Deals on vacations and trips to Dagsboro
Save when you book Dagsboro package deals
Dagsboro flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Chestertown
Price was $252, price is now $232 per person
$232
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, laundry facilities, and free newspapers are also on offer.
Hyatt Place Kent Narrows & Marina
Price was $533, price is now $440 per person
$440
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Inn at Perry Cabin
Price was $1,057, price is now $945 per person
$945
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.
Miramar Condominiums
Downtown Ocean City
Price was $1,664, price is now $1,548 per person
$1,548
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
St Michaels Inn
Price was $379, price is now $357 per person
$357
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Top Dagsboro hotels deals
Fenwick Inn
13801 Coastal Highway, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
Oct 15 - Oct 16
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
Hyatt Place Ocean City / Oceanfront
1 16th Street, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
Ashore Resort & Beach Club
10100 Coastal Hwy, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Oct 7 - Oct 8
Total with taxes and fees
This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the beach bar and enjoy perks like free self parking and free WiFi.
Pet friendly
Parking included
Princess Royale Oceanfront Resort
Oceanfront on 91st Street, Ocean City, MD
$105 nightly
The price is $115 total per night
$115 total
Oct 9 - Oct 10
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.
Pool
Spa
Quality Inn Ocean City Beachfront
2910 N Baltimore Ave, Ocean City, MD
$67 nightly
The price is $75 total per night
$75 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A safe deposit box is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
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.
Popular places to visit
Holts Landing State Park
You can take time to visit Holts Landing State Park during your travels to West Beach. While you're in the area, stroll along the beaches.
Frequently asked questions
Photos of local treasures
Browse Dagsboro vacation photos for more inspiration
