---
title: "Top 10 Hotels in Ashby, VA (from $65) 2026 - Competitive Prices | Expedia"
description: "Find 361 of the best hotels in Ashby, VA in 2026. Compare room rates, hotel reviews and availability. Most hotels are fully refundable."
canonical: "https://www.expedia.com/Ashby-Hotels.d553248635976006628.Travel-Guide-Hotels"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-15T13:08:37Z
---

Plan your trip

- [Ashby Travel Guide](https://www.expedia.com/Ashby.dx553248635976006628)
- [Flights to Ashby](https://www.expedia.com/Cheap-Flights-To-Ashby.d553248635976006628.Travel-Guide-Flights)
- [Things to do in Ashby](https://www.expedia.com/Things-To-Do-In-Ashby.d553248635976006628.Travel-Guide-Activities)
- [Car Rentals in Ashby](https://www.expedia.com/Car-Rentals-In-Ashby.d553248635976006628.Car-Rental-Guide)
- [Ashby Vacation Packages](https://www.expedia.com/Ashby.d553248635976006628.Destination-Travel-Guides)
- [Vacation Rentals in Ashby](https://www.expedia.com/Ashby-Vacation-Rentals.d553248635976006628.Travel-Guide-VacationRentals)

# Find hotels in Ashby, VA from $65

## Go beyond your typical stay in Ashby

[Pet friendly](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&amenities=PETS)

[Pool](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&amenities=POOL)

[Hot tub](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&amenities=HOT%5FTUB)

[Spa](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&amenities=SPA%5FON%5FSITE)

[Cabin](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=CABIN)

[Apart­ment](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=APARTMENT)

[Family friendly](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&travelerType=family%5Ffriendly)

[Condo](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=CONDO)

[Cottage](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=COTTAGE)

[Waterpark](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&amenities=WATER%5FPARK)

[Chalet](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=CHALET)

[Campsite](https://www.expedia.com/Hotel-Search?destination=Ashby,%20Virginia,%20United%20States%20of%20America&regionId=553248635976006628&latLong=39.011404,-78.137637&adults=2&startDate=2026-11-22&d1=2026-11-22&endDate=2026-11-24&d2=2026-11-24&lodging=CARAVAN%5FPARK)

## Check prices for these dates

[Check prices for these dates, December 15 – 16, 2026](https://www.expedia.com/Hotel-Search?regionId=553248635976006628&startDate=2026-12-15&endDate=2026-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=553248635976006628&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Ashby hotels

### [1\. Comfort Inn & Suites Winchester](https://www.expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Winchester
- Guest rating: 9.4/10 (Exceptional, 1155 reviews)
- Price: $93 nightly, $103 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Convenient to the highway and reasonably priced., by Donna S.

### [2\. Holiday Inn Express Winchester South-Stephens City by IHG](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Stephens City
- Guest rating: 8.2/10 (Very good, 926 reviews)
- Price: $75 nightly, $83 total, Dec 4 - Dec 5, Total with taxes and fees
- Review: Great hotel, by Michael

### [3\. Country Inn & Suites by Radisson, Winchester, VA](https://www.expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![A spacious living room with a fireplace, wooden staircase, and a bookshelf.](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 8.8/10 (Excellent, 1002 reviews)
- Price: $86 nightly, $96 total, Dec 6 - Dec 7, Total with taxes and fees
- Review: Comfortable bed, friendly staff, and convenient location, by Zohair

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

![An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/33ea28d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Front Royal
- Guest rating: 9.2/10 (Wonderful, 1001 reviews)
- Price: $118 nightly, $132 total, Dec 4 - Dec 5, Total with taxes and fees
- Review: Perfect spot for a trip to Front Royal. Staff were great - especially Ryan at the front desk who checked us in. Room was extremely comfortable and breakfast was good., by Charlotte

### [5\. Spark by Hilton Winchester](https://www.expedia.com/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information)

![A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 1003 reviews)
- Price: $65 nightly, $74 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Clean room, great staff, good parking and free breakfast, by Albert

### [6\. DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://www.expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

![A restaurant interior with a bar area, seating, and artwork on the walls.](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Front Royal
- Guest rating: 9/10 (Wonderful, 1003 reviews)
- Price: $114 nightly, $125 total, Dec 13 - Dec 14, Total with taxes and fees
- Review: It was a nice stay.. third time staying… relaxing and peaceful, by Adrian

### [7\. Super 8 by Wyndham Front Royal Near Shenandoah National Park](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![A hotel lobby with a reception desk, seating area, and a fireplace.](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Front Royal
- Guest rating: 7.8/10 (Good, 1001 reviews)
- Price: $68 nightly, $76 total, Dec 3 - Dec 4, Total with taxes and fees
- Review: Great location and comfortable room., by Amelia

