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Find hotels in Massey, MD from $78

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Nov 13 - Nov 15
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Our top choices for Massey hotels

A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

1. Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (756 reviews)
"Great stay, nice area"
United States
Hamlet
$118 nightly
The price is $131
Nov 29 - Nov 30
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
A modern building with a patio area featuring outdoor seating and a fire pit.

2. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (452 reviews)
"Very clean and great staff. Best place in Middleton."
United States
Abigail
$124 nightly
The price is $138
Nov 29 - Nov 30
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.

3. Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,000 reviews)
"Clean room and friendly staff"
United States
Tonya
$76 nightly
The price is $84
Dec 8 - Dec 9
Total with taxes and fees
Quality Inn Smyrna
An indoor swimming pool with clear blue water, a tiled deck, and a view of the outside building.

4. Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (943 reviews)
"The staff was very helpful and friendly. The room was clean and breakfast was tasty."
United States
reginald
$110 nightly
The price is $122
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Middletown
A hotel lobby with a fireplace, seating area, and a television.

5. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
$97 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.

6. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (513 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
$72 nightly
The price is $80
Nov 18 - Nov 19
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A spacious hotel lobby with multiple dining tables, comfortable seating, a large TV screen, and modern lighting fixtures.

7. Hilton Garden Inn Dover

Hilton Garden Inn Dover
3.0 star property
Dover
8.8 out of 10, Excellent, (1,000 reviews)
"Staff were great. Hotel was clean and close to everything. The free coffee in lobby doing breakfast was great. Also had breakfast there, well worth the money. Overall would stay again and recommend others to stay as well. The cost was good 😊"
United States
Inez
$106 nightly
The price is $117
Dec 11 - Dec 12
Total with taxes and fees
Hilton Garden Inn Dover
A hotel room with two beds, each with floral bedding, a large mirror, and two wall-mounted lamps.

8. Pleasant Hill Motel

Pleasant Hill Motel
2.5 star property
Middletown
7.2 out of 10, Good, (192 reviews)
"It was a good place to stay for the night."
United States
Ed
$77 nightly
The price is $86
Nov 12 - Nov 13
Total with taxes and fees
Pleasant Hill Motel
A lobby with a sofa, two armchairs, a coffee table, and a floor lamp. There is a painting on the wall and a door leading outside.

9. Sleep Inn & Suites Dover University Area

Sleep Inn & Suites Dover University Area
2.5 star property
Dover
8.4 out of 10, Very good, (1,000 reviews)
"Everything was great. The price is convenient and the location is safe"
United States
David
$84 nightly
The price is $93
Dec 2 - Dec 3
Total with taxes and fees
Sleep Inn & Suites Dover University Area
A lobby with a stone wall, a flat-screen TV, framed pictures, blue sofas, a fireplace, and a wooden bookshelf.

10. Comfort Suites Dover University Area

Comfort Suites Dover University Area
2.5 star property
Dover
7.2 out of 10, Good, (1,005 reviews)
"The room was very clean and the front desk staff was very friendly and kind."
United States
SOPHIA
$82 nightly
The price is $91
Nov 22 - Nov 23
Total with taxes and fees
Comfort Suites Dover University Area
A modern lobby with a grey sofa, blue armchairs, and a small table. There are artwork on the walls and a map.

11. Holiday Inn Express Hotel & Suites Dover by IHG

Holiday Inn Express Hotel & Suites Dover by IHG
2.5 star property
Dover
8.8 out of 10, Excellent, (1,003 reviews)
"Check in was easy and we enjoyed the breakfast and available coffee."
United States
Susan
$95 nightly
The price is $105
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn Express Hotel & Suites Dover by IHG
A hotel room with a large bed, a black leather sofa, a wooden table, two bedside tables with lamps, and a wall-mounted air conditioner.

12. Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (117 reviews)
"Convenient location"
United States
Emily
$93 nightly
The price is $99
Nov 16 - Nov 17
Total with taxes and fees
Relax Inn Smyrna Dover Coastal Gateway
A modern lobby with a reception desk, seating area, and a colorful carpet.

