Somerset County Vacation Packages

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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.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,948, price is now CA $2,212 per person
CA $2,212
per person
Sep 22 - Sep 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (784 reviews)
Multiple times no front desk staff available, Internet service EXTREMELY poor, which is unacceptable given the price of the room. Also main restaurant closed and “free breakfast “ which was pre paid came from the bar. Room also looks much better on the website than in person. Not fully clean, hairs on bathroom floor from last person. On the plus side bar staff was very nice . Outdoor pool appeared clean.

Reviewed on Jul 4, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was CA $4,960, price is now CA $3,173 per person
CA $3,173
per person
Sep 22 - Sep 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
6.6/10 (9 reviews)
When I went to get a shower had no hot water .

Reviewed on Jul 5, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $4,863, price is now CA $3,522 per person
CA $3,522
per person
Sep 22 - Sep 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (739 reviews)
Clean rooms. I always come to this hotel.

Reviewed on Jul 5, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $2,922, price is now CA $2,216 per person
CA $2,216
per person
Sep 22 - Sep 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.6/10 Good! (592 reviews)
Clean room

Reviewed on Jul 5, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was CA $3,265, price is now CA $2,680 per person
CA $2,680
per person
Sep 22 - Sep 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (846 reviews)
Great location and hotel was very clean

Reviewed on Jul 2, 2026

Somerset County Hotel Deals

Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd Salisbury MD
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Aug 2 to Aug 3
CA $147
CA $164 total
Aug 2 - Aug 3
includes taxes & fees
6.4/10 (962 reviews)
"Clean and fix broken drawers, locks are super necessary"

Reviewed on Jul 5, 2026

Best Western Salisbury Plaza
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jul 12 to Jul 13
CA $169
CA $190 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Easy check in and very respectable"

Reviewed on Jul 4, 2026

Chincoteague Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is CA $432 per night from Aug 4 to Aug 5
CA $432
CA $485 total
Aug 4 - Aug 5
includes taxes & fees
9.8/10 Exceptional! (593 reviews)
"Beautiful family friendly place. Great pool. Great location."

Reviewed on Jul 5, 2026

Key West Cottages
See all 1,267 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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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 $2,212. 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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.