Massey Vacations from $434

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Your Massey Vacation

With a vacation package to Massey, say goodbye to travel planning and hello to stress-free adventure. Every detail of your journey has been taken care of before departing, so you can get on with experiencing this exciting city. Your trip to Massey wouldn't be complete without checking out its top attractions, like Crow Farm and Vineyard. Whatever your travel plans or the size of your budget, organizing a tailored Massey vacation is a walk in the park with Expedia.

The Latest Massey vacation packages

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
Price was $860, price is now $434 per person
$434
per person
Dec 12 - Dec 18
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Los Angeles (LAX)
8.6/10 Excellent! (269 reviews)
No staff on site, check in and out through a video kiosk which was strange but it worked.

Reviewed on Oct 22, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $29,434, price is now $13,455 per person
$13,455
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Price was $1,464, price is now $679 per person
$679
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8.8/10 Excellent! (1,003 reviews)
Very clean love the place I recommend!!!

Reviewed on Oct 20, 2025

Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
Las Vegas Strip
Price was $2,274, price is now $1,059 per person
$1,059
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Las Vegas (LAS)
8/10 Very Good! (19,170 reviews)
Great place, affordable and family friendly

Reviewed on Oct 23, 2025

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was $1,788, price is now $884 per person
$884
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Miami (MIA)
8.2/10 Very Good! (1,118 reviews)
Lugar perfecto para pasarlo bien

Reviewed on Oct 22, 2025

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Massey Hotel Deals

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $99 total per night from Oct 26 to Oct 27
$99 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (3,210 reviews)
Great stay

Reviewed on Oct 18, 2025

Bally's Dover Casino Resort
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
764 Dover Leipsic Road, Dover, DE
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Oct 30 to Oct 31
$100 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Great stay

Reviewed on Oct 17, 2025

Comfort Inn & Suites
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

2 out of 5
652 N Dupont Hwy, I-95 To Exit #4-a, Dover, DE
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Oct 26 to Oct 27
$78 total
Oct 26 - Oct 27
Total with taxes and fees
7.2/10 Good! (1,010 reviews)
Parking was easy. Close to food spots. Rooms are clean. Staff are nice. Hallways spaces are well lit and tidey.

Reviewed on Oct 16, 2025

Red Roof Inn & Suites Dover Downtown
See all 275 properties in Massey
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.

Find the Best Massey Vacation Packages

Massey Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Wilmington, DE (ILG-New Castle)
Top Sights
Tilmons Island Winery, Crow Farm and Vineyard and Mount Harmon Plantation

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Frequently asked questions

How much does a Massey vacation package cost?
Offering excellent value package deals from $434 on Expedia, you'll be surprised at how little a vacation to Massey costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Massey?
September, November and December are the best times to look for cheap Massey vacation packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Massey?
The ideal duration for your Massey vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to visit all the top sights and discover some hidden gems along the way.
How to find the best Massey package deals?
Begin your search for a Massey package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Massey package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Massey getaway off to a flying start.
Is it cheaper to book a Massey vacation as a package?
You can enjoy significant savings on your Massey escape by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Massey?
If you're considering a spur-of-the-moment Massey getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Massey vacation packages?
Your Massey getaway should be an escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.