Places to stay in Middleburg, VA

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Middleburg, VA place to stay
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12 Best places to stay in Middleburg, VA

Best family friendly Middleburg, VA lodging

Among the 4 accommodations in Middleburg, VA, here are the 4 best for families

The Haymarket Retreat - Middleburg, VA
10 5 reviews

The Haymarket Retreat

apartment, Bull Run Mountain Estates
This spacious six-bedroom, five-bathroom dwelling is located within Bull Run Mountain Estates, offering convenient access to historical sites and local dining, with Bull Run Mountain itself providing natural beauty and recreational opportunities approximately 5 kilometres away.
This family-friendly apartment, ideal for up to 16 guests, features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a swimming pool, jacuzzi, garden, and parking, ensuring a comfortable and memorable stay.
Historic And Updated Farmhouse Built In 1808 - Middleburg, VA
10 155 reviews

Historic And Updated Farmhouse Built In 1808

apartment, Leesburg
This family-friendly house is located in a peaceful rural setting just three miles from Catoctin Valley, Oatlands Historic House and Gardens, and Evergreen Mills Equestrian and Hiking Trail. It has received excellent user ratings, making it a popular choice for travellers.
This two-bedroom property spans 130 square metres and comfortably accommodates six guests. The house offers a fully equipped kitchen, a garden, a terrace, parking, air conditioning, and free Wi-Fi, ensuring a relaxing and enjoyable stay for families and groups.
Historic Farmhouse, Fully Renovated In Fall 2023 - Middleburg, VA
9.8 10 reviews

Historic Farmhouse, Fully Renovated In Fall 2023

apartment, Round Hill
This restored 1700s farmhouse, offering 186 square meters of living space, is located in Round Hill, a mere 80 kilometres from Washington D.C. and minutes from the Appalachian Trail, Bluemont Winery, Dirt Farm Brewery, and Bear Chase. This family-friendly property sleeps six guests across three bedrooms and four bathrooms, featuring air conditioning, Wi-Fi, a kitchen with a fridge, microwave oven, and dishwasher, and a terrace, making it an ideal base for exploring local heritage sites like the Plaster Museum of Bluemont's Heritage and the Round Hill Arts Centre, as well as family attractions such as Great Country Farms.
Middleburg Carriage House - Middleburg, VA
9.9 228 reviews

Middleburg Carriage House

farm, Middleburg
This charming farm stay is situated just 2 kilometres from the historic centre of Middleburg, offering easy access to the town's shops and restaurants, while also being close to local wineries and polo fields. The property has received excellent ratings for its cleanliness, location, and overall experience.
The accommodation has two bedrooms and one bathroom, comfortably sleeping up to four guests. The property offers modern amenities, including a fully equipped kitchen, air conditioning, and a spacious outdoor area with a flagstone patio, perfect for enjoying the scenic views of the vineyard and Blue Ridge Mountains.

Best Middleburg, VA lodgings with a pool

Among the 4 accommodations in Middleburg, VA, here are the 4 best ones with a pool

Private Middleburg Estate - Middleburg, VA
No reviews

Private Middleburg Estate

gîte, Middleburg
This renovated 1890 colonial fieldstone manor house, offering a gîte experience, is situated on a 40-hectare estate less than 1 kilometre from Main Street Middleburg and the Salamander Resort & Spa, boasting historic features and rural vistas.
This family-friendly holiday home accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring air conditioning, Wi-Fi, a fully equipped kitchen, a garden, a swimming pool, and on-site adventure activities including zip lines and ATV rentals.
Luxury Villa W/ Private Pool & Game Lounge Charming 3-bedroom And Private Pool - Middleburg, VA
No reviews

Luxury Villa W/ Private Pool & Game Lounge Charming 3-bedroom And Private Pool

apartment, Bull Run Mountain Estates
This luxury villa in Aldie, Virginia, is situated near Bull Run Mountains State Natural Area, offering convenient access to Washington D.C. and local wineries such as Quattro Goomba's Winery and Cana Vineyards and Winery.
This 465-square-metre residence accommodates up to seven guests with three bedrooms and three bathrooms, featuring a pool table in the entertainment lounge, a private outdoor swimming pool, and a fully equipped gourmet kitchen for self-catering.
Salamander Resort And Spa - Middleburg, VA
No reviews

