Massey Vacations from $401

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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.
Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

2.5 out of 5
Price was $462, price is now $401 per person
$401
per person
Jul 31 - Aug 2
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Wilmington (ILG)
8.4/10 Very Good! (1,001 reviews)
Staff was extremely friendly but bathroom wasn’t completely clean and walls were very thin…could hear everyone talking and showering

Reviewed on May 3, 2026

The Waverly

The Waverly

4 out of 5
Price was $1,255, price is now $1,087 per person
$1,087
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Wilmington (ILG)
No reviews
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
Price was $936, price is now $814 per person
$814
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Wilmington (ILG)
8.4/10 Very Good! (1,008 reviews)
Great location. Breakfast was pretty good

Reviewed on May 5, 2026

SpringHill Suites by Marriott Newark Downtown

SpringHill Suites by Marriott Newark Downtown

2.5 out of 5
Price was $474, price is now $425 per person
$425
per person
Jul 31 - Aug 2
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Wilmington (ILG)
9.4/10 Exceptional! (833 reviews)
Nice hotel, clean, big size room. Helpful staff. Good option in Delaware.

Reviewed on May 7, 2026

Motel 6 Newark, DE

Motel 6 Newark, DE

2 out of 5
Price was $575, price is now $517 per person
$517
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Wilmington (ILG)
7.2/10 Good! (752 reviews)
Low budget. Okay to stop 1 night for driving break.

Reviewed on Apr 24, 2026

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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
$86 nightly
The price is $94 total per night from May 10 to May 11
$94 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (3,550 reviews)
Yes

Reviewed on May 7, 2026

Bally's Dover Casino Resort
MHO Hotel Dover

MHO Hotel Dover

2.5 out of 5
348 N Dupont Hwy Dover DE
$70 nightly
The price is $78 total per night from May 10 to May 11
$78 total
May 10 - May 11
Total with taxes and fees
4.2/10 (46 reviews)
The place just seem very old and is in a need updated. they might want to hire more staff to keep the rooms clean and

Reviewed on May 5, 2026

MHO Hotel Dover
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

2 out of 5
652 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from May 10 to May 11
$84 total
May 10 - May 11
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
The room smelled like cigarettes. Filled out a survey and complained to the front desk said it would be taken care of by cleaning crew and it still smelled the next day

Reviewed on May 4, 2026

Red Roof Inn & Suites Dover Downtown
See all 321 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 $401 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.