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Ocean Pines Vacation Packages

Ocean Pines Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2 out of 5
Price was $764, price is now $700 per person
$700
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $1,305, price is now $1,067 per person
$1,067
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,004, price is now $838 per person
$838
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $4,388, price is now $3,707 per person
$3,707
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Strawberry Crossroads

Strawberry Crossroads

2 out of 5
Price was $1,050, price is now $897 per person
$897
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this cabin in Pittsville. Enjoy free parking, laundry facilities, and a picnic area.
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 $1,014, price is now $924 per person
$924
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Bandstand and Bethany Beach Boardwalk are located nearby.
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

2 out of 5
Price was $785, price is now $717 per person
$717
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North

3 out of 5
Price was $911, price is now $836 per person
$836
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eastern Shore Baseball Hall of Fame Museum and Arthur W. Perdue Stadium are located nearby.

3-4 Night Vacations in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
Price was $334, price is now $300 per person
$300
per person
Dec 11 - Dec 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $2,709, price is now $2,392 per person
$2,392
per person
Dec 16 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Salisbury (SBY)
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $911, price is now $815 per person
$815
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Salisbury (SBY)
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
Price was $391, price is now $351 per person
$351
per person
Dec 11 - Dec 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)

5-7 Night Vacations in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,004, price is now $838 per person
$838
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $1,305, price is now $1,067 per person
$1,067
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $4,388, price is now $3,707 per person
$3,707
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Strawberry Crossroads

Strawberry Crossroads

2 out of 5
Price was $1,050, price is now $897 per person
$897
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)

Cheap Hotel Deals in Ocean Pines

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3 out of 5
1701 Atlantic Avenue Ocean City MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowHoliday Inn & Suites Ocean City by IHG
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowPrincess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Opens in a new windowGrand Hotel Ocean City Oceanfront
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The Shore House

The Shore House

2 out of 5
12534 Ocean Gateway Ocean City MD
Stay at this motel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowThe Shore House
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
Opens in a new windowFenwick Inn
Comfort Suites Ocean City West

Comfort Suites Ocean City West

2.5 out of 5
12718 Ocean Gateway Ocean City MD
Book a stay at this family-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowComfort Suites Ocean City West
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy Ocean City MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowCarousel Resort Hotel & Condominiums
Castle in the Sand

Castle in the Sand

3 out of 5
3701 Atlantic Avenue Ocean City MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowCastle in the Sand
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Feb 9 - Wed, Feb 24
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$527 Roundtrip, found 6 days ago
$527
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Feb 9 from LaGuardia to Salisbury - Ocean City Wicomico Regional, returning Wed, Feb 24, priced at $527 found 6 days ago
American Airlines
Wed, Feb 17 - Wed, Feb 24
EWR
Newark Liberty Intl. Airport
SBY
Salisbury - Ocean City Wicomico Regional
$549 Roundtrip, found 1 day ago
$549
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 17 from Newark Liberty Intl. Airport to Salisbury - Ocean City Wicomico Regional, returning Wed, Feb 24, priced at $549 found 1 day ago
Breeze Airways
Fri, Jan 8 - Wed, Jan 20
SWF
Stewart Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$623 Roundtrip, found 2 days ago
$623
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 8 from Stewart Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jan 20, priced at $623 found 2 days ago
American Airlines
Fri, Nov 13 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$643 Roundtrip, found 5 days ago
$643
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Nov 13 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $643 found 5 days ago