A stone tower with a staircase leading up to it.

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Our top choices for Middletown hotels

Tru By Hilton Hagerstown

Tru By Hilton Hagerstown
2.5 star property
Hagerstown
9.6 out of 10, Exceptional, (50 reviews)
"Location was very nice place and Quiet Area Room was very clean and stafe member helpful Brakefast we’re delicious 😉😊"
United States
Mansour A
The price is NZ$224
includes taxes & fees
20 July - 21 July
Tru By Hilton Hagerstown

Holiday Inn Express Greencastle by IHG

Holiday Inn Express Greencastle by IHG
2.5 star property
Greencastle
8.8 out of 10, Excellent, (633 reviews)
"Nice place to stay"
United States
Anna
The price is NZ$207
includes taxes & fees
5 July - 6 July
Holiday Inn Express Greencastle by IHG

Hillside Inn & Suite

Hillside Inn & Suite
2.5 star property
Martinsburg
7.8 out of 10, Good, (147 reviews)
"Very friendly staff, room was clean."
United States
Jeannine
The price is NZ$109
includes taxes & fees
1 July - 2 July
Hillside Inn & Suite

Comfort Inn Aikens Center

Comfort Inn Aikens Center
2.5 star property
Martinsburg
9.0 out of 10, Wonderful, (1,006 reviews)
"The rooms were clean, the staff was very helpful, the parking was great."
United States
Wilma
The price is NZ$170
includes taxes & fees
26 July - 27 July
Comfort Inn Aikens Center

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro
2.0 star property
Waynesboro
7.0 out of 10, Good, (791 reviews)
"The parking spaces were very narrow. The room was very clean. I’d stay there again."
United States
Michael
The price is NZ$132
includes taxes & fees
2 July - 3 July
Days Inn by Wyndham Waynesboro

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (308 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is NZ$264
includes taxes & fees
8 July - 9 July
Loudoun Valley Manor

Quality Inn Shepherdstown

Quality Inn Shepherdstown
2.5 star property
Shepherdstown
8.0 out of 10, Very good, (260 reviews)
"Front desk staff was friendly, interior of property was clean and the cleaning staff was very nice. Location was fantastic!!"
United States
Abigail
The price is NZ$185
includes taxes & fees
5 July - 6 July
Quality Inn Shepherdstown

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,002 reviews)
"Great location and nice comfy room. Staff very friendly and helpful. Solid breakfast."
United States
Dan
The price is NZ$195
includes taxes & fees
6 July - 7 July
Clarion Inn Harpers Ferry - Charles Town

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD
3.0 star property
Hagerstown
8.6 out of 10, Excellent, (1,301 reviews)
"Clean rooms, nice staff and good breakfast."
United States
James
The price is NZ$205
includes taxes & fees
21 July - 22 July
Country Inn & Suites by Radisson, Hagerstown, MD

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown
3.0 star property
Hagerstown
9.4 out of 10, Exceptional, (688 reviews)
"great hotel"
United States
Michelle
The price is NZ$219
includes taxes & fees
21 July - 22 July
Fairfield Inn & Suites by Marriott Hagerstown

Tru By Hilton Martinsburg

Tru By Hilton Martinsburg
2.5 star property
Martinsburg
9.4 out of 10, Exceptional, (557 reviews)
"Breakfast was good, showers were great, loved the patio, staff were nice and it was dog friendly"
United States
Stacy
The price is NZ$194
includes taxes & fees
26 July - 27 July
Tru By Hilton Martinsburg

Hampton Inn Hagerstown

Hampton Inn Hagerstown
2.5 star property
Hagerstown
9.4 out of 10, Exceptional, (1,006 reviews)
"Friendly staff and very clean rooms with comfy beds!"
United States
Katherine
The price is NZ$210
includes taxes & fees
26 July - 27 July
Hampton Inn Hagerstown

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick
2.5 star property
Frederick
9.4 out of 10, Exceptional, (855 reviews)
"Clean and great stay."
United States
Richard
The price is NZ$246
includes taxes & fees
29 July - 30 July
SpringHill Suites by Marriott Frederick

