Somerset County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Somerset County

A driftwood log on a sandy beach with the ocean in the background.
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Crisfield

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

Princess Anne

Top hotels in Somerset County

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is 8.081.204 ₫ per night from 15 Jun to 16 Jun
8.081.204 ₫
9.075.192 ₫ total
15 Jun - 16 Jun
includes taxes & fees
9.8/10 Exceptional! (577 reviews)
"Brand new, clean and cute cottages. Not a bad location on the property. Wonderful pool and excellent staff/service!"

Reviewed on 11 Jun 2026

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is 5.558.995 ₫ per night from 17 Jun to 18 Jun
5.558.995 ₫
7.720.677 ₫ total
17 Jun - 18 Jun
includes taxes & fees
9.6/10 Exceptional! (266 reviews)
"The Blue fin Bungalow's was a great little get away! Spectacular views of the bay and sunsets were amazing. We couldn't get in our house until four but we're able to use their amenities until we checked in. The property managers were easy to reach when needed. The house was very clean. The only negative ..."

Reviewed on 11 Jun 2026

Blufin Bungalows & Marina
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is 4.429.824 ₫ per night from 17 Jun to 18 Jun
4.429.824 ₫
4.974.693 ₫ total
17 Jun - 18 Jun
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"It was a really nice place. It was clean, the beds were nice, parking was great, breakfast was very good. I enjoyed it and we met some really nice guests there. The pool and hot tub were clean and I did use them, but only to put my feet in because I had a sprained ankle, but it was still good. I ..."

Reviewed on 11 Jun 2026

Waterside Inn
See all 1,258 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.

Stay near popular Somerset County attractions

Smith Island

4.5/5 (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.
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