"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."
"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."
"I enjoyed my stay at Cardinal Inn. The room was clean, comfortable and pretty quiet. There is a good-sized grassy area in front that my dog enjoyed walking in."
"I enjoyed my stay at Cardinal Inn. The room was clean, comfortable and pretty quiet. There is a good-sized grassy area in front that my dog enjoyed walking in."
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.
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.
<p>Woodstock, Virginia, is a fantastic destination for outdoor enthusiasts and families alike, offering a mix of adventure and stunning scenery. Visitors can explore captivating caves, enjoy the beauty of nearby national and state parks, and experience local fairs and shows. The attractions in and around Woodstock cater to those seeking cultural experiences and outdoor fun, making it a perfect spot for a memorable vacation.</p>
Shenandoah County Fairgrounds
9.0/10 (48 reviews)
Take the family on an outing to Shenandoah County Fairgrounds during your trip to Woodstock. While you're here, you can savor the top-notch restaurants.
You can find out about the history of Woodstock with a visit to Woodstock Tower Observation Site. While in this vibrant area, you can savor the top-notch restaurants.
You can spend time studying the exhibits at Woodstock Museum during your travels in Woodstock. While you're here, you can savor the top-notch restaurants.
You can take time to visit Seven Bends State Park during your travels to Woodstock. While in this family-friendly area, you can savor the top-notch restaurants.
You can spend an afternoon browsing the exhibits at 7 East Gallery during your trip to Woodstock. While you're here, you can savor the top-notch restaurants.
Find out about the history of Woodstock when you take a trip to Shenandoah County Courthouse. While in this family-friendly area, you can savor the top-notch restaurants.
Explore the great outdoors at Woodstock Recreational Area, a lovely green space in Woodstock. While in this family-friendly area, you can savor the top-notch restaurants.
Nestled in the Shenandoah Valley, this historic town offers seven generations of charm along its walkable Main Street. Visit during fall foliage season and hike nearby trails, or explore the working farms where locals will happily share their favourite swimming holes.
Staff were fabulous, friendly! The meals were delicious and reasonably priced. The complimentary breakfast was amazing! From pumpkin pancakes and traditional bacon, eggs!
Very clean! Bed was firm, clean and well dressed. I prefer a plush bed but the atmosphere far exceeded our expectations! Will definitely return!
Staff were fabulous, friendly! The meals were delicious and reasonably priced. The complimentary breakfast was amazing! From pumpkin pancakes and traditional bacon, eggs!
Very clean! Bed was firm, clean and well dressed. I prefer a plush bed but the atmosphere far exceeded our expectations! Will definitely return!
It is such a pleasure to visit this timeless beauty. The restaurant was great and a very good value for dinner and breakfast. always a delight to visit one of the grand old dames of the golden age and see it up to date.
It is such a pleasure to visit this timeless beauty. The restaurant was great and a very good value for dinner and breakfast. always a delight to visit one of the grand old dames of the golden age and see it up to date.
We had a wonderful stay at the charming boutique hotel and would highly recommend it to anyone looking for a memorable experience. The decor was beautifully curated, with thoughtful details and unique touches that gave the property a sophisticated yet welcoming atmosphere. The bed was exceptionally comfortable, and the room was spotless and well maintained.
The check-in process was seamless and efficient, and the staff, although offsite, were attentive and responsive throughout our stay. We...
We had a wonderful stay at the charming boutique hotel and would highly recommend it to anyone looking for a memorable experience. The decor was beautifully curated, with thoughtful details and unique touches that gave the property a sophisticated yet welcoming atmosphere. The bed was exceptionally comfortable, and the room was spotless and well maintained.
The check-in process was seamless and efficient, and the staff, although offsite, were attentive and responsive throughout our stay. We...
Jeffrey
Reviewed October 15, 2026Reviewed October 15, 2026
Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......
Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......