13. Fairfield Inn & Suites by Marriott Dover

Fairfield Inn & Suites by Marriott Dover
3.0 star property
Dover
8.6 out of 10, Excellent, (583 reviews)
"Very clean, easy/fast check in, good staff"
United States
Richard
$71 nightly
The price is $79
Dec 9 - Dec 10
Total with taxes and fees
Fairfield Inn & Suites by Marriott Dover
A modern dining area with a long table, multiple chairs, and pendant lighting.

14. Hampton Inn Dover

Hampton Inn Dover
2.5 star property
Dover
8.6 out of 10, Excellent, (1,001 reviews)
"The morning breakfast was great for our short overnight stay."
United States
DINA
$97 nightly
The price is $108
Dec 8 - Dec 9
Total with taxes and fees
Hampton Inn Dover
A spacious lobby with a central fountain, marble flooring, and columns with greenery.

15. Bally's Dover Casino Resort

Bally's Dover Casino Resort
4.0 star property
Dover
8.8 out of 10, Excellent, (3,823 reviews)
"Perfect stay"
United States
Lonnie
$90 nightly
The price is $98
Nov 23 - Nov 24
Total with taxes and fees
Bally's Dover Casino Resort
A hotel room with a bed, a TV, a sofa, a dresser, and a window with curtains.

16. Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown
2.0 star property
Dover
7.4 out of 10, Good, (1,009 reviews)
"Great place and a good area"
United States
Danny Enor Kofi
$70 nightly
The price is $78
Nov 12 - Nov 13
Total with taxes and fees
Red Roof Inn & Suites Dover Downtown
A row of motel rooms with stone walls and red doors.

17. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
$64 nightly
The price is $70
Nov 12 - Nov 13
Total with taxes and fees
Driftwood Inn
A modern hotel with a covered entrance, stone pillars, and a well-lit facade.

18. Wyndham Garden Dover

Wyndham Garden Dover
3.0 star property
Dover
6.2 out of 10, (1,003 reviews)
"Had a nice spacious bed, the water pressure was nice, and even though it felt like I was walking through a scene from the shining being a little creepy it was nice"
United States
Karla
$78 nightly
The price is $87
Dec 8 - Dec 9
Total with taxes and fees
Wyndham Garden Dover
A hotel room with two beds, a nightstand, a chair, and a window with curtains.

19. MHO Hotel Dover

MHO Hotel Dover
2.5 star property
Dover
4.0 out of 10, (165 reviews)
"the room was so dirty"
United States
Laura
$75 nightly
The price is $83
Nov 12 - Nov 13
Total with taxes and fees
MHO Hotel Dover
A hotel room with a bed, a sofa, a desk, and a TV.

20. Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway
2.5 star property
Dover
8.8 out of 10, Excellent, (1,000 reviews)
"Clean & the front desk was very helpful"
United States
Arthur
$86 nightly
The price is $96
Dec 8 - Dec 9
Total with taxes and fees
Comfort Inn & Suites Dover near Speedway
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.
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Where to stay near Massey

Massey, Maryland, offers a delightful blend of outdoor adventures and family-friendly activities. Explore charming nearby towns with rich history, beautiful scenery, and friendly locals. Whether you're seeking adventure or relaxation, the region promises a memorable experience for all travelers.

Galena

Discover Galena, a welcoming destination perfectly suited for families and adventure seekers who will appreciate its charming blend of outdoor activities and cultural experiences. With attractions like the scenic Skipjack Cove Yachting Resort, the historic Galena Town Hall, and the relaxing Galena Town Park, there's plenty to explore. Located about 4 miles from Massey, Galena offers a great choice for travelers looking to enjoy a memorable stay in a picturesque setting.

Millington

Experience the charm of Millington, an excellent hub for travelers seeking a blend of business, family, and nature. This inviting city offers access to outdoor adventures at Pinkney Park and the scenic beauty of nearby beaches and state parks. Visitors can also enjoy the unique atmosphere of Crumpton Auction and explore the recreational opportunities at Crumpton Park. Located about 4 miles by car from Massey, Millington is a smart choice for your next vacation getaway.

