Delray Vacations from $573

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The Latest Delray vacation packages

Price found within the past 48 hours. Click for updated prices.
Wayside Inn

Wayside Inn

3.5 out of 5
Price was $606, price is now $573 per person
$573
per person
Nov 26 - Dec 1
found 20 hours ago
Roundtrip non-stop flight included
Daytona Beach (DAB) to Martinsburg (MRB)
9.2/10 Wonderful! (405 reviews)
We were very surprised that the Tavern and Restaurant were closed. This should have been advertised before booking. The room was very clean, but the bathroom was very dated with peeling paint, the bathtub was scaled with residue, and discolored peeling concrete resin. The carpet was old, stained, and bubbling up, which is a tripping hazard. The window shades in the room were ripped and broken as well. THIS INN has SO much Potential, so sad to see how run down it is. I booked this thinking it was a quaint little inn for our 10th anniversary.I was shocked and did not expect the accommodations to be what they were. We made the best of it, but it was very disappointing.

Reviewed on Sep 12, 2025

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Delray Hotel Deals

Glasshouse in the Woods. Five acres of wooded privacy and wildlife.

Glasshouse in the Woods. Five acres of wooded privacy and wildlife.

Augusta
10/10 Exceptional! (1 review)
Clean & well Stocked
"Check in was easy and the home was very clean and well stocked. The host was very easy to communicate with. Overall a great stay."

Reviewed on Aug 17, 2025

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Glasshouse in the Woods. Five acres of wooded privacy and wildlife.
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Sep 30 to Oct 1
$79 total
Sep 30 - Oct 1
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"we were above the main entrance and I am a light sleeper, I could hear the entrance doors and noise. The hotel is conveniently located, clean, a comfortable bed and complimentary breakfast !!"

Reviewed on Sep 17, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 out of 5
33760 Old Valley Pike, Strasburg, VA
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $137 total per night from Sep 30 to Oct 1
$137 total
Sep 30 - Oct 1
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
A great place to stay!
"Every aspect of the hotel was excellent. The staff were very friendly and helpful. The breakfast was well prepared. I can’t think of a thing that wasn’t just right."

Reviewed on Sep 20, 2025

Fairfield Inn & Suites Strasburg Shenandoah Valley
See all 186 properties in Delray
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 Delray vacation package cost?
You'll find cheap prices from $573 on Expedia for your Delray escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Delray costs.
What are the cheapest months to go to Delray?
If you're looking to snag a cheap Delray vacation package, consider planning a trip in December, January and February. You'll generally find better prices on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Delray?
Generally, a handful of days is enough to go to the top sights during your Delray vacation. However, if you prefer to have more time to rest or go on day trips, think about extending your trip.
How to find the best Delray package deals?
Use Expedia's filters to find some tempting Delray package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Delray package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Delray vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Delray vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Delray?
Enjoy incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Delray adventure.
Does Expedia offer Book Now, Pay Later Delray vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Delray trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.