Stunning Outdoor Activities: Woodstock offers a range of outdoor adventures, from hiking in national parks to skiing and exploring caves.
Rich History: Visit the Woodstock Museum to delve into the area's fascinating past and cultural heritage.
Charming Downtown: Stroll through the historic downtown to discover unique shops and local eateries, perfect for families.
Family-Friendly Atmosphere: Woodstock caters to families with activities and accommodations that ensure a welcoming experience.
Scenic Getaway: Enjoy the breathtaking landscapes that provide a serene backdrop for relaxation and adventure.
Find great hotels in and around Woodstock
Discover a variety of hotel accommodations in Woodstock, Virginia, perfect for every type of traveller. Whether you're seeking family-friendly amenities, pet-friendly options, or an adventurous getaway, Woodstock hotels offer a warm and welcoming experience. With agritourism properties and charming hotels, you'll find the ideal place to relax and explore the scenic beauty of this quaint town.
Ramada by Wyndham Strasburg/Shenandoah Valley: Nestled 19.3km from Woodstock, this hotel is ideal for business travellers seeking a pet-friendly environment. With dedicated business amenities like a Business Centre and Meeting Rooms, it caters well to the needs of professionals. The property welcomes pets, allowing for a stress-free stay with your furry companions, complemented by a pet policy that includes service animals with waived fees.
Days Inn by Wyndham Luray Shenandoah: Situated 24.1km away from Woodstock, Days Inn Luray Shenandoah is a welcoming choice for those travelling with pets. This hotel features a pet-friendly policy with certain restrictions, ensuring a comfortable experience for you and your canine or feline friends. The property also accommodates service animals with no additional fees, making it a convenient option for pet owners looking for a casual retreat.
Hampton Inn & Suites Woodstock, VA: Located in the heart of Woodstock, the Hampton Inn & Suites offers a warm and inclusive atmosphere, welcoming both pets and LGBTQIA travellers. With a commitment to comfort and service, this hotel provides amenities like waived fees for service animals and an inviting pet policy. Guests appreciate the spacious accommodations and the property's dedication to creating a friendly and inclusive environment for everyone.
Where to stay near Woodstock
Woodstock, Virginia, is a delightful destination for outdoor enthusiasts and families seeking a mix of adventure and relaxation. Stroll through the historic downtown to discover charming shops and local eateries. The quaint town offers a welcoming atmosphere, perfect for family-friendly excursions. Nearby attractions provide a scenic backdrop for exploring nature, while the peaceful surroundings ensure a rejuvenating getaway. Experience the unique vibes of Woodstock, where history and nature come together beautifully.
Luray: Nestled 24.1km from Woodstock, Luray is a charming city celebrated for its stunning outdoor adventures and scenic beauty. Ideal for nature lovers, visitors flock here year-round, with peak times in July to August and October. Luray offers a range of recreational activities, including skiing and exploring nearby national parks. Don’t miss the famous Luray Caverns, a breathtaking underground wonder that showcases nature's artistry.
Willow Grove: A quaint village located just 4.8km from Woodstock, Willow Grove is perfect for families seeking outdoor fun and sports. The village experiences a steady flow of visitors, particularly during the summer months and the fall. Willow Grove is home to excellent golfing facilities and vibrant fairground events, making it a lively destination for both relaxation and entertainment. The nearby lake provides a picturesque setting for picnics and water activities.
Maurertown: Only 6.4km from Woodstock, Maurertown is a delightful city known for its natural landscapes and adventurous spirit. Like its neighbours, Maurertown sees increased visitors in the warmer months and October. Here, outdoor enthusiasts can enjoy recreational areas and thrilling ski fields, while the surrounding national parks offer stunning vistas perfect for hiking and exploration. The tranquil lake nearby adds to the charm, providing a serene escape from the hustle and bustle.
