Delray Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Delray Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was CA $590, price is now CA $584 per person
CA $584
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Martinsburg (MRB)
5.8/10 (325 reviews)
Believe the reviews. When we arrived, there was a crack-head in front of us with no money trying to negotiate for a room. The check-in person seemed high and didn't bother to stop vaping as she took my ID and checked us in. When I turned on the A/C in the room, a waft of mildew aroma moved across the room. Holes in the wall had been patched but not sanded or repainted. No soap, shampoo, or anything in the bathroom. We slept on top of the bed in our own covering because the bedsheets and pillow cases had not been changed since the last guest. If we hadn't just driven 10 hours and were more awake, I would have left immediately, but we just needed a place to sleep before driving on the next morning.

Reviewed on Jul 9, 2026

Wayside Inn

Wayside Inn

3.5 out of 5
Price was CA $817, price is now CA $777 per person
CA $777
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Martinsburg (MRB)
9.2/10 Wonderful! (441 reviews)
Historic, charming, relaxing.

Reviewed on Jul 14, 2026

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Delray Hotel Deals

Mountain Retreat w/ Loft, Fire Pit, & Grill

Mountain Retreat w/ Loft, Fire Pit, & Grill

Delray WV
The price is CA $146 per night from Jul 24 to Jul 25
CA $146
CA $317 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (10 reviews)
"Clean and as advertised. Gravel road was fine for most vehicles as long as they have a little clearance"

Reviewed on May 24, 2026

Mountain Retreat w/ Loft, Fire Pit, & Grill
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Aug 9 to Aug 10
CA $114
CA $127 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"While the outside and breakfast area were okay, the lobby fountain and rooms were not consistent with what I have experienced with hotels.com offerings. Our room commode was dirty; the bathroom floor was not cleaned well, and the bedding sheets were shabby. The lobby fountain was dirty. The staff ..."

Reviewed on Jul 21, 2026

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

Fairfield Inn & Suites Strasburg Shenandoah Valley

3 out of 5
33760 Old Valley Pike Strasburg VA
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Aug 18 to Aug 19
CA $166
CA $185 total
Aug 18 - Aug 19
includes taxes & fees
Fairfield Inn & Suites Strasburg Shenandoah Valley
See all 219 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?
Offering excellent value package deals from CA $584 on Expedia, you'll be thrilled with how little a vacation to Delray costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Delray?
The off-season is the best time to travel to Delray if you're hoping to keep costs down. Another tip for scoring cheap Delray vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Delray?
With a well-planned schedule, you can easily visit the most popular Delray attractions in a handful of days. But if you want to discover hidden spots or go on day trips, think about booking your Delray vacation for longer.
How to find the best Delray package deals?
Start your search for a Delray package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Delray package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Delray escape underway.
Is it cheaper to book a Delray vacation as a package?
You can enjoy significant savings on your next Delray retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Delray?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Delray trip.
How to plan a trip to Delray?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Delray.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Delray. Then, choose a property that fits your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide your trip length: Consider how long you'd like to spend exploring Delray. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal Delray vacation package for you.

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