Massey Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

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.

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 27 to Oct 28
$99 total
Oct 27 - Oct 28
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
$86 nightly
The price is $95 total per night from Nov 25 to Nov 26
$95 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Clean room, comfortable bed

Reviewed on Oct 24, 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 313 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Massey vacation package cost?
Offering excellent value package deals 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.