Book Hotels in Massey, MD

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Top Massey hotels

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr Middletown DE
Fully refundable
$105 nightly
The price is $117 total per night from Sep 13 to Sep 14
$117 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
"S"

Reviewed on Aug 23, 2026

Opens in a new windowHoliday Inn Express & Suites Middletown by IHG
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
Fully refundable
$104 nightly
The price is $116 total per night from Sep 13 to Sep 14
$116 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
"While this will always be our go to place in Chestertown, MD, unfortunately the elevator broke down on Sunday. I know that was unforeseen and I don’t fault the staff for the problem. Knowing them it will be running ASAP."

Reviewed on Aug 23, 2026

Opens in a new windowComfort Inn & Suites Chestertown
Wyndham Garden Dover

Wyndham Garden Dover

3 out of 5
561 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Aug 24 to Aug 25
$85 total
Aug 24 - Aug 25
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 ...
"The location was great for what I needed it for, the front desk staff was friendly. The room had a stale odor and the carpet wasn’t the most pleasing. No microwave or fridge but they did have a keurig in the room with k-cups.l; though I didn’t try it to see if it worked."

Reviewed on Aug 22, 2026

Opens in a new windowWyndham Garden Dover
MHO Hotel Dover

MHO Hotel Dover

2.5 out of 5
348 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Aug 24 to Aug 25
$99 total
Aug 24 - Aug 25
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 ...
"The night I checked in the room was not ready and the bathroom didn’t have toilet paper, toilet paper holder was not even there. Therefore, the next my wife and I had to move to another room, and when we were in, tv was not working, no room service and table lamp neither. And the white thin towels ..."

Reviewed on Aug 22, 2026

Opens in a new windowMHO Hotel Dover
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
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
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 ...
Opens in a new windowBally's Dover Casino Resort
Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

2.5 out of 5
764 Dover Leipsic Road Dover DE
Fully refundable
$90 nightly
The price is $99 total per night from Sep 22 to Sep 23
$99 total
Sep 22 - Sep 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 ...
Opens in a new windowComfort Inn & Suites Dover near Speedway
Holiday Inn Express Hotel & Suites Dover by IHG

Holiday Inn Express Hotel & Suites Dover by IHG

2.5 out of 5
1780 N Dupont Hwy Dover DE
Fully refundable
$105 nightly
The price is $117 total per night from Aug 30 to Aug 31
$117 total
Aug 30 - Aug 31
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 ...
Opens in a new windowHoliday Inn Express Hotel & Suites Dover by IHG
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
411 MERRIMAC AVENUE Middletown DE
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $132 total per night from Aug 30 to Aug 31
$132 total
Aug 30 - Aug 31
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 ...
Opens in a new windowFairfield Inn & Suites by Marriott Middletown
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 $83 total per night from Sep 8 to Sep 9
$83 total
Sep 8 - Sep 9
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 ...
Opens in a new windowRed Roof Inn & Suites Dover Downtown
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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

What are the top kid-friendly hotels in Massey?
Take some of the troubles out of traveling with little ones by staying in a family-friendly hotel in Massey. From useful amenities to additional services, these stays feature perks that'll make your getaway smooth sailing: Riverfront Country House on The Sassafras River will help make your adventure the most memorable one yet. It comes with an assortment of nice little touches, such as a king bed and a firepit. Be persuaded to experience this vintage cottage by the Sassa is another great choice. After a long day of sightseeing, come back home to your comfy room and perks like a playground and cycling.
Where can I find cheap hotels in Massey?
At Travelocity you'll find really nice hotels in Massey at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Massey rather than in Massey. We may find you even better rates, too.
How do I find the best Massey hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Massey then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Massey?
The cheapest hotel in Massey is $83. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Massey?
There are 333 hotels in Massey on Travelocity.
What are the best hotels in Massey?
Massey has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Massey for you!
When is the best time to visit Massey?
If you want the joy of a fun-filled trip in peak season, visit Massey during February, March and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, November and December.
When is the cheapest time to stay in Massey?
Based on historic data is usually the cheapest month to visit Massey. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Massey?
There are multiple hotels in Massey that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Massey. We have plenty of kid-friendly hotels in Massey to choose from on Travelocity!
Why book a hotel in Massey through Travelocity?
Because we have the top hotels in Massey! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Massey on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Massey hotel reviews by fellow wanderers

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"While this will always be our go to place in Chestertown, MD, unfortunately the elevator broke down on Sunday. I know that was unforeseen and I don’t fault the staff for the problem. Knowing them it will be running ASAP."
A verified traveler stayed at Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown

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