Massey Vacations from $396
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The Latest Massey Vacation Packages
- Red Roof Inn PLUS+ Wilmington - Newark
Sep 18 - Sep 20Red Roof Inn PLUS+ Wilmington - Newark + Flight
Newark2 nights2.5 star property6.8/10 - (1,006 reviews)"Excellent stay! The room was very clean and comfortable, and the staff was friendly and helpful. I would definitely stay here again."Reviewed August 5, 2026Roundtrip • Houston (IAH) - Wilmington (ILG)IAH - PHL • Nonstop TTN - IAH • 1 stop$419$396found 1 day agoper traveler - Holiday Inn Express & Suites Middletown by IHG
Sep 11 - Sep 17Holiday Inn Express & Suites Middletown by IHG + Flight
Middletown6 nights2.5 star property9.2/10 - Wonderful (710 reviews)Roundtrip • San Francisco (SFO) - Wilmington (ILG)SFO - PHL • Nonstop PHL - SFO • 1 stop$922$857found 1 day agoper traveler - Hampton Inn & Suites Wilmington Christiana
Sep 18 - Sep 20Hampton Inn & Suites Wilmington Christiana + Flight
Newark2 nights2.5 star property8.4/10 - Very Good (1,007 reviews)"jkkkmIt was not good right when I got there the staff was very ignorant I don’t know if it has to do deal with I am younger meaning maybe they are so use to be familiesuuuuuuuuuukjkjjjjjjjjj"Reviewed August 4, 2026Roundtrip • Houston (IAH) - Wilmington (ILG)IAH - PHL • Nonstop TTN - IAH • 1 stop$476$448found 1 day agoper traveler - Embassy Suites by Hilton Newark Wilmington South
Sep 18 - Sep 20Embassy Suites by Hilton Newark Wilmington South + Flight
Newark2 nights3.5 star property8.4/10 - Very Good (1,018 reviews)"Everything was amazing! Breakfast was so good. The complimentary drinks from 5-7pm, a plus! Also, they have a TGIfriday restaurant in the hotel as well. I’m definitely going back. Only negative thing was the hot tub was smelly and broken. The pool looked dirty. Overall was a great experience for my 1st time staying at a Hilton affiliate hotel."Reviewed August 3, 2026Roundtrip • Houston (IAH) - Wilmington (ILG)IAH - PHL • Nonstop TTN - IAH • 1 stop$568$539found 1 day agoper traveler - HomeTowne Studios by Red Roof Wilmington - New Castle
Sep 11 - Sep 17HomeTowne Studios by Red Roof Wilmington - New Castle + Flight
New Castle6 nights2.0 star property6.0/10 - (148 reviews)Roundtrip • San Francisco (SFO) - Wilmington (ILG)SFO - PHL • Nonstop PHL - SFO • 1 stop$616$586found 1 day agoper traveler
Massey Hotel Deals
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown"Clean and affordable amenities and a decent breakfast!"
Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express & Suites Middletown by IHG
Holiday Inn Express & Suites Middletown by IHG"All was great!"
"No ventilation in the bathroom"
"I really liked this property. The price was reasonable, the hotel was clean, the staff was polite and friendly, and the location was very convenient. (It is right off the highway but quietly tucked away next to a shopping center with a grocery store and there were plenty of restaurants nearby, though when we got back at 11:00 p.m. almost everything was closed!) Breakfast at the hotel was good -the typical eggs waffles bagel cereal etc."
Sleep Inn & Suites Dover University Area
Sleep Inn & Suites Dover University Area"Ok, but price wasn’t too bad."
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown"Nice clean friendly staff"
"Room was clean and nice. Breakfast is mid can do better with that"
Frequently Asked Questions
How much does a Massey vacation package cost?
Offering excellent value package deals from $396 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.