Fruitland Vacation Packages

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Your Fruitland Vacation

The lively city of Fruitland is calling your name. Discover all its secrets with a Fruitland vacation package that's customized to you. If taking in sights is part of the plan during your trip to Fruitland, visit popular attractions like Salisbury University, Wicomico Youth and Civic Center and Salisbury Zoo. No matter your travel plans or budget, organizing your ultimate tailored Fruitland vacation is simple with Expedia.

Top Fruitland Vacation Deals

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

Harrington Welcome Inn

2.5 out of 5
Price was CA $1,203, price is now CA $1,145 per person
CA $1,145
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Salisbury (SBY)
7.6/10 Good! (188 reviews)
nice for price staff very nice had what i wanted

Reviewed on Jul 4, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
Price was CA $1,379, price is now CA $1,263 per person
CA $1,263
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Salisbury (SBY)
9.4/10 Exceptional! (1,004 reviews)
Great stay!

Reviewed on Jul 4, 2026

Governor's Bed and Breakfast

Governor's Bed and Breakfast

3 out of 5
Price was CA $1,307, price is now CA $1,241 per person
CA $1,241
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Salisbury (SBY)
9.6/10 Exceptional! (67 reviews)
Everything about our stay was absolutely wonderful. The property was beautiful and immaculate. The owners, Bill and Deborah were extremely friendly and helpful. Breakfast was delicious. We will definitely stay here again.

Reviewed on Jun 22, 2026

The Bay Resort

The Bay Resort

3 out of 5
Price was CA $1,259, price is now CA $1,195 per person
CA $1,195
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Salisbury (SBY)
8.6/10 Excellent! (1,000 reviews)
Room was clean and the views were phenomenal.

Reviewed on Jul 2, 2026

Dagsboro Retreat

Dagsboro Retreat

2 out of 5
Price was CA $1,240, price is now CA $1,183 per person
CA $1,183
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Salisbury (SBY)
No reviews

Ready to book your vacation to Fruitland?

 

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Fruitland Hotel Deals

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Jul 9 to Jul 10
CA $195
CA $218 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Property was well maintained. The hot tub did seem to have some pipe issue when the bubbles were turned on, but the hot tub was hot and clean otherwise."

Reviewed on Jun 26, 2026

Hampton Inn & Suites Salisbury/Fruitland
Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland

3 out of 5
301 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Aug 2 to Aug 3
CA $234
CA $262 total
Aug 2 - Aug 3
includes taxes & fees
Home2 Suites By Hilton Salisbury Fruitland
Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd Salisbury MD
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Aug 2 to Aug 3
CA $147
CA $164 total
Aug 2 - Aug 3
includes taxes & fees
6.4/10 (959 reviews)
"I recently stayed at a Best Western hotel and was disappointed with my experience. The room rates were comparable to many four-star hotels, but the overall quality and amenities did not justify the price. The room condition was only average. The bathroom had very poor lighting, making it inconvenient ..."

Reviewed on Jul 4, 2026

Best Western Salisbury Plaza
See all 144 properties in Fruitland
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
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Frequently asked questions

How much does a Fruitland vacation package cost?
Offering excellent value package deals from CA $1,145 on Expedia, you'll be thrilled with how little a vacation to Fruitland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fruitland?
If you'd like to book a cheap Fruitland vacation package, consider planning a trip in November, December and January. You'll typically find better rates on airfares and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Fruitland?
Typically, a handful of days is enough to tick off the top attractions during your Fruitland vacation. However, if you want to have some time to relax or go on day trips, think about extending your trip.
How to find the best Fruitland package deals?
Landing a cheap Fruitland package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Fruitland package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Fruitland vacation as a package?
You can enjoy significant savings on your next Fruitland retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Fruitland?
If you have your Fruitland travel dates finalized, book early to bag some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Fruitland?

  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the activities available will also help you decide when to vacation in Fruitland.
  2. Set a budget: Consider expenses like transportation, flights and meals when calculating how much to save for your trip to Fruitland. Then, select a hotel that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Fruitland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Fruitland vacation package that brings all your bookings together.

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.