Caroline County Vacation Packages

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Your Caroline County Vacation

Book a vacation package to Caroline County and make travel planning easy. With all the details organized before you depart, you can focus on enjoying every second in this interesting destination. Wondering where to go during your trip to Caroline County? Denton is a leading city you can't miss. Expedia has hotels, flights, car rentals and more to help you curate your dream Caroline County vacation today.

Top Caroline County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Price was CA $1,654, price is now CA $1,132 per person
CA $1,132
per person
Jun 29 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (95 reviews)
Wonderful property. Definitely a hidden gem. Will definitely stay here again on our next trip

Reviewed on May 18, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $3,239, price is now CA $2,149 per person
CA $2,149
per person
Jun 29 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
9.6/10 Exceptional! (757 reviews)
We loved loved loved the property, the staff, especially Stacey, who prepared our breakfast, The amenities were amazing. The bed and shower were extra cozy. It was super quiet. We felt relaxed, cared for, and the location was awesome for traveling to either Rehoboth or Ocean City. We will be definitely booking again. Thank you for an enjoyable and relaxing vacation!

Reviewed on May 22, 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $2,278, price is now CA $1,554 per person
CA $1,554
per person
Jul 31 - Aug 3
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (205 reviews)
Everyone was so helpful and friendly. Place was clean and in the perfect location, the rooms are decorated very nicely. We loved our stay.

Reviewed on May 24, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was CA $3,694, price is now CA $2,580 per person
CA $2,580
per person
Jun 29 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
8.4/10 Very Good! (39 reviews)
I loved the dock and the gorgeous sunsets .

Reviewed on Sep 7, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $2,566, price is now CA $1,873 per person
CA $1,873
per person
Jun 29 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
9/10 Wonderful! (3,574 reviews)
The bad-We stayed in a room with a jetted tub, tub was so loud you couldn’t hear anything other then the jets. The room had two lights, one in the bathroom and a small lamp. If the curtains to the balcony are closed you can not see in the room. The air condition in our room didn’t work, luckily it was not needed this weekend. The good- Hotel walks right out to the boardwalk with beach access. Lots of options for food choices.

Reviewed on May 24, 2026

Caroline County Hotel Deals

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jun 22 to Jun 23
CA $99
CA $136 total
Jun 22 - Jun 23
includes taxes & fees
8.8/10 Excellent! (3,574 reviews)
"It was a very chill stay. My son and husband were really excited about playing craps while at the casino. But, the crab’s table never opened up. So, that was a little disappointing. But other than that, it was a nice stay."

Reviewed on May 23, 2026

Bally's Dover Casino Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is CA $336 per night from May 27 to May 28
CA $336
CA $447 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Wonderful stay for a long weekend"

Reviewed on May 22, 2026

Hyatt Regency Chesapeake Bay
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Jun 2 to Jun 3
CA $102
CA $112 total
Jun 2 - Jun 3
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"The room was very clean. The bathroom was very clean. I wish there was a grip mat for the shower."

Reviewed on May 24, 2026

Microtel Inn & Suites by Wyndham Dover
See all 705 properties in Caroline 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
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Frequently asked questions

How much does a Caroline County vacation package cost?
The most affordable Caroline County package is CA $1,132, so your dream getaway can become a reality — without the high price tag. Combine flights, hotels and car rentals to custom build a package suited to your traveling style.
How do I get a cheap travel package to Caroline County?
Creating your own Caroline County vacation package with Expedia is an easy way to save. We have more than 550 partner airlines and 1,000,000 properties around the world. With such a fabulous range to select from, you'll have no difficulty putting together your perfect adventure.
What are the top hotels in Caroline County?
Best Western Denton Inn and Turnbridge Manor know how to make their guests feel at home in Denton. If you also plan to get to Preston, have a look at Turnbridge Manor and Private Townhouse For The Entire Family Easy Commute To The Bay And Beaches. Both are very popular with travelers.
How far in advance should I book my Caroline County vacation?
You'll be rewarded with the biggest variety and the lowest prices by booking your adventure to Caroline County early. Airlines generally sell flight tickets around 12 months prior to departure, so start locking things in ASAP. That said, Expedia is committed to giving you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Caroline County travel package include?
That depends on you. You can choose from a range of Caroline County bundles, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your ideal Caroline County trip looks like, get ready to save!
What should I know before booking a Caroline County travel package?
So many places to travel to, so many things to experience. With a travel package, you can cross more of them off your list. Bundle your flights, rental cars and hotels and score big savings.
Can I choose my airline with a Caroline County Expedia vacation package?
Yes, you sure can. Expedia has access to more than 550 airline partners all over the world, so fly with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Caroline County vacation package?
It is possible to cancel your Caroline County booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.