Salamander Resort And Spa

resort, Middleburg
Salamander Resort and Spa enjoys a prime Middleburg location, within walking distance of the town centre and close to attractions such as the Byrne Gallery, Trowbridge-Lewis Galleries, and the National Sporting Library & Museum.
This pet-friendly hotel offers a range of amenities including a spa, fitness centre, indoor and outdoor pools, a business centre, and family-friendly options like a games room, all complemented by extensive services such as concierge and room service.
Salamander Resort And Spa - Middleburg, VA
9.2 505 reviews

Salamander Resort And Spa

resort, Middleburg
The Salamander Resort and Spa is situated just 40 minutes from Dulles Airport in the picturesque countryside of Middleburg, Virginia, offering a tranquil escape from the city. The resort has received excellent ratings for location, cleanliness, and overall user experience.
The resort features a range of comfortable rooms and suites with modern amenities, and boasts an array of on-site facilities including a swimming pool, spa, restaurant, and fitness centre. Guests can enjoy a variety of activities such as horse riding, cycling, and exploring the charming boutiques and art galleries of Middleburg.

Frequently asked questions about accommodations in Middleburg, VA

  • What are the must-see sites in or near Middleburg, VA?

    Middleburg is known for its beautiful countryside and equestrian heritage. You must visit the National Sporting Library & Museum, a treasure trove of sporting history. The charming downtown area is also worth exploring, with its historic buildings and quaint shops. For a scenic escape, head to the nearby Sky Meadows State Park, offering hiking trails and stunning views.
  • What are the best accommodations in Middleburg, VA?

    Among the accommodations in Middleburg, VA, Private Carriage House, "When Pigs Fly" Airbnb Most Hospitable Host In Va and The Red Fox Inn & Tavern are the most popular ones.

  • How can travelers reach Middleburg, VA?

    The closest airport to Middleburg is Washington Dulles International Airport (IAD), about a 50-minute drive away. You can also reach Middleburg by car, taking Interstate 66 East to Route 50 West. If you're travelling from Washington D.C., it's a scenic 1-hour drive.
  • What are the best accommodations with a pool in Middleburg, VA?

    Tyrolean Garden Suite With Privat Ent In Art Villa, The Hunt Box @ Tally Yo Farm and Inn At Evergreen are the best accommodations with a pool in Middleburg, VA.

  • When is the ideal time to plan a trip to Middleburg, VA?

    The best time to visit Middleburg is during the spring or autumn, when the weather is mild and the foliage is at its peak. The International Gold Cup, held in October, is a popular event that draws crowds to Middleburg. The summer months can be hot and humid, while winter can be chilly and snowy.
  • What are the best accommodations with a jacuzzi in Middleburg, VA?

    The best accommodations with a jacuzzi in Middleburg, VA are Tyrolean Garden Suite With Privat Ent In Art Villa, Villa Maud and Goodstone Inn & Restaurant.

  • What are the best walking or cycling routes in Middleburg, VA?

    Middleburg itself is a charming town to explore on foot, with its historic buildings and quaint shops. For a longer walk or bike ride, head to the scenic trails at Sky Meadows State Park, offering breathtaking views of the Blue Ridge Mountains. The 10-mile loop around the town, starting at the Middleburg Town Hall, is a popular choice for cyclists.
  • What are the best accommodations for families and kids in Middleburg, VA?

  • What nearby towns or cities can be explored from Middleburg, VA?

    Middleburg is conveniently located within a short drive of several interesting towns and cities. You can explore the historic city of Alexandria, visit the bustling city of Washington D.C., or enjoy the charming atmosphere of Leesburg, known for its wineries and breweries. For a taste of rural Virginia, head to the quaint town of Upperville, known for its equestrian heritage.
  • What are the best pet friendly accommodations in Middleburg, VA?

  • What amenities can travelers expect from accommodations in Middleburg, VA?

    Middleburg offers a range of accommodation options, from charming bed and breakfasts and historic inns to luxury hotels and country estates. Many accommodations feature amenities like swimming pools, tennis courts, and spa services. You can also find restaurants, cafes, and bars within walking distance of most hotels.
  • What are the best accommodations with parking in Middleburg, VA?