### [8\. Fairfield Inn & Suites by Marriott Winchester](https://www.expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information)

![A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 977 reviews)
- Price: $93 nightly, $103 total, Nov 18 - Nov 19, Total with taxes and fees
- Review: Great place to stay in Winchester., by Thomas

### [9\. Ramada by Wyndham Strasburg/Shenandoah Valley](https://www.expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Strasburg
- Guest rating: 8.2/10 (Very good, 1032 reviews)
- Price: $76 nightly, $84 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Good breakfast and we can bring the dog., by Angela

### [10\. TRU By Hilton Winchester](https://www.expedia.com/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 1001 reviews)
- Price: $81 nightly, $90 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Rooms good sized, beds comfortable, quiet ( slept great), great breakfast. Highly recommend!!, by Jesse

### [11\. TownePlace Suites by Marriott Front Royal](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information)

![An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Front Royal
- Guest rating: 9.6/10 (Exceptional, 620 reviews)
- Price: $129 nightly, $142 total, Dec 3 - Dec 4, Total with taxes and fees
- Review: Cleaned, maintained hotel near many conveniences., by JoEllen

### [12\. Microtel Inn & Suites by Wyndham Winchester](https://www.expedia.com/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 1442 reviews)
- Price: $79 nightly, $88 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Perfect accommodation- great breakfast and attentive gracious staff, by Kathleen

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

![A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/48177602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Front Royal
- Guest rating: 6.4/10 (1000 reviews)
- Price: $60 nightly, $67 total, Dec 1 - Dec 2, Total with taxes and fees
- Review: Great breakfast nice room, by pieter

### [14\. La Quinta Inn & Suites by Wyndham Winchester](https://www.expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 2272 reviews)
- Price: $93 nightly, $103 total, Nov 29 - Nov 30, Total with taxes and fees
- Review: Great place to stay the night after a long drive, by lucy

### [15\. Quality Inn Stephens City - Winchester South](https://www.expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information)

![A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Stephens City
- Guest rating: 8/10 (Very good, 726 reviews)
- Price: $76 nightly, $84 total, Dec 6 - Dec 7, Total with taxes and fees
- Review: Rooms were clean and comfortable, by Jeanne

### [16\. Home2 Suites By Hilton Winchester](https://www.expedia.com/Winchester-Hotels-Home2-Suites-By-Hilton-Winchester.h124020522.Hotel-Information)

![An outdoor patio with a grill, seating, and string lights.](https://images.trvl-media.com/lodging/125000000/124030000/124020600/124020522/abb742b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 52 reviews)
- Price: $88 nightly, $100 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Clean rooms , friendly staff., by Jean

### [17\. Hampton Inn Winchester N/Conference Center, VA](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information)

![A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/c74eec6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9.2/10 (Wonderful, 966 reviews)
- Price: $106 nightly, $120 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: The breakfast was delicious, it was very welcoming very clean best ever had at motel, by Elizabeth

### [18\. Wayside Inn](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information)

![A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Middletown
- Guest rating: 9.2/10 (Wonderful, 465 reviews)
- Price: $89 nightly, $98 total, Dec 15 - Dec 16, Total with taxes and fees
- Review: We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore., by Gerry

### [19\. Holiday Inn Winchester Se-Historic Gateway by IHG](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

![A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9/10 (Wonderful, 1006 reviews)
- Price: $102 nightly, $113 total, Dec 14 - Dec 15, Total with taxes and fees
- Review: Great hotel., by Nicholas

### [20\. Holiday Inn Express Hotel & Suites Winchester by IHG](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information)

![A buffet with multiple self-service stations, including omelets and other prepared foods.](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c5e172b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Guest rating: 9/10 (Wonderful, 872 reviews)
- Price: $96 nightly, $107 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Very clean comfortable bed good breakfast, by David

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](https://www.expedia.com/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30&regionId=553248635976006628&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Ashby Hotel Reviews

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

![An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/33ea28d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 9800 Winchester Rd, Front Royal, VA, 22630, US
- Location: Front Royal
- Star rating: 2.5/5
- Guest rating: 9.2/10 (1001 reviews)
- Review: You should only place customers in fliors that are 💯 complete. Construction dust caused sneezing, cough and runny nose, by Laura, August 18, 2024, rated 10/10 Excellent

### [Spark by Hilton Winchester](https://www.expedia.com/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information)

![A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 150 Wingate Dr, Winchester, VA, 22601, US
- Location: Winchester
- Star rating: 3/5
- Guest rating: 9.2/10 (1003 reviews)
- Review: We've stayed a this Wingate Hotel quite a few times, and each time we have had an excellent experience. The decorations thru out special Holidays are over the top as well. Rooms just renovated as well., by Joan, October 29, 2021, rated 10/10 Excellent

