The Pines Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in The Pines
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
CA $769
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Baltimore (BWI)
9/10 Wonderful! (2,025 reviews)
Convenient location. Small room, great if you’re not going to spend a lot of time in the room. No amenities.
Reviewed on Aug 24, 2026
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
CA $1,534
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,225 reviews)
It was amazing. We missed some items in the bathroom and there were only one cup for coffee or tea. But all the rest was assome.
Reviewed on Aug 23, 2026
Harborside Hotel
Oxon Hill-Glassmanor
CA $1,036
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,891 reviews)
Everything was great with the hotel. The staff were nice & the place was very clean. The only thing I did not like is that the restaurant/lounge was closed down the entire time. That was the awful part as well as the continental breakfast was crappy.
Reviewed on Aug 24, 2026
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
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.
Rehoboth by the Sea
While visiting Rehoboth by the Sea, you might make a stop by sights like Dewey Beach and Silver Lake.
Bayside
1 out of top 10 points of interest in this area
If you're spending some time in Bayside, Jungle Jim's River Safari Water Park and Creekside Golf Course are top sights worth seeing.
Downtown
2 out of top 10 points of interest in this area
While visiting Downtown, you might make a stop by sights like Rehoboth Beach and Clear Space Theatre Company.
West Rehoboth
If you're spending some time in West Rehoboth, Cape Henlopen State Park and Revelation Craft Brewing are top sights worth seeing.
The Pines Hotel Deals
Henlopen Oceanfront Hotel
511 North Boardwalk Rehoboth Beach DE
CA $216
CA $263 total
Sep 21 - Sep 22
includes taxes & fees
Comfort Inn Rehoboth Beach
19210 Coastal Hwy Rehoboth Beach DE
Fully refundable
CA $120
CA $133 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"The majority of the staff were amazing. The breakfast was decent for what we paid, fruit would have been great but honestly overall good. The biggest issue was the humidity, dampness and odor (smelled like wet dog) in the room. When we talked to the night manager she was apologetic and brought us ..."
Reviewed on Aug 24, 2026
Beach Boutique Hotel
19953 Shuttle Road Rehoboth Beach DE
Fully refundableReserve now, pay when you stay
CA $124
CA $138 total
Sep 14 - Sep 15
includes taxes & fees
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.
Frequently asked questions
How much does a The Pines vacation package cost?
Our The Pines packages, which begin at just CA $769, 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.
Stay near popular The Pines attractions
Grove Park
7.6/10 (113 reviews)
Grove Park is just one of the places to see in Rehoboth Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.
Things to do
Dewey Beach: Windsurfing Lesson on Rehoboth Bay
CA $246
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.