    Private Carriage House, "When Pigs Fly" Airbnb Most Hospitable Host In Va and The Red Fox Inn & Tavern are the best accommodations with parking in Middleburg, VA.

Popular destinations

Best Middleburg, VA accommodations with a garden

Hunt Country Haven Near Downtown Middleburg - Middleburg, VA
10 1 review

Hunt Country Haven Near Downtown Middleburg

apartment, Middleburg
This Middleburg flat is located a few minutes from the town's central business district, offering straightforward access to local shops and dining.
This residence accommodates up to eight guests and features a main-level master suite with an office, formal living and dining rooms, a den, a front porch, and traditional hunt country decor blended with modern amenities.
Peaceful Mountain Cabin In Charming Berryville Va - Next To River And Brewery - Middleburg, VA
10 1 review

Peaceful Mountain Cabin In Charming Berryville Va - Next To River And Brewery

cabin, Shenandoah Retreat
This Berryville lodge is located near the Barns of Rose Hill and Burwell-Morgan Mill, offering convenient access to local shopping and outdoor pursuits.
This 70 square meter cottage provides a comfortable queen bed and two bathrooms, accommodating up to two guests with amenities including air conditioning and internet.
Charming Barn Apartment In Horse /Wine Country - Middleburg, VA
9.9 23 reviews

Charming Barn Apartment In Horse /Wine Country

apartment, Bull Run Mountain Estates
This one-bedroom flat is located in Virginia's horse country, approximately 16 kilometres from the historic town of Middleburg.
This property offers accommodation for two guests with a kitchen, air conditioning, and internet, and guests can enjoy country walks, cycling, and dining at nearby restaurants and wineries.
Gate House Cottage - Middleburg, VA
9.8 122 reviews

Gate House Cottage

apartment, Middleburg
The Gate House is a charming cottage located in the Virginia countryside, just a short drive from the historic town of Middleburg. This property has received excellent ratings for its cleanliness, location and overall experience.
The cottage offers a peaceful retreat with a private garden and parking. Guests can enjoy a range of amenities, including a fully equipped kitchen, Wi-Fi, and a comfortable living space.

Best Middleburg, VA accommodations with a kitchen

Vista At Highfields Farm - Middleburg, VA
No reviews

Vista At Highfields Farm

gîte, Middleburg
This modern gîte is located just 5km from the charming downtown area of Middleburg, Virginia, within easy reach of wineries and equestrian facilities. The countryside setting offers a tranquil escape from the hustle and bustle of everyday life.
The three-bedroom home sleeps up to six guests and is fully equipped with everything you need for a comfortable stay. Enjoy the convenience of a fully equipped kitchen, air conditioning, and a fire pit for outdoor gatherings, as well as access to nearby farm activities.
Wine And Horse Country Get-a-way - Middleburg, VA
9.6 51 reviews

Wine And Horse Country Get-a-way

gîte, Middleburg
This charming farmhouse is located just a few kilometres from Middleburg, close to wineries and offering scenic views of fields, horses, and the Blue Ridge Mountains. The property has received excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms and one bathroom, accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a large living room, and a private garage apartment with a spacious living area and a large bedroom.
Chandelier Farmhouse In Historic Bluemont Virginia - Middleburg, VA
9.6 9 reviews

Chandelier Farmhouse In Historic Bluemont Virginia

apartment, Round Hill
The Bluemont Belle is a historic Virginia estate located in Bluemont, Loudoun County, offering proximity to Bluemont Vineyard, Great Country Farms, and the Appalachian Trail, situated 7.5 kilometres from Round Hill.
This 5-bedroom manor house, accommodating up to 14 guests, features 3 bathrooms, a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, concierge services, and a historic barn suitable for events.
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat  - - Middleburg, VA
10 135 reviews

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

apartment, Bull Run Mountain Estates
This five-bedroom holiday home is situated in Haymarket, Virginia, just 4 kilometres from Bull Run Country Club and within 10 kilometres of Aldie Mill Historic Park and Quattro Goomba's Winery. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious dwelling comfortably accommodates up to 10 guests. The house offers a range of amenities, including a swimming pool, a Jacuzzi, a tennis court, a fitness centre, and a spa, ensuring a comfortable and enjoyable stay for families and groups.
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