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

![A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 118 Mercedes Court, Winchester, VA, 22603, US
- Location: Winchester
- Star rating: 2.5/5
- Guest rating: 9.2/10 (1001 reviews)
- Review: Overall, we were very satisfied with our stay. The beds were very comfortable and clean, and we had all the amenities we needed. It was our dog’s first time in a hotel room, and it was perfect for both her and us. We would definitely book this hotel again., by Eddy, August 18, 2024, rated 10/10 Excellent

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

![A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 150 Faraday Plaza, Winchester, VA, 22603, US
- Location: Winchester
- Star rating: 2.5/5
- Guest rating: 9.2/10 (1442 reviews)
- Review: Would love to see mini fridge, microwave and coffee pot in room, by Elizabeth, January 9, 2025, rated 10/10 Excellent

### [La Quinta Inn & Suites by Wyndham Winchester](https://www.expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1055 Millwood Pike, Route 50 East, Winchester, VA, 22602, US
- Location: Winchester
- Star rating: 3/5
- Guest rating: 9.2/10 (2272 reviews)
- Review: It was comfortable for an extended stay., by Roberta, April 13, 2025, rated 10/10 Excellent

### [Hampton Inn Winchester N/Conference Center, VA](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information)

![A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/c74eec6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1204 Berryville Avenue, Winchester, VA, 22601, US
- Location: Winchester
- Star rating: 2.5/5
- Guest rating: 9.2/10 (966 reviews)
- Review: Newly renovated Hampton; was above average before and is now exceptional., by James, November 14, 2026, rated 10/10 Excellent

### [Wayside Inn](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information)

![A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7783 Main St, Middletown, VA, 22645, US
- Location: Middletown
- Star rating: 3.5/5
- Guest rating: 9.2/10 (465 reviews)
- Review: We spend a night to relax and enjoy a piece of de Shenandoah valley. The Inn is a beautiful historic place with a lot of details where you can spend a few hours just wondering the rooms. The indoor well in the Tavern is a fun feature. The owners and staff are very nice and most helpful to make this a very pleasant stay. We will certainly come back., by Anonymous traveler, September 21, 2015, rated 10/10 Excellent

### [Holiday Inn Winchester Se-Historic Gateway by IHG](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

![A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 333 Front Royal Pike, Winchester, VA, 22602, US
- Location: Winchester
- Star rating: 3/5
- Guest rating: 9/10 (1006 reviews)
- Review: This place was so very clean and really pretty quite.No problems at check in.Everyone was polite and helpful., by edith, November 14, 2026, rated 10/10 Excellent

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

![An outdoor patio with a fire feature, seating, and a covered area.](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Winchester
- Review: Group of 6 women, suite, so roomy, walk in closet, large bathroom, nice breakfast- variety. Syaff was amazing. Late check in. I would recommend and would stay again. Room clean., by Lynette, November 2, 2026, rated 10/10 Excellent

## Frequently Asked Questions

### What is the best area to stay in Ashby?

The best area to stay in Ashby is the historic downtown district, particularly along Main Street and the surrounding blocks, for its convenient access to local attractions and establishments.

This area is the heart of Ashby, featuring a collection of restored 19th-century buildings that house local shops, eateries, and art galleries. Main Street is easily walkable and serves as the central point for community events and activities. The Ashby Museum and the historic Ashby Theater are prominent landmarks here.

Couples will find downtown Ashby particularly appealing for a relaxing getaway. You can enjoy strolls, dine at local restaurants, and explore unique boutiques. Many accommodations in this area offer a cozy, intimate setting, superb for a quiet escape.

For those interested in a more secluded experience with direct access to nature, consider accommodations near the Ashby Lake area, slightly west of downtown. This district offers a quieter environment with opportunities for outdoor activities like hiking and boating.

### When is the best time to go to Ashby?

The best time to go to Ashby is during the shoulder seasons of spring (April to May) and fall (September to October) for pleasant weather and fewer crowds.

During these months, the temperatures are moderate, making it ideal for exploring Ashby's outdoor attractions like the Shenandoah National Park and the various vineyards. Spring brings blooming wildflowers, while fall showcases stunning foliage, offering picturesque scenery for couples and solo travelers looking for a relaxing escape.

Summer (June to August) is also a popular time to visit, especially for families, due to school holidays and a wider range of outdoor activities being fully operational. While it can be warmer and more crowded, this season offers opportunities for hiking, kayaking, and attending local festivals.

Winter (November to March) is the quietest season, with cooler temperatures and potential for snow, which can be appealing for those seeking a cozy retreat or winter sports.

### Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Ashby.

### How much is the nightly rate at a Ashby hotel?

Prices for hotels in Ashby often vary, but you can find a great deal from $65 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 the cheapest rate.

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