Middleway Hotels

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Middleway hotels

Travelodge by Wyndham Brunswick near Frederick

2.0 star property
9.0 out of 10, Wonderful, (334)
"The dinner had excellent food. All the staff members were so helpful and the room was so clean you would have thought we were the first guests to use the room! The next time we visit family we will definitely stay at this hotel."
The price is P4,682
P5,197 total
includes taxes & fees
Jan 29 - Jan 30
Travelodge by Wyndham Brunswick near Frederick

Holiday Inn Express & Suites Brunswick - Harpers Ferry Area, an IHG Hotel

2.5 star property
9.6 out of 10, Exceptional, (334)
"I would definitely stay at this hotel again"
The price is P6,914
P7,675 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area, an IHG Hotel

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (222)
"The manor and the surrounding area is very pretty. Olga takes good care of you and is very responsive to your needs. She makes great omelettes! The room was clean and well furnished. Everything worked as it should and it was a nice balance between a hotel room and a bed and breakfast room. "
The price is P8,789
P10,019 total
includes taxes & fees
Jan 26 - Jan 27
Loudoun Valley Manor

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (88)
"It was good"
The price is P11,792
P13,442 total
includes taxes & fees
Jan 26 - Jan 27
Stone Manor Boutique Inn

The Hillside Hotel

2.5 star property
7.0 out of 10, Good, (395)
"Very nice and friendly staff, very accommodating but the bathroom was never cleaned after previous guest left. I found hairs on the blanket. Microwave was broken. "
The price is P3,984
P4,462 total
includes taxes & fees
Jan 27 - Jan 28
The Hillside Hotel

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (179)
"In the country with great views."
The price is P10,040
P12,416 total
includes taxes & fees
Jan 20 - Jan 21
Antietam Overlook Farm

Airwell Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (34)
"An absolutely beautiful place that was so comfortable that you didn't want to leave. The breakfasts were super yummy and filling. Lisa and Todd were so welcoming and you can tell that they love running a BnB!!! We had such a wonderful stay and look forward to returning 😍"
The price is P12,012
P13,693 total
includes taxes & fees
Jan 20 - Jan 21
Airwell Bed and Breakfast

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"The staff was very nice accommodating. They have renovations so it is understandable that it was a bit messy."
The price is P4,843
P5,425 total
includes taxes & fees
Jan 29 - Jan 30
Quality Inn

Light Horse Inn

3.5 star property
9.2 out of 10, Wonderful, (45)
"We intend to return for a 2nd visit to the Inn."
The price is P8,218
P8,793 total
includes taxes & fees
Jan 23 - Jan 24
Light Horse Inn

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (67)
"The staff was friendly, the room was clean and the location was convenient for what we wanted to do. "
The price is P8,496
P9,516 total
includes taxes & fees
Jan 20 - Jan 21
Cantuta Inn

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great hotel I would most certainly stay again!! "
The price is P5,229
P5,857 total
includes taxes & fees
Jan 29 - Jan 30
Clarion Inn Harpers Ferry - Charles Town

Mountain Chic Retreat by RedAwning

3.0 star property
The price is P9,043
P25,041 total
includes taxes & fees
Jan 21 - Jan 22
Mountain Chic Retreat by RedAwning

Motel 6 Charles Town, WV

2.0 star property
7.6 out of 10, Good, (674)
"It was close to the casino. "
The price is P3,779
P4,232 total
includes taxes & fees
Jan 22 - Jan 23
Motel 6 Charles Town, WV

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1001)
"Staff was wonderful and very freindly"
The price is P7,421
P8,311 total
includes taxes & fees
Jan 29 - Jan 30
Hampton Inn & Suites Charles Town

Holiday Inn Express Charles Town, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Staff was very nice and hotel was in good shape. Only negative was the fire alarm going off twice for short duration at 1:30 in the morning. "
The price is P6,152
P6,952 total
includes taxes & fees
Jan 30 - Jan 31
Holiday Inn Express Charles Town, an IHG Hotel

Home2 Suites by Hilton Charles Town

3.0 star property
9.6 out of 10, Exceptional, (707)
"The staff was very helpful and attentive. The amenities were we upkept. My only request would be for staff to clean the rooms more thoroughly if a pet was in the room. The was animal hair on the couch that got on clothing and on my slippers. I decided to throw the slippers away before leaving the room."
The price is P8,915
P9,985 total
includes taxes & fees
Jan 29 - Jan 30
Home2 Suites by Hilton Charles Town

The Inn at Charles Town

3.0 star property
8.6 out of 10, Excellent, (432)
"The Inn at charlestown was amazing from the staff, the room especially the bed. Me and my mom had a very relaxing time while celebrating my birthday on Dec 25th. The only issue i had was walkiing through secondhand smoke in order to reach the non-smoking section in the back of the casino (that still carried the smell), other than that i had a good time at the casino."
The price is P6,679
P8,067 total
includes taxes & fees
Feb 11 - Feb 12
The Inn at Charles Town

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (911)
"LOVE THIS PLACE. It’s a little bit old but EVERYONE IS SO NICE AND friendly. The rooms are spacious and some have smoking rooms. The bar is fun and slots are good too. "
The price is P3,691
P4,171 total
includes taxes & fees
Jan 26 - Jan 27
Rodeway Inn & Suites - Charles Town, WV

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.2 out of 10, Very Good, (1000)
"Close to dining n casino......parking a bit tight...."
The price is P3,652
P4,126 total
includes taxes & fees
Jan 21 - Jan 22
Days Inn by Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.2 out of 10, Good, (174)
"Very kind staffs~~~"
The price is P3,735
P4,222 total
includes taxes & fees
Jan 19 - Jan 20
Travelodge By Wyndham Charles Town/Harpers Ferry
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.
Don't see what you're looking for?
See all available properties in Middleway
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Where is the best place to stay in Middleway?

La Quinta Inn & Suites by Wyndham Winchester, located 13.4 mi (21.6 km) from the heart of Middleway, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Microtel Inn & Suites by Wyndham Winchester and Spark by Hilton Winchester. See all available top hotels, or vacation rentals in Middleway.

If I need to cancel my hotel reservation in Middleway, will I receive a refund?

Yes! Most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middleway.

Where can I learn more about changing or cancelling my trip to Middleway?

For more information about rescheduling or cancelling your trip to Middleway, click here.

What are some hotels with pools in Middleway?

The George Washington Hotel, A Wyndham Grand Hotel: 3.5-star hotel located near Winchester Medical Center. Features 2 restaurants, a pool, and a full-service spa. Country Inn & Suites by Radisson, Winchester, VA and Travelodge by Wyndham Winchester are a couple of other choices with an onsite pool. View all hotels with pools in Middleway.

What is staying in Middleway like?

Visitors to Middleway are sure to find plenty to explore and enjoy. There are 612 hotels and other accommodations in the surrounding area. Find out more about Middleway.

What should I see while I'm in Middleway?

Places to visit in the wider area include Summit Point Motorsports Park, Old Opera House, and Jefferson County Courthouse. You'll also find Hollywood Casino at Charles Town Races and Mackintosh Fruit Farm in the area. Check out what more to see and do in Expedia's Middleway guide.

What's the weather like in Middleway?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middleway is 43 inches.