Book Hotels in Massey, MD
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Top Massey hotels

Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $132 total per night from Nov 8 to Nov 9
$132 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is provided ...
"Beautiful hotel. Respectful kind staff. We were disappointed that the pool was down. We booked for the indoor pool only to learn it was being maintenance when we arrived."
Reviewed on Oct 29, 2026

Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Nov 8 to Nov 9
$80 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, laundry facilities, and free newspapers are also on ...
"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. ..."
Reviewed on Nov 1, 2026

Wyndham Garden Dover
561 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Nov 3 to Nov 4
$80 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"Clean room. AC. Parking"
Reviewed on Nov 1, 2026

Bally's Dover Casino Resort
1131 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $89 total per night from Dec 3 to Dec 4
$89 total
Dec 3 - Dec 4
Total with taxes and fees
A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public ...

Comfort Inn & Suites Dover near Speedway
764 Dover Leipsic Road Dover DE
Fully refundable
$84 nightly
The price is $93 total per night from Nov 22 to Nov 23
$93 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A business center, free WiFi in public ...

Comfort Suites Dover University Area
1654 N Dupont Hwy Dover DE
Fully refundable
$77 nightly
The price is $85 total per night from Nov 22 to Nov 23
$85 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...

Red Roof Inn & Suites Dover Downtown
652 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Nov 3 to Nov 4
$78 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...

MHO Hotel Dover
348 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Nov 6 to Nov 7
$105 total
Nov 6 - Nov 7
Total with taxes and fees
This hotel features a garden, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Dry cleaning is provided and the ...

Quality Inn Smyrna
190 Stadium St, Gateway North Plaza Smyrna DE
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $89 total per night from Dec 1 to Dec 2
$89 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
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.
Frequently asked questions
Recent Massey hotel reviews by fellow wanderers

Red Roof Inn & Suites Chestertown
4 out of 5
Posted 12 hours ago
Travelocity Verified Review
"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."
A verified traveler stayed at Red Roof Inn & Suites Chestertown
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