Cheap flights from Caroline County
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Featured Hotels near Caroline County
The Wildset
209 N Talbot St St. Michaels MD
The price is €277 per night from 30 Jun to 1 Jul
€277
30 Jun - 1 Jul
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at The Wildset. During your stay, you're just a quick walk from Higgins Yacht Yard and Marina. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
9.8/10 Exceptional! (464 reviews)
"Perfect location, pretty room and property. Staff were very helpful and friendly!"
Reviewed on 17 Jun 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is €639 per night from 21 Jun to 22 Jun
€639
21 Jun - 22 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Inn at Perry Cabin. During your stay, you're just a quick walk from Perry Cabin Park. Features include free WiFi in public areas and free valet parking, plus 2 bars. This property offers pet-friendly amenities, such as food and water bowls.
9.6/10 Exceptional! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"
Reviewed on 8 Jun 2026
Bally's Dover Casino Resort
1131 N Dupont Hwy Dover DE
The price is €85 per night from 12 Jul to 13 Jul
€85
12 Jul - 13 Jul
includes taxes & fees
Our customers tell us they can't get enough of Bally's Dover Casino Resort's great location. During your stay, you're just a quick walk from Dover Downs Casino. You'll find features such as free WiFi in public areas and free self-parking, plus 5 restaurants.
8.8/10 Excellent! (3,598 reviews)
"Was in town for a tournament. Hotel was very nice and clean and convenient. Was walkable to other local fast food. Everything was great, but the pool was lacking."
Reviewed on 19 Jun 2026
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Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is €293 per night from 6 Jul to 7 Jul
€293
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Hyatt Regency Chesapeake Bay. During your stay, you'll be within walking distance of Bay Country Shop. Enjoy features like free WiFi in public areas and free self-parking, plus 2 outdoor pools. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (1,000 reviews)
"My family and I had a wonderful experience. We will definitely go back. The whole property is clean. All employees that I encountered were helpful and courteous. The breakfast is okay. The sausage was overcooked; other than that, they have good selections. There are a lot of activities on the property. ..."
Reviewed on 18 Jun 2026
Microtel Inn & Suites by Wyndham Dover
1703 E Lebanon Rd Dover DE
The price is €59 per night from 19 Jul to 20 Jul
€59
19 Jul - 20 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Microtel Inn & Suites by Wyndham Dover. During your stay, you'll be close to Dover Downs Casino. Features include free breakfast, free WiFi in public areas and free self-parking.
8.2/10 Very Good! (1,004 reviews)
"The staff was so pleasant and helpful."
Reviewed on 17 Jun 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is €112 per night from 6 Jul to 7 Jul
€112
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at St Michaels Inn. During your stay, you'll be within walking distance of St. Michaels Winery. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.2/10 Very Good! (1,004 reviews)
"Everything was great."
Reviewed on 19 Jun 2026
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View all propertiesLowest 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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Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.