The Pines Vacation Packages

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Top Holiday Package Deals in The Pines

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Laurel Near Fort Meade

Days Inn & Suites by Wyndham Laurel Near Fort Meade

2 out of 5
North Laurel
per person
Sep 25 - Sep 28
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7/10 Good! (1,011 reviews)
Our room was a good size. Thought the couch would be a pull-out couch, but it wasn't. The area around the property just seemed like not the safest area. We did not experience any problems, though. The employee could not get the key card machine to work, so I waited about 10 minutes before he could finally get the machine to work to assign the key cards. However, one of them did not work still.

Reviewed on Jul. 22, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
per person
Sep 25 - Sep 28
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
Our stay was fine except we questioned the cleanliness of the bed because we found an article of clothing between the comforter and sheets. Eww. Also, they really should replace the small and low toilet. Breakfast options were limited.

Reviewed on Jul. 21, 2025

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
per person
Sep 25 - Sep 28
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.2/10 Very Good! (1,018 reviews)
The entire staff that we encountered from the front desk to breakfast staff were all very welcoming, helpful and kind.

Reviewed on Jul. 25, 2025

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
per person
Sep 25 - Sep 28
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
7.8/10 Good! (1,003 reviews)
The parking situation after 6 p.m. was terrible.

Reviewed on Jul. 20, 2025

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
per person
Sep 25 - Sep 28
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7/10 Good! (1,009 reviews)
Nice hotel. Easy and flexible check-in. Spacious and comfortable rooms.

Reviewed on Jul. 24, 2025

Where to stay in The Pines

Find the best The Pines areas and neighborhoods for the activities you enjoy most. Learn more about The Pines
Rehoboth Beach which includes a sandy beach

South Rehoboth

4 out of top 10 points of interest in this area

If you're spending some time in South Rehoboth, Funland and Silver Lake are top sights worth seeing.

Find hotels in South Rehoboth

The Pines Hotel Deals

Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

Rehoboth Beach
9.6/10 Exceptional! (72 reviews)
"We had another wonderful, relaxing stay at this well-maintained and well-appointed beach house. David is an excellent host -- available and responsive -- and the house (and pool) are delightful. We enjoyed the neighborhood, which is attractive and yet within walking distance of the boardwalk and ..."

Reviewed on Jul. 13, 2025

Get rates
Brand New Luxury Rehoboth Beach In-Town Home with Private Pool
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is CA $367 per night from Jul 27 to Jul 28
CA $367
CA $407 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,566 reviews)
"Conveniently located, nice beach front location. Friendly staff."

Reviewed on Jul. 23, 2025

Henlopen Oceanfront Hotel
Staybridge Suites Rehoboth Beach by IHG

Staybridge Suites Rehoboth Beach by IHG

2 out of 5
34521 Old Postal Lane, Rehoboth Beach, DE
Fully refundable
The price is CA $269 per night from Aug 24 to Aug 25
CA $269
CA $299 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (154 reviews)
"The front desk staff were very accommodating. Everything was to my liking. The breakfast was great. It wasnt fourmet of course, but it stopped us from having to spend mon. I would definitely recommend the Staybridge outside of the hotel."

Reviewed on Jul. 24, 2025

Staybridge Suites Rehoboth Beach by IHG
See all 7,956 properties in The Pines
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.
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Frequently asked questions

How much does a The Pines vacation package cost?
Our The Pines packages, which begin at just CA $430, are the easiest way to save loads of cash. Pick your preferred hotels, flights and more to create your ideal trip.
How do I get a cheap travel package to The Pines?
Imagine all the thrilling things you could do in The Pines with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a The Pines vacation package. You have loads of choice when it comes to booking with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 hotel options throughout the world. Whether you're vacationing with the entire family or going it alone, organizing a getaway to The Pines is better with a package.
Where should I stay in The Pines?
With interesting attractions such as Rehoboth Beach Boardwalk and Rehoboth Beach in this area, try to find a hotel near them. Tanger Outlets is another sight that draws the crowds.
What are the top hotels in The Pines?
If it's your first visit to The Pines, make a reservation at Walk Everywhere - Perfect Condo In Downtown Rehoboth Beach or Two Bed, Two Bath Condo In Town. Both will make you feel at home and are top options with many travelers.
How far in advance should I book my The Pines vacation?
While prices change frequently, we generally advise booking your vacation as soon as possible. Many international fares become available on Expedia up to a year in advance. If you're booking last minute, you might still be lucky. Low prices to The Pines occasionally appear just weeks before departure.
What does an Expedia The Pines travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can shape your The Pines package however you want. All you have to do is work out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a The Pines travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. You're not limited to hotels, however. We've got oceanfront condos, mountain cabins and just about everything in between!
Can I choose my airline with a The Pines Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to pick from across the world. With so much choice, finding the perfect carrier to whisk you off to The Pines won't be hard.
If I'm not able to travel, can I cancel my The Pines vacation package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in The Pines

Tanger Outlets

3.5/5(10 reviews)

You can enjoy retail therapy at Tanger Outlets during your trip to Rehoboth Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.

Tanger Outlets

Jungle Jim's River Safari Water Park

Bring the family to Jungle Jim's River Safari Water Park and enjoy this exciting amusement park in Rehoboth Beach. Stroll along the seaside in this family-friendly area, or check out its lively bars.

Jungle Jim's River Safari Water Park

Things to do

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

CA $40
per adult
Bethany Beach Blitz Scavenger Hunt
See all activities in Rehoboth Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.