2.133.682 ₫ per night from 4 Jun to 5 Jun
2.133.682 ₫
2.368.387 ₫ total
4 Jun - 5 Jun
includes taxes & fees
6.6/10 (685 reviews)
"Wasn't no warm water there tubes were falling apart they over charged"

Reviewed on 8 May 2026

Econo Lodge Princess Anne
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is 7.039.384 ₫ per night from 4 Jun to 5 Jun
7.039.384 ₫
9.384.502 ₫ total
4 Jun - 5 Jun
includes taxes & fees
9.6/10 Exceptional! (258 reviews)
"Sitting on the deck of a bungalow was so amazing! We were watching the sea turtles swim by us right by our bungalow! The unit was very clean when we arrived. I can't say nothing bad about the place. We definitely want to return! Nicely stocked kitchenette! Extra blanket towls wash cloths. The only ..."

Reviewed on 26 May 2026

Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is 8.087.652 ₫ per night from 18 Jun to 19 Jun
8.087.652 ₫
9.082.434 ₫ total
18 Jun - 19 Jun
includes taxes & fees
9.8/10 Exceptional! (567 reviews)
"The cottage was adorable and very clean,the pool was beautiful unfortunately it rained most of the weekend so we couldn't take full advantage of it but we still enjoyed our stay.Everyone was very nice.We will definitely be coming back."

Reviewed on 26 May 2026

Key West Cottages
See all 1,262 properties in Somerset County
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 holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Somerset County from just . 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 1null000null000 hotels across the globe, your Somerset County holiday 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 holiday?
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 travellers 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 holiday 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 holiday 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 holiday 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 holiday 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.

Explore a world of travel with Expedia