Top Ashland Hotel Deals

Make the Most of Your Ashland Stay

Where trains define the town

Ashland earns its "Center of the Universe" nickname through an unusual feature: active railroad tracks running directly down the main street. Trains rumble through downtown multiple times daily, creating a rhythm locals have embraced as part of the town's identity. The 1923 Colonial Revival train station serves as both a functioning Amtrak depot and visitor center, connecting travelers to Washington D.C. and Richmond while anchoring a walkable downtown lined with Victorian architecture. This isn't a preserved railway museum—it's a living railroad town where train watching remains a genuine local pastime.

College town character meets Southern refinement

Randolph-Macon College, established in 1830, shapes much of Ashland's cultural atmosphere. The campus blends seamlessly into the historic district, where Queen Anne and Italianate homes line tree-shaded streets. The Iron Horse Restaurant occupies a century-old general store building, serving regional Southern cuisine that reflects the town's commitment to preserving character. You'll find the restored Art Deco Ashland Theatre hosting films and performances, and Center of the Universe Brewing Company drawing both students and professionals.

Strategic positioning for exploration

Ashland's location offers practical advantages for travelers seeking a quieter base with access to major destinations. Richmond sits 20 minutes south, while Washington D.C. is 2 hours by direct train. The fare-free GRTC microtransit system provides on-demand rides throughout town.

Frequently Asked Questions about Ashland

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

Yes, you can use your Delta miles for your hotel reservation in Ashland, or you can opt for a miles-plus-cash combination to provide more booking options. 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 Ashland hotel directly on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 you spend on completed hotel stays and vacation rentals booked through Delta Stays. You will also enjoy access to special Member offers at select properties, and have the flexibility to pay with miles, cash, or a combination of both. 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?

Cancellation policies vary by property. We recommend reviewing the specific cancellation policy displayed under each hotel's details before finalizing your reservation. You'll find that some rates are refundable, while others are non-refundable. Changes and cancellations to your booking may result in a different amount of miles earned and awarded to your account.

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

As a Delta SkyMiles® Gold, Platinum, or Reserve American Express® Cardholder, you enjoy the advantage of earning additional miles alongside numerous valuable benefits, including an annual statement credit of up to $200 applicable toward prepaid accommodations booked through Delta Cars and Stays. These offers are subject to specific terms. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

From time to time, Delta Stays may present special opportunities for SkyMiles Members to earn Medallion® Qualification Dollars on their hotel and vacation rental bookings made through Delta Stays. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

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

No, Delta Stays is available to everyone for hotel bookings. However, by becoming a SkyMiles Member, you will unlock the ability to earn miles and access Member-only prices and offers. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and additional charges). Plus joining SkyMiles is free. Become a Member today by visiting the delta.com.

Can I book a vacation rental through Delta Stays?

Yes, beyond traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your travel needs. You can explore a variety of homes, condos, and specialty lodging powered by Vrbo by visiting the Vacation Rentals page.

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

To experience Ashland during great weather, consider a visit in October when temperatures reach the comfortable 60s to 80s with beautiful fall foliage and the Light Up the Tracks celebration beginning. For off-peak prices and fewer crowds, consider visiting during January when hotel rates drop significantly.

Which hotels in Ashland are near Randolph-Macon College?

America's oldest Methodist college campus features historic buildings dating to 1830, including National Register landmarks. The Center for Performing Arts and Flippo Gallery add cultural depth. The Jefferson Hotel is a popular hotel, which is just a short drive away. Another top hotel is The Westin Richmond and it is within a short drive.

Which hotels in Ashland are near RED VEIN Haunted House?

RED VEIN Haunted House transforms Hanover Vegetable Farm into an immersive horror experience with live actors navigating you through the Asylum, Corn Maze, and Witch's Woods. Popular hotels include The Westin Richmond which is a short drive away.

Which hotels in Ashland are located near Banks Tennis Center?

Ten well-maintained courts welcome tennis enthusiasts at this college-community facility. Four lighted courts allow for evening play during spring and fall's comfortable temperatures. One popular hotel is The Westin Richmond which is a short drive away.

*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