Somerset County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Francis Scott Key Family Resort

Francis Scott Key Family Resort

2.5 out of 5
West Ocean City
Price was CA $1,390, price is now CA $1,313 per person
CA $1,313
per person
Jul 10 - Jul 14
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (51 reviews)
This was my family's 1st time staying at this location. It was very clean, the staff was super friendly and there was plenty for my 4 year old grandson to do. He loved the indoor pool, miniature golf, arcade room, playground and even the movie theater. He selected the movie he wanted to see and we were the only ones in the theater. The staff even popped popcorn for us. I would definitely stay here again.

Reviewed on May 21, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,940, price is now CA $1,570 per person
CA $1,570
per person
Jul 10 - Jul 14
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (3,574 reviews)
I enjoyed my time very much. Clean and accommodating. Nice view and room was ready at 2!

Reviewed on May 21, 2026

Somerset County Hotel Deals

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 CA $111 per night from May 28 to May 29
CA $111
CA $124 total
May 28 - May 29
includes taxes & fees
6.6/10 (684 reviews)
"Wasn't no warm water there tubes were falling apart they over charged"

Reviewed on May 8, 2026

Econo Lodge Princess Anne
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is CA $226 per night from May 28 to May 29
CA $226
CA $331 total
May 28 - May 29
includes taxes & fees
9.6/10 Exceptional! (255 reviews)
"The Blu Fin Resort was a wonderful experience except we had a situation with the tvs and hvac units but the staff was on it and everything was back on point. The man that fixed the unit was a very cordial fella as was the one that sent him, he called back several times to make sure we were ok!!! ..."

Reviewed on May 21, 2026

Blufin Bungalows & Marina
Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North

3 out of 5
406 Punkin Ct Salisbury MD
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jun 7 to Jun 8
CA $129
CA $150 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Awesome stay for the price."

Reviewed on May 14, 2026

Wingate by Wyndham Salisbury MD Airport North
See all 1,243 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.
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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 $1,313. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.