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Find 2 Star Hotels in Middletown, VA from $61

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Our top choices for Middletown 2-star hotels

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1081)
"Good price, good location "
United States
George
$68 nightly
The price is $74
Jan 11 - Jan 12, 2026
Total with taxes and fees
Travelodge by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1001)
"Friendly Staff, clean room."
Canada
Frank
$71 nightly
The price is $79
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1076)
"Very clean, helpful staff"
United States
Kathleen
$101 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1375)
"Excellent accommodations"
United States
Loretta
$72 nightly
The price is $78
Jan 11 - Jan 12, 2026
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"Staff, clean room, very comfortable bed!"
United States
Terri
$99 nightly
The price is $112
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Winchester-University/Mall Area

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (776)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
$107 nightly
The price is $117
Dec 14 - Dec 15
Total with taxes and fees
SpringHill Suites by Marriott Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
$71 nightly
The price is $77
Jan 5 - Jan 6, 2026
Total with taxes and fees
TRU By Hilton Winchester

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1000)
"Great place to stay. Clean, friendly and safe. Would stay again. "
United States
Beverly
$92 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Inn Woodstock Shenandoah

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very Good, (1003)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
$68 nightly
The price is $77
Dec 12 - Dec 13
Total with taxes and fees
Motel 6 Winchester, VA

Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1001)
"Really friendly staff, room was clean and perfect for our family and dog. "
United States
Sabrina
$60 nightly
The price is $66
Jan 1 - Jan 2, 2026
Total with taxes and fees
Red Roof Inn Winchester, VA

Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1001)
"Loved our stay"
United States
Tara
$93 nightly
The price is $104
Dec 30 - Dec 31
Total with taxes and fees
Hampton Inn & Suites Woodstock, VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1001)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
$107 nightly
The price is $119
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1003)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
$59 nightly
The price is $66
Dec 12 - Dec 13
Total with taxes and fees
Super 8 by Wyndham Front Royal

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (846)
"Super friendly reception and perfectly clean room. "
United States
Dwight
$103 nightly
The price is $117
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
$55 nightly
The price is $61
Dec 23 - Dec 24
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (481)
"Very comfortable stay"
United States
Jose David
$68 nightly
The price is $73
Dec 18 - Dec 19
Total with taxes and fees
Days Inn by Wyndham Winchester

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1001)
"The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. "
United States
tyshia
$68 nightly
The price is $74
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleep Inn & Suites Winchester near University

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1000)
"Rooms were clean. Pleasant and professional staff. Good breakfast."
United States
Lora
$100 nightly
The price is $112
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1001)
"Great stay"
United States
Jaron
$76 nightly
The price is $82
Dec 17 - Dec 18
Total with taxes and fees
Quality Inn Winchester

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (543)
"Very clean room, excellent staff!!!"
United States
James
$78 nightly
The price is $85
Jan 3 - Jan 4, 2026
Total with taxes and fees
Candlewood Suites Winchester by IHG
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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.

Learn more about Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC.  Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Top Middletown Hotel Reviews

Find out more about Middletown

When you've got to get away to a new or favorite destination without breaking the bank, Middletown awaits with comfortable 2 Star hotels and a change of scenery. Stay on your feet visiting top attractions that draw of visitors, or sip a cup of coffee nearby and watch the world around you. You're about to find out why both locals and travelers love this place.

The Right Place at the Ideal Price

Thanks to budget-friendly prices and traveler-friendly amenities, you'll find 2 Star Hotel that meets your vacation needs. Stay here and be one of the first guests to leave a review and share your thoughts. So, savor the comfort of a well-kept room and attentive hospitality. When you book with Expedia, you can stay all over the world, and the journey starts in Middletown.

Reserve a 2-Star 2 Star Hotel

Plan your trip to Middletown now with Expedia's easy online travel booking and start relaxing before you even leave the house. Recently, traveling to this region has become cheaper due to more supply. Take advantage of the 2 Star Hotel availability and easy-going atmosphere.

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