Hotels near Wayside Theater

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23 Dec - 24 Dec
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26 Dec - 28 Dec
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Our top choices for Wayside Theater hotels

Dining
Wayside Inn

Wayside Inn

Wayside Inn
3.5 star property
< 0.1 km from Wayside Theater
9.2 out of 10, Wonderful, (418)
"Historic inn. "
United States
David
The price is S$115
includes taxes & fees
28 Dec - 29 Dec
Wayside Inn
Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
0.9 km from Wayside Theater
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
The price is S$98
includes taxes & fees
25 Dec - 26 Dec
Econo Lodge Inn & Suites Middletown - Winchester South
Property amenity
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
10.6 km from Wayside Theater
9.6 out of 10, Exceptional, (556)
"Very good overall experience."
United States
Douglas
The price is S$170
includes taxes & fees
28 Dec - 29 Dec
TownePlace Suites by Marriott Front Royal
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
12.3 km from Wayside Theater
9.4 out of 10, Exceptional, (1090)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is S$136
includes taxes & fees
5 Jan - 6 Jan, 2026
Comfort Inn & Suites Winchester
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
5.8 km from Wayside Theater
9.0 out of 10, Wonderful, (1001)
"Great stay."
United States
Kenneth
The price is S$162
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley
Garden
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
16.7 km from Wayside Theater
9.6 out of 10, Exceptional, (174)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is S$309
includes taxes & fees
21 Jan - 22 Jan, 2026
L'Auberge Provencale Inn & Restaurant
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
9.6 km from Wayside Theater
9.0 out of 10, Wonderful, (1006)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is S$139
includes taxes & fees
30 Dec - 31 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
10.6 km from Wayside Theater
9.0 out of 10, Wonderful, (1000)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is S$163
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn Front Royal
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
18.2 km from Wayside Theater
9.2 out of 10, Wonderful, (2239)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is S$138
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
6.7 km from Wayside Theater
8.4 out of 10, Very good, (1000)
"Breakfast was delicious "
United States
Robert
The price is S$102
includes taxes & fees
1 Jan - 2 Jan, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
12.5 km from Wayside Theater
8.8 out of 10, Excellent, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is S$116
includes taxes & fees
18 Jan - 19 Jan, 2026
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
17.4 km from Wayside Theater
9.0 out of 10, Wonderful, (1005)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is S$119
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
18.1 km from Wayside Theater
9.0 out of 10, Wonderful, (1002)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is S$113
includes taxes & fees
11 Jan - 12 Jan, 2026
Spark by Hilton Winchester
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
19.4 km from Wayside Theater
9.0 out of 10, Wonderful, (919)
"comfortable room, amenities and staff"
United States
Prashant
The price is S$150
includes taxes & fees
30 Dec - 31 Dec
Courtyard by Marriott Winchester
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
17.7 km from Wayside Theater
9.0 out of 10, Wonderful, (800)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is S$130
includes taxes & fees
25 Dec - 26 Dec
Fairfield Inn & Suites by Marriott Winchester
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
7.8 km from Wayside Theater
8.2 out of 10, Very good, (807)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is S$101
includes taxes & fees
3 Jan - 4 Jan, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
In-room safe, desk, laptop workspace, blackout curtains
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
18.3 km from Wayside Theater
8.8 out of 10, Excellent, (545)
"Very clean room, excellent staff!!!"
United States
James
The price is S$109
includes taxes & fees
3 Jan - 4 Jan, 2026
Candlewood Suites Winchester by IHG
Fitness facility
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
18.2 km from Wayside Theater
9.0 out of 10, Wonderful, (1002)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is S$148
includes taxes & fees
4 Jan - 5 Jan, 2026
Hampton Inn Winchester-University/Mall Area
Interior
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
18 km from Wayside Theater
8.8 out of 10, Excellent, (512)
"Great hotel"
United States
DONNA D
The price is S$147
includes taxes & fees
30 Dec - 31 Dec
Hilton Garden Inn Winchester
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
18 km from Wayside Theater
8.6 out of 10, Excellent, (1085)
"Clean rooms, easy check in"
United States
Leslie
The price is S$95
includes taxes & fees
14 Jan - 15 Jan, 2026
Travelodge by Wyndham Winchester
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.
View all properties

Top Wayside Theater Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Clean"
Tim 3-night trip
Posted 4 days ago
Travelodge by Wyndham Winchester

Hotels near other Wayside Theater attractions

Belle Grove Plantation

Find out about the history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
See properties

Cedar Creek and Belle Grove National Historical Park

Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.
See properties

Frequently asked questions

What's the area like around Wayside Theater?
Wayside Theater is located in an area of Middletown known for its interesting historical sites. You'll find 15 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Wayside Theater?
Econo Lodge Inn & Suites Middletown - Winchester South is one of the top choices for your stay based on our traveller data, and this hotel offers free parking and a bar. It's located just a short 0.5 mi (0.9 km) from Wayside Theater. Other good choices within a few miles include Ramada by Wyndham Strasburg/Shenandoah Valley and Fairfield Inn & Suites Strasburg Shenandoah Valley.
How many hotels will I be able to find near Wayside Theater?
Expedia has 15 hotels and other accommodation options a few miles from Wayside Theater.
If I need to cancel the hotel reservation for my stay near Wayside Theater, will I receive a refund?
Yes, the majority of room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available near Wayside Theater.
What can I see and do near Wayside Theater?
Belle Grove Plantation, Cedar Creek Battlefield Foundation and Hupp's Hill Civil War Park are landmarks that you won't want to miss. You might plan a visit to Valerie Hill Winery or Jackson's Chase Golf Course while you're in the area. A visit to Cedar Creek and Belle Grove National Historical Park is worth the trip when you're visiting.