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.
Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
Price was CA $976, price is now CA $732 per person
CA $732
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (2,363 reviews)
The food was great, The room was greatly sized. But the closet in the room had a moldy smell. Which over came the room.

Reviewed on Jun 30, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,773, price is now CA $1,273 per person
CA $1,273
per person
Sep 2 - Sep 8
just found
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,203 reviews)
Definitely think this hotel should be labeled 3 or 4 stars instead of 5. How wore down it looks in like the elevators and certain places. Staff super friendly though! Love free the coffee and unique selection of teas but that area was always quite messy and no trash can to throw away items in that area even though I brought it to their attention prior that the trash can was missing.. not sure if its worth 40 dollar a day amenity fee prob wont stay at this location in the future

Reviewed on Jul 1, 2026

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown

3 out of 5
Hollins Market
Price was CA $1,356, price is now CA $1,013 per person
CA $1,013
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (13 reviews)
Had to contact host.she first said I didn't have a reservation then asked for a copy of my id. Ridiculous!

Reviewed on Jun 14, 2026

The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel

3 out of 5
Fells Point
Price was CA $2,172, price is now CA $1,625 per person
CA $1,625
per person
Sep 14 - Sep 20
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
9.2/10 Wonderful! (818 reviews)
Great to see Eric and the crew again! Always a great stay here! We’ll be back!

Reviewed on Jun 29, 2026

Tysons Corner Marriott

Tysons Corner Marriott

4 out of 5
Tysons
Price was CA $1,476, price is now CA $1,116 per person
CA $1,116
per person
Sep 2 - Sep 8
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Serene

Reviewed on Jun 28, 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
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.

Find hotels in South Rehoboth

The Pines Hotel Deals

Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
The price is CA $373 per night from Jul 8 to Jul 9
CA $373
CA $414 total
Jul 8 - Jul 9
includes taxes & fees
8.6/10 Excellent! (1,865 reviews)
"Location is fantastic! Being steps from the beach and with direct access to the boardwalk was such a plus. The staff was helpful and the property was well maintained. The views were stunning as well! Would like to come back again next summer."

Reviewed on Jun 30, 2026

Henlopen Oceanfront Hotel
Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
39642 Jefferson Bridge Rd. Bethany Beach DE
The price is CA $254 per night from Jul 5 to Jul 6
CA $254
CA $330 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,479 reviews)
"Nice place to stay, room was clean basically wasn’t ready till the 4pm check in, pretty convenient to everything, mini golf, big candy store and restaurant right there basically in the same parking lot, front desk girls all very nice, elevators clean and really never a wait even though hotel was ..."

Reviewed on Jun 30, 2026

Hotel Bethany Beach
Atlantic Sands Hotel & Conference Center

Atlantic Sands Hotel & Conference Center

3.5 out of 5
101 N Boardwalk Ave. Rehoboth Beach DE
The price is CA $424 per night from Jul 6 to Jul 7
CA $424
CA $514 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very good! (1,316 reviews)
"Staff were attentive and helpful. The pool was especially nice. The location allows for excellent access to the beach, restaurants, and shops. Minor issues with the room were promptly addressed by the staff. We will stay here again."

Reviewed on Jun 29, 2026

Atlantic Sands Hotel & Conference Center
See all 7,315 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a The Pines vacation package cost?
Our The Pines packages, which begin at just CA $732, 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
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.