Title: 2 Stars Hotels in Middletown, Virginia from CA $85 - Find Cheap Middletown Hotels With 2 Stars | Expedia.ca

[Middletown Travel Guide](https://expedia.ca/Middletown.dx12013)[Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d12013.Travel-Guide-Flights)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d12013.Destination-Travel-Guides)

![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!](https://images.trvl-media.com/place/12013/db58f126-7d10-4018-a689-28fc2b700f21.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Samantha Keyes

# 2 Stars Hotels in Middletown, Virginia from CA $85

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## Check availability on Middletown 2 Star Hotels

Tonight

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown 2-star hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/bf0bfb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/e1711cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

Winchester

8.6/10

Excellent

(1081)

"Good price, good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George

CA $94

CA $102 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/69b7649a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/4bbed885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ramada by Wyndham Strasburg/Shenandoah Valley

[](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

Strasburg

8.2/10

Very good

(1001)

"Friendly Staff, clean room."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Frank

CA $98

CA $110 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/c6c8c1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Winchester

[](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

Winchester

9.4/10

Exceptional

(1072)

"Very clean, helpful staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

CA $138

CA $150 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/7284efb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3eaf7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

Winchester

9.2/10

Wonderful

(1377)

"Excellent accommodations"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Loretta

CA $100

CA $109 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/c10d527c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/9346d5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winchester-University/Mall Area

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

Winchester

9.0/10

Wonderful

(1000)

"Staff, clean room, very comfortable bed!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terri

CA $137

CA $155 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/67555e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/636f5ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Winchester

[](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

Winchester

9.6/10

Exceptional

(777)

"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yolanda

CA $148

CA $161 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/0c5c6174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/e84bf2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TRU By Hilton Winchester

[](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

Winchester

9.0/10

Wonderful

(766)

"The hotel was clean and the staff was pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherri

CA $98

CA $107 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/6fc2cc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/1b0ebaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/be978095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Woodstock Shenandoah

[](https://www.expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information)

Woodstock

8.8/10

Excellent

(1000)

"Great place to stay. Clean, friendly and safe. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beverly

CA $127

CA $143 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information)

![Coffee service](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/3bfa30f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/cbb69f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/7d3e25f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Winchester, VA

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

Winchester

8.2/10

Very good

(1001)

"Very good and convenient budget motel in Winchester, happy to recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane

CA $94

CA $106 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

![Desk, blackout drapes, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9e309977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/ae590780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/3558059b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/7b28bc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Winchester, VA

[](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information)

Winchester

7.4/10

Good

(1002)

"Really friendly staff, room was clean and perfect for our family and dog. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabrina

CA $83

CA $91 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information)

![Indoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/79c45bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/a3047346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/53fbbcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/84eb785d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Woodstock, VA

[](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information)

Woodstock

8.8/10

Excellent

(1001)

"Loved our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara

CA $127

CA $142 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/6c4fd659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Front Royal

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1002)

"Room was spotless, place was quiet and our welcome at the desk was perfect"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Merrill

CA $148

CA $164 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/a71565c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/d565eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/4749606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Front Royal

[](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

Front Royal

7.6/10

Good

(1005)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa

CA $81

CA $90 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/2fa2dbbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/ca692cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/5daa33ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/1d5ecc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winchester N/Conference Center, VA

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information)

Winchester

9.2/10

Wonderful

(846)

"Super friendly reception and perfectly clean room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dwight

CA $142

CA $161 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information)

![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Non Smoking, Hot Tub](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/48177602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/03d5d9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Front Royal Near Shenandoah National Park

[](https://www.expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information)

Front Royal

6.4/10

(916)

"Staff was very kind! Had a nice time!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rio Ashley

CA $76

CA $85 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/286743b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/c92a2849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/174386aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/9c0948f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information)

Winchester

6.6/10

(482)

"Very comfortable stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose David

CA $93

CA $101 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/502f6bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/c9f83fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/8f2087d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Winchester near University

[](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information)

Winchester

7.8/10

Good

(1002)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

tyshia

CA $94

CA $102 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/e45798f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/bf7b57d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/064fbf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/d67c8cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Woodstock-Shenandoah Valley by IHG

[](https://www.expedia.ca/Luray-Hotels-Holiday-Inn-Express-Woodstock-Shenandoah-Valley.h20598.Hotel-Information)

Woodstock

9.0/10

Wonderful

(1000)

"Excellent hotel. Rooms were clean, food was good. Staff was great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy

CA $138

CA $155 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Luray-Hotels-Holiday-Inn-Express-Woodstock-Shenandoah-Valley.h20598.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c5cff2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Winchester

[](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

Winchester

9.2/10

Wonderful

(1001)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaron

CA $104

CA $113 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/9604e34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3888f228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Winchester by IHG

[](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

Winchester

8.8/10

Excellent

(543)

"Very clean room, excellent staff!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $108

CA $117 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Middletown.

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East Winchester VA

CA $141

CA $154 total

Jan 12 - Jan 13, 2026

includes taxes & fees

9.2/10 Wonderful! (2,221 reviews)

[](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd Winchester VA

CA $116

CA $126 total

Jan 11 - Jan 12, 2026

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

[](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

CA $174

CA $198 total

Dec 21 - Dec 22

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

[](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Middletown.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20)

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=12013&star=20&star=20&amenities=WATER_PARK)

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.

[See all hotels in Middletown](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&adults=2&regionId=12013)

![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!](https://images.trvl-media.com/place/12013/db58f126-7d10-4018-a689-28fc2b700f21.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high)

Photo by Samantha Keyes

## Top Middletown Hotel Reviews

![Econo Lodge Inn & Suites](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f_y.jpg)

### Econo Lodge Inn & Suites

10/10 Excellent

"Room was fine."

[](https://expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information)

## Find out more about Middletown

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Middletown, Middletown you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Middletown are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Middletown.

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