Things to do in and around Woodstock
Woodstock, Virginia, offers a fantastic outdoor experience, perfect for adventure seekers and nature lovers. Visitors can enjoy recreational areas, skiing opportunities, and adventure parks that make the most of the scenic surroundings. With its blend of thrilling activities and beautiful landscapes, Woodstock is an excellent destination for those looking to immerse themselves in outdoor fun.
Caverns Country Club offers a scenic golfing experience just 22.5km from Woodstock, perfect for those seeking outdoor sports and leisure. For relaxation, explore the Little Fort Recreation Area and Woodstock Recreational Area, both providing peaceful environments for wellness and rejuvenation right in Woodstock.
Adventure
Experience the Massanutten Storybook Trail, an 17.7km hiking trail offering breathtaking outdoor scenery. For family-friendly adventure, visit Yogi Bear's Jellystone Park, located 25.7km away, featuring fun camping activities. In winter, hit the slopes at Bryce Ski Resort, a ski field 24.1km from Woodstock, perfect for sports enthusiasts.
Nightlife
In Woodstock, the Wayside Theater offers a charming evening with its blend of culture and romance, located 25.7km away. Little Washington Theatre, 35.4km out, provides a delightful family-friendly atmosphere. Bright Box Theater, 45.1km away, rounds out the nightlife with entertaining performances for all ages.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Booking tips and Expedia advantages for Woodstock
To save money on your trip to Woodstock, Virginia, visit during the off-peak months of January to March for lower accommodation rates, with Tuesday being the cheapest day to stay. Enjoy free activities like exploring Shenandoah River State Park, and consider walking or using private vehicles for transportation. Use Expedia to find eco-friendly hotel options and compare room rates, and save even more by bundling your hotel, flights, and activities into a package deal. Look for savvy savings and the best hotel deals to maximize your budget.
The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Woodstock are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Woodstock is Tuesday. The most expensive day to stay in Woodstock is Saturday.
Find cheap hotels on Expedia: Utilize Expedia’s search tool to tailor your options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your Woodstock hotel reservation with your flights and activities through an Expedia package.
Best time to go to Woodstock
The best time to visit Woodstock is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
31.3°F (-0.4°C)
Light Rain
Mostly Sunny
Slightly Low
Slightly Low
February
34.7°F (1.5°C)
Light Rain
Mostly Sunny
Average
Slightly Low
March
42.3°F (5.7°C)
Light Rain
Mostly Sunny
Average
Slightly Low
April
52.7°F (11.5°C)
Light Rain
Mostly Sunny
Average
Average
May
62.1°F (16.7°C)
Light Rain
Mostly Sunny
Average
Slightly High
June
70.2°F (21.2°C)
Light Rain
Mostly Sunny
Slightly High
Slightly High
July
75.0°F (23.9°C)
Light Rain
Mostly Sunny
Slightly High
Average
August
72.7°F (22.6°C)
Light Rain
Mostly Sunny
Slightly High
Average
September
66.0°F (18.9°C)
Light Rain
Mostly Sunny
Average
Average
October
55.0°F (12.8°C)
Light Rain
Mostly Sunny
Average
Slightly High
November
43.0°F (6.1°C)
Light Rain
Mostly Sunny
Slightly Low
Average
December
36.5°F (2.5°C)
Light Rain
Mostly Sunny
Slightly Low
Average
The nearest major airports for your trip to Woodstock
Woodstock, Virginia, can be conveniently accessed via three major airports. Washington Dulles International Airport (IAD) is located 91.7km away, with nearby hotels like the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both within 3.2km. Charlottesville-Albemarle Airport (CHO) is 82.1km from Woodstock, offering luxurious stays at Keswick Hall and the Omni Charlottesville Hotel, both within 14.5km. Lastly, Shenandoah Valley Regional Airport (SHD) is 77.2km away, with comfortable accommodations at Doubletree by Hilton Harrisonburg and Batten Green Venue & Lodging, both approximately 13.2km from the airport. Each airport provides accessible transportation to these hotels.
Frequently Asked Questions
What is the best area to stay in Woodstock?
The best area to stay in Woodstock is the historic downtown area, particularly along Main Street.
This neighbourhood is the heart of Woodstock and offers a pleasant, walkable experience. Main Street is lined with well-preserved historic buildings, local shops, and eateries. You'll find landmarks like the Woodstock Tower and the Woodstock Museum within easy reach, providing a sense of the town's heritage. The layout is straightforward, making it simple to explore on foot.
Couples looking for a relaxing getaway will find downtown Woodstock particularly appealing. The area provides a charming backdrop for strolls, with opportunities to browse unique boutiques or enjoy a meal at one of the local restaurants.
What are the best hotels in Woodstock that travellers recommend?
The 9.0-rated Holiday Inn Express Woodstock-Shenandoah Valley by IHG is praised for its comfortable and clean rooms, as well as its friendly staff. Guests particularly appreciate the complimentary breakfast and good coffee. It is conveniently located near the Shenandoah County Fairgrounds, just 0.4 km away.
Another excellent choice is the 8.8-rated Comfort Inn Woodstock Shenandoah. This hotel is known for its great location and comfortable, clean rooms. Travellers frequently compliment the friendly staff and the great breakfast options. It is very close to the Shenandoah County Fairgrounds, only 0.2 km away, and W.O. Riley Park is also nearby at 1.2 km.
The Holiday Inn Express Woodstock-Shenandoah Valley by IHG, with a superb 9.0 rating, offers complimentary breakfast, free Wi-Fi, and connecting rooms, which are very convenient for families. Guests frequently mention the comfortable and clean rooms, as well as the friendly staff. It is also very close to Shenandoah County Fairgrounds, just 0.4 km away.
The Comfort Inn Woodstock Shenandoah, rated 8.8, also provides free breakfast, free Wi-Fi, and connecting rooms. Customers often praise the comfortable and clean rooms, the great breakfast, and the friendly staff. This hotel is particularly close to Shenandoah County Fairgrounds, being only 0.2 km away.
Another great option is the Hampton Inn & Suites Woodstock, VA, which has an 8.8 rating. This hotel features free buffet breakfast, a pool, and free cribs and rollaway beds, making it ideal for families with young children. Guests consistently highlight the comfortable and clean rooms, the nice breakfast, and the friendly staff. It is located 0.7 km from Shenandoah County Fairgrounds. Find more child-friendly accommodations in Woodstock
The Holiday Inn Express Woodstock-Shenandoah Valley by IHG, with a 9.0 rating, provides a free to-go breakfast and free WiFi. Guests describe the rooms as comfortable and clean, and the staff as friendly. It is conveniently located about 1.5 km from W.O. Riley Park.
Another excellent choice is the Comfort Inn Woodstock Shenandoah, rated 8.8. This hotel also offers a free breakfast and free WiFi. Reviewers frequently mention the great breakfast and the friendly staff. It is situated approximately 1.2 km from W.O. Riley Park and 1.9 km from the 7 East Gallery.
The Hampton Inn & Suites Woodstock, VA, also with an 8.8 rating, provides a free buffet breakfast, a free continental breakfast, and free WiFi. Guests appreciate the comfortable and clean rooms, and the good breakfast buffet. It is located around 1.7 km from W.O. Riley Park. Find more hotels with free breakfast in Woodstock
What are the top pet-friendly hotels in Woodstock?
The Hampton Inn & Suites Woodstock, VA, with an 8.8 rating, warmly welcomes both dogs and cats. Guests consistently praise the comfortable and clean rooms, as well as the nice and good breakfast, which includes a complimentary buffet. The staff are frequently described as friendly and good. It is conveniently located near W.O. Riley Park, just 1.7 km away, and the Shenandoah County Fairgrounds, only 0.7 km distant.
