Caroline County Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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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.
Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Price was CA $1,773, price is now CA $1,247 per person
CA $1,247
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8/10 Very Good! (8 reviews)
Facility exactly as pictured. Great price. Great stay.

Reviewed on Apr 4, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $2,024, price is now CA $1,342 per person
CA $1,342
per person
Jun 22 - Jun 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
No seating on balcony.

Reviewed on Apr 5, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Price was CA $2,242, price is now CA $1,503 per person
CA $1,503
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
9.4/10 Exceptional! (1,065 reviews)
Clean room and nice views

Reviewed on Apr 5, 2026

The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

4.5 out of 5
Northwest
Price was CA $2,046, price is now CA $1,378 per person
CA $1,378
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Washington (DCA)
8.6/10 Excellent! (1,460 reviews)
I really like the hotel and location and have stayed here several times.

Reviewed on Mar 28, 2026

Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn

3 out of 5
Price was CA $3,285, price is now CA $2,333 per person
CA $2,333
per person
May 23 - May 31
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8/10 Very Good! (12 reviews)
Briar Patch has been our annual Middleburg stay and it never disappoints.

Reviewed on Mar 11, 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 Apr 13 to Apr 14
CA $99
CA $137 total
Apr 13 - Apr 14
includes taxes & fees
8.8/10 Excellent! (3,472 reviews)
Clean room with great staff. Entire floor had strong aroma.

Reviewed on Apr 5, 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 $325 per night from Apr 19 to Apr 20
CA $325
CA $435 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great service, room was clean, great food options

Reviewed on Mar 30, 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 $107 per night from Apr 22 to Apr 23
CA $107
CA $117 total
Apr 22 - Apr 23
includes taxes & fees
8/10 Very Good! (1,005 reviews)
The room was nice and clean staff was great the room was big plenty of space my next visit I be staying here again

Reviewed on Apr 5, 2026

Microtel Inn & Suites by Wyndham Dover
See all 665 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
All Inclusive Vacations
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Family 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 $1,247, 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.