Top Middleburg Hotel Deals

Make the Most of Your Middleburg Stay

A countryside retreat steeped in equestrian tradition

Middleburg has served as Virginia's premier horse country destination since 1787. This preserved village of fewer than 1,000 residents maintains its reputation as "The Nation's Horse and Hunt Capital," drawing visitors to brick-lined streets where Federal and Victorian architecture houses refined boutiques and galleries. The Red Fox Inn & Tavern, operating since 1728, anchors the walkable downtown alongside the National Sporting Library & Museum. The Kennedy family's retreats here in the early 1960s cemented Middleburg's status as a discreet haven for countryside elegance.

Luxury estates and Virginia wine country

Beyond the historic district, rolling hills lead to destination properties like Salamander Resort & Spa, where 340 acres accommodate a world-class equestrian center, 23,000-square-foot spa, and conference facilities. The surrounding countryside supports a thriving wine region, with Greenhill Winery and Boxwood Estate offering tastings in sophisticated settings. Dining ranges from Harrimans Virginia Piedmont Grill's farm-to-table approach to The Conservatory at Goodstone Inn. Day trips extend to Shenandoah National Park's Skyline Drive or Civil War sites at Manassas, both within 45 minutes.

Planning your visit

Washington Dulles International Airport sits 35 minutes away, though you'll need a rental car, as ride-sharing and public transit don't serve the area. This allows you to explore nearby Upperville and Leesburg's historic district at your own pace. The town's European village atmosphere and luxury accommodations make it appealing for those seeking a refined escape from Washington's intensity.

Frequently Asked Questions about Middleburg

Can I use my miles on Delta Stays to book hotels in Middleburg?

Yes, you can use your Delta miles to book your Middleburg hotel stay, or you can combine your miles with cash for more flexibility. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What is the benefit of booking my Middleburg hotel directly on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Is it possible to change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We recommend reviewing the specific cancellation policy displayed under each hotel's details before finalizing your reservation. You will notice that refundable options are available for some rates, while others may be non-refundable. Please note that if you make changes to or cancel your booking, this may affect the number of miles you earn and receive in your account.

Can I use my Delta SkyMiles® American Express® Card to book?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. These offers are subject to specific terms. To gain a full understanding of your card's complete benefits package, we recommend visiting the Delta SkyMiles® American Express Credit Cards page where detailed information about all your cardholder privileges is available for review.

Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays offers opportunities for SkyMiles Members to accumulate Medallion® Qualification Dollars through hotel and vacation rental reservations completed using Delta Stays. For the most current MQD earning opportunities and their associated requirements, we recommend visiting the dedicated Delta Stays MQD Offer page where you can review all available offers and their corresponding terms and conditions.

Do I need to have a Delta SkyMiles account to book hotels on Delta Stays?

No, Delta Stays accommodations are accessible to all travelers seeking hotel reservations. Nevertheless, enrollment as a SkyMiles Member provides you with opportunities to accumulate miles and gain access to preferential pricing and promotions available only to Members. As a SkyMiles Member, you will receive 2 miles per $1 spent through Delta Cars and Stays (not including taxes and other charges). Joining the SkyMiles program is entirely free. Register today by visiting the delta.com.

Can I book a vacation rental through Delta Stays?

Yes, in addition to traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your vacation. You can search for homes, condos, and other unique stays powered by Vrbo on the Vacation Rentals page.

What hotels in Middleburg have high ratings?

The Red Fox Inn & Tavern has a guest rating of 9.6 out of 10, and features a restaurant and a bar/lounge. Another top-rated resort is Salamander Resort And Spa, where you can enjoy an indoor pool and a children's pool.

What's a good time of year to visit Middleburg?

To experience Middleburg during great weather, consider a visit in May when the Spring Races bring the equestrian community together and temperatures are comfortable. For off-peak prices and more deals on hotels, consider visiting during January or February when temperatures are cooler and visitor numbers drop significantly.

What hotels in Middleburg are located closest to Middleburg Historic District?

Stroll through this 18th-century town known as America's Horse and Hunt Capital, where historic buildings house boutique shops and galleries alongside a thriving equestrian culture. One popular hotel is The Red Fox Inn & Tavern which is steps away. Another top hotel is Salamander Resort And Spa and it is within a 13-minute walk.

What hotels in Middleburg are located closest to Red Fox Fine Art?

America's premier sporting art gallery showcases exquisite 19th and 20th-century paintings and sculptures celebrating equestrian heritage in an intimate setting. Popular hotels include The Red Fox Inn & Tavern which is steps away. Another top hotel is Salamander Resort And Spa and it is within a 13-minute walk.

What hotels in Middleburg are located near Chrysalis Vineyards?

Home to the world's largest planting of Norton grapes, Chrysalis Vineyards offers distinctive wine flights paired with artisanal pizzas on the adults-only upper deck. One popular hotel is The Red Fox Inn & Tavern which is a short drive away. Another top hotel is Salamander Resort And Spa and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar