The Pines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in The Pines

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

Crystal City
CA $1,027
per person
Dec 26 - Jan 1
found 4 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
8.2/10 Very good! (1,014 reviews)
Keep it up - well done

Reviewed on Oct 9, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
Save 100% on your flight
CA $1,355
per person
Dec 26 - Jan 1
found 4 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (1,265 reviews)
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

Save 100% on your flight
CA $1,682
per person
Nov 24 - Nov 28
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9.8/10 Exceptional! (35 reviews)
Nice

Reviewed on Sep 11, 2026

Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.
CA $1,378
per person
Dec 26 - Jan 1
found 4 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (2,093 reviews)
The Waypoint

The Waypoint

West Rehoboth
CA $1,080
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (194 reviews)

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
A frozen lake with a sunset reflection.

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.

A lighthouse silhouette at sunset with rays of sunlight piercing through clouds, and a person paddling a kayak in the foreground.

Rehoboth by the Sea

While visiting Rehoboth by the Sea, you might make a stop by sights like Dewey Beach and Silver Lake.

A coastal cityscape at sunset with a long pier extending into the ocean.

Downtown

1 out of top 10 points of interest in this area

While visiting Downtown, you might make a stop by sights like Rehoboth Beach and Rehoboth Beach Bandstand.

A lighthouse silhouette at sunset with rays of sunlight piercing through clouds, and a person paddling a kayak in the foreground.

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 Pitch-n-Putt Course are top sights worth seeing.

A coastal landscape with a prominent concrete lighthouse and a dirt road leading towards the sea.

North Rehoboth

If you're spending some time in North Rehoboth, Rehoboth Beach and Verrazzano Monument are top sights worth seeing.

The Pines Hotel Deals

Atlantic Sands Hotel & Conference Center

Atlantic Sands Hotel & Conference Center

101 N Boardwalk Ave. Rehoboth Beach DE
Fully refundableReserve now, pay when you stay
CA $126
per night
Nov 1 - Nov 2
Atlantic Sands Hotel & Conference Center
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

511 North Boardwalk Rehoboth Beach DE
CA $118
per night
Oct 25 - Oct 26
Henlopen Oceanfront Hotel
Hotel Wave Rehoboth Beach

Hotel Wave Rehoboth Beach

36012 Airport Road Rehoboth Beach DE
Fully refundableReserve now, pay when you stay
CA $95
per night
Oct 11 - Oct 12
Hotel Wave Rehoboth Beach
See all 7,067 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.

Frequently asked questions

How much does a The Pines vacation package cost?
Our The Pines packages, which begin at just CA $1,027, 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.
See properties

Things to do

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

CA $28
per adult
Bethany Beach Blitz Scavenger Hunt
Picture 2 for Activity Dewey Beach: Windsurfing Lesson on Rehoboth Bay

Dewey Beach: Windsurfing Lesson on Rehoboth Bay

CA $245
per adult
Dewey Beach: Windsurfing Lesson on Rehoboth Bay
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.