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean rooms, great breakfast, friendly staff."
United States
Monica
The price is NZ$210
includes taxes & fees
6 July - 7 July
Holiday Inn Express Charles Town by IHG

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.8 out of 10, Good, (1,007 reviews)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is NZ$132
includes taxes & fees
2 July - 3 July
Days Inn by Wyndham Charles Town/Harpers Ferry

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,003 reviews)
"Wonderful place to stay"
United States
Jeremiah
The price is NZ$153
includes taxes & fees
13 July - 14 July
Rodeway Inn & Suites Charles Town

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
8.8 out of 10, Excellent, (1,005 reviews)
"Enjoyed the stay and the staff provided outstanding customer service. I would highly recommend this hotel."
United States
Samuel
The price is NZ$181
includes taxes & fees
28 July - 29 July
Quality Inn Harpers Ferry - Charles Town

Best Western Historic Frederick

Best Western Historic Frederick
2.5 star property
Frederick
8.0 out of 10, Very good, (1,007 reviews)
"It was a good place to stay. Good breakfast. Great location."
United States
Ed
The price is NZ$171
includes taxes & fees
5 July - 6 July
Best Western Historic Frederick

Red Roof Inn Hagerstown - Williamsport, MD

Red Roof Inn Hagerstown - Williamsport, MD
2.0 star property
Williamsport
7.2 out of 10, Good, (976 reviews)
"Always easy and nice stay here !! Staff is the BEST!!"
United States
Michele
The price is NZ$172
includes taxes & fees
1 July - 2 July
Red Roof Inn Hagerstown - Williamsport, MD

Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area
2.0 star property
Hagerstown
8.6 out of 10, Excellent, (1,001 reviews)
"Very clean and excellently run. Have stayed there often and will again."
United States
James
The price is NZ$168
includes taxes & fees
1 July - 2 July
Super 8 by Wyndham Hagerstown/Halfway Area
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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Stay near popular Middletown attractions

Learn more about Middletown

Nestled in the scenic Middletown Valley, this historic town offers charming Main Street shops and the annual Middletown Heritage Festival each September. Outdoor enthusiasts can explore nearby South Mountain State Park's hiking trails or visit local wineries for tastings with spectacular valley views.

A stone tower with a staircase leading up to it.

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Recent Reviews in Middletown

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Frequently asked questions

What is the best area to stay in Middletown?
The best area to stay in Middletown, Maryland, is within the town centre, particularly around Main Street.

This area offers a convenient base for exploring the town on foot. Main Street is where you'll find most of Middletown's local shops, restaurants, and historic buildings. It's a pleasant street for a stroll, with the Middletown Historical Society Museum and several local eateries dotted along it.

For couples looking for a relaxed getaway, staying near Main Street is ideal. You'll be able to enjoy quiet evenings out at local restaurants and easily access the town's small-town charm. The proximity to scenic drives through the Middletown Valley also makes it a great starting point for exploring the surrounding countryside.

Families will also find the town centre suitable, especially if they appreciate a quieter setting away from larger cities. There are parks nearby, and the unhurried pace of the town allows for a stress-free visit.
When is the best time to go to Middletown?
The best time to visit Middletown, Maryland, is during the spring (April to June) and autumn (September to October) months. These periods offer the most pleasant weather for exploring the area.

Spring brings blooming flowers and comfortable temperatures, making it ideal for outdoor activities like hiking or visiting local farms. The air is fresh, and the countryside is vibrant with new growth, great for those who enjoy scenic drives and gentle walks.

Autumn is equally delightful, with crisp air and stunning foliage as the leaves change colour across the Middletown Valley. This season is particularly appealing for couples or solo travellers who appreciate picturesque landscapes and outdoor pursuits without the heat of summer.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 Middletown.
How can I save on a hotel booking in Middletown with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Middletown hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Middletown?
Prices for hotels in Middletown often vary, but you can find a great deal from NZ$120 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 our cheapest rates.

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