The Pines Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

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

Top hotels in The Pines

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 S$287 per night from 1 Sept to 2 Sept
S$287
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,584 reviews)
Beach convenience and comfort
"Great location on boardwalk but away from noise. Room is comfortable. Wall A/C is a bit noisy. Great value at the Beach"

Reviewed on 28 Jul, 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 S$219 per night from 1 Sept to 2 Sept
S$219
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (173 reviews)
"The hotel itself was pretty nice. Nice size rooms! Our room was missing a few essential items like an iron and ironing board and spoons. Luckily I had family down the hall to borrow from. The breakfast wasn’t worth coming downstairs, even with one full hour left of breakfast, when items ran out that ..."

Reviewed on 31 Jul, 2025

Staybridge Suites Rehoboth Beach by IHG
The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
105 Second Street, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,866 reviews)
Location is Perfect
"The staff and hotel are very welcoming. Close to everything. Beach shuttle is wonderful"

Reviewed on 29 Jul, 2025

The Breakers Hotel & Suites
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 holiday package cost?
Our The Pines packages, which begin at just , 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 holiday 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 holidaying with the entire family or going it alone, organising 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 travellers.
How far in advance should I book my The Pines holiday?
While prices change frequently, we generally advise booking your holiday 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 holiday 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 holiday 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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.