A steel arch bridge over a river with surrounding trees and buildings.

Middletown

Make the most of your visit by staying in Middletown, a haven for family travelers thanks to its blend of outdoor activities and city experiences. Explore the charming Middletown Historic District, visit the Historic Houses of Odessa, and enjoy the vibrant shopping centers that cater to all ages. Located about 15 miles away from Massey, Middletown offers easy access for a weekend getaway or a longer vacation. Choosing Middletown means embracing a delightful mix of history and convenience.

Cecilton

Immerse yourself in Cecilton, where families and nature enthusiasts can easily access beautiful parks, scenic hiking trails, and exciting motor racing activities. Just a short distance from Massey, this charming city invites visitors to explore attractions like the Bohemia Vista Marina and Church Street Park, perfect for outdoor adventures. With visitor numbers peaking in spring and summer, Cecilton offers a vibrant atmosphere year-round, making it a smart choice for your next getaway.

Crumpton

Travelers visiting the area often choose Crumpton, especially families and nature enthusiasts seeking a tranquil getaway. This charming city offers delightful experiences with its beautiful bay, scenic beach, and recreational spots like Pinkney Park. Visitors can also explore the historic Washington College, making it a perfect blend of relaxation and education. Located about 11 miles by car from Massey, Crumpton is a smart choice for a memorable vacation, providing budget-friendly options and plenty of outdoor activities.

Stay near popular attractions around Massey

Massey invites you to immerse yourself in its vibrant outdoor scene, perfect for family adventures and city getaways. Explore beautiful parks and marinas that offer endless opportunities for fun and relaxation, making it an ideal base for your next memorable vacation.
A lake surrounded by trees and grass.
Photo by Nic Nichols
Open Photo by Nic Nichols

Mount Harmon Plantation

8.0/10 (3 reviews)
Set the stage for your exploration of Mount Harmon Plantation, a historic gem in Earleville, Maryland, perfect for history buffs. This plantation offers a glimpse into the past with its rich cultural vibes. Located about 8 miles from Massey, it's an easily accessible site for a memorable visit.
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Top Massey Hotel Reviews

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

10/10 Excellent
"Staff was very friendly, including contacting us to let us know our room was ready a little bit before the normal check in which was welcome after a long drive. When I asked if they could give me suggestions on where to purchase white roses I was given several options and distances. Which was extremely helpful. And lastly, the woman that was taking care of the breakfast area was super sweet. She is really refreshing to have such easy conversation with, asking about our stay, what brought us into the area. The breakfast area was well stocked and very clean. So if I could give her more than 5 stars I absolutely would."
Pamela 2-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Middletown by IHG

More cheap stays in Massey

Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

652 N Dupont Hwy Dover DE
$70 nightly
The price is $78 total per night from Nov 12 to Nov 13
$78 total
Nov 12 - Nov 13
Total with taxes and fees
7.4/10 Good! (1,009 reviews)

Hotels in Massey with star-rating

Frequently asked questions

When is the best time to go to Massey?
The best time to go to Massey is during the spring (April to May) and fall (September to October) months when the weather is pleasant and comfortable for outdoor activities.

Spring in Massey brings mild temperatures, typically ranging from the 50s to 70s Fahrenheit (10-25°C). This season is ideal for exploring the natural beauty of the Eastern Shore, with blooming wildflowers and lush greenery. It's a great time for couples to enjoy scenic drives along the Chesapeake Country National Scenic Byway or visit local farms.

Fall also offers comfortable weather, with temperatures generally from the 50s to 70s Fahrenheit (10-25°C), and the added beauty of changing foliage. This period is superb for solo travelers interested in photography or attending local harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Massey.
How much is the nightly rate at a Massey hotel?
Prices for hotels in Massey often vary, but you can find a great deal from $78 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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