Another highly-rated option is the Comfort Inn Woodstock Shenandoah, also with an 8.8 rating, which permits pets. This hotel offers complimentary toiletries, free self-parking, and free Wi-Fi. Guests appreciate the great and good breakfast, which includes a convenient to-go option, and frequently mention the friendly staff and front desk personnel. Its location is considered great, being only 1.2 km from W.O. Riley Park and a mere 0.2 km from the Shenandoah County Fairgrounds. See more pet-friendly hotels in Woodstock
The Holiday Inn Express Woodstock-Shenandoah Valley by IHG, with a 9.0 rating, offers comfortable and clean rooms, and guests frequently praise the friendly staff and good complimentary breakfast. It is conveniently located just 1.5 km from W.O. Riley Park.
Another great option is the Hampton Inn & Suites Woodstock, VA, rated 8.8. This hotel also provides comfortable and clean rooms, and its complimentary breakfast, including a buffet, receives high praise. It is situated 1.7 km from W.O. Riley Park.
The Comfort Inn Woodstock Shenandoah, also rated 8.8, is top for its comfortable and clean rooms and great complimentary breakfast. The staff are frequently described as friendly. It is very close to W.O. Riley Park, at just 1.2 km away, and also near 7 East Gallery and the Shenandoah County Courthouse. View all budget hotels in Woodstock
What are the most romantic hotels in Woodstock for couples?
Ruby's Ranch, boasting a great 10.0 rating, offers a delightful farmhouse experience with stunning mountain views, great for a peaceful getaway. Guests can enjoy the mountain scenery from the porch or patio, and the fully fenced yard provides a private setting. This property also features a full kitchen, ideal for preparing meals together.
The Holiday Inn Express Woodstock-Shenandoah Valley by IHG, a 9.0 rated hotel, provides comfortable and clean rooms, and guests frequently praise the friendly staff. This hotel offers a free breakfast and free WiFi, ensuring a convenient and pleasant stay. See all romantic hotels in Woodstock
What are the best hotels in Woodstock near Shenandoah River?
The 3-star Holiday Inn Express Woodstock-Shenandoah Valley by IHG, with a 9.0 rating, is a popular choice. Guests frequently praise its comfortable and clean rooms, friendly staff, and the good complimentary breakfast. It is also convenient for families, offering free cribs, connecting rooms, and sofa beds.
Another great option is the 3-star Comfort Inn Woodstock Shenandoah, rated 8.8. This hotel is praised for its comfortable and clean rooms, great breakfast, and friendly staff. It also provides complimentary toiletries and free self-parking.
The 3-star Hampton Inn & Suites Woodstock, VA, also with an 8.8 rating, is another excellent choice. Travellers appreciate its comfortable and clean rooms, good breakfast, including a buffet option, and friendly staff. It offers free cribs, rollaway beds, and sofa beds, making it suitable for families, along with a pool.
When is the best time to go to Woodstock?
The best time to go to Woodstock, Virginia, is during the spring (April to May) and autumn (September to October) months, when the weather is most pleasant for outdoor activities and sightseeing.
During spring, the Shenandoah Valley bursts into life with blooming flowers and lush greenery, making it ideal for hiking, cycling, and exploring the natural beauty of the area. The temperatures are mild, typically ranging from 15°C to 25°C, superb for enjoying the local vineyards and farmers' markets without the summer heat.
Autumn brings cooler temperatures, generally between 10°C and 20°C, and the stunning spectacle of the changing leaves. This season is particularly popular for scenic drives along the Skyline Drive and exploring the historic sites around Woodstock. It's also a great time for outdoor festivals and apple picking at local orchards.
While summer (June to August) offers warm weather for water activities on the Shenandoah River, it can also be quite hot and humid, with temperatures often exceeding 30°C. Winter (November to March) is generally cold, with occasional snow, which can be picturesque but might limit some outdoor pursuits.
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 Woodstock.
How much is the nightly rate at a Woodstock hotel?
Prices for hotels in Woodstock often vary, but you can find a great deal from CA $85 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.