Ashland Vacation Packages 2025/2026 from $243

Ashland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$243

per person

Nov 3 - Nov 6

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

$289

per person

Nov 3 - Nov 6

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the express check-out and WiFi in public areas. You'll also find 6 outdoor tennis courts and an indoor pool.

Club Wyndham Kingsgate

$252

per person

Nov 3 - Nov 6

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

This Colonial resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the indoor pool and perks like free self parking and free WiFi.

Vacation Village At Williamsburg

$247

per person

Nov 3 - Nov 6

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.

Club Wyndham Governor’s Green

$287

per person

Nov 3 - Nov 6

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

2 outdoor pools, 3 hot tubs, and an indoor pool are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.

Top Ashland hotels deals

Tru by Hilton Ashland

101 North Carter Road, Ashland, VA

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$113 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A gym is provided and the front desk is staffed around-the-clock.

Comfort Inn & Suites Ashland – Richmond North

80 S Cottage Green Dr, Ashland, VA

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$94 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Quality Inn & Suites Ashland near Kings Dominion

107 N Carter Road, Ashland, VA

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$81 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

Pet friendly

Graduate by Hilton Richmond

301 West Franklin Street, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$177 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features 2 restaurants and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.

Pet friendly

Free WiFi

The Jefferson Hotel

101 West Franklin Street, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$305 nightly

$355 total

Oct 5 - Oct 6

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy perks like a free area shuttle.

Omni Richmond Hotel

100 S 12th St, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$185 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.

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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.

Popular places to visit

Virginia Commonwealth University

Explore the campus of Virginia Commonwealth University during your stay in Richmond. Stroll along the area's riverfront or experience its great live music.

University of Richmond

Take a campus tour or just explore the area of University of Richmond, during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.

Broad Street

During your trip to Richmond, you can find the perfect gifts to bring home at Broad Street. While you're here, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to Ashland?

With vacation packages on offer for only $243, you won't need to wipe out your bank balance for your getaway to Ashland. Travelocity can help. Combine hotels, flights and experiences into a package and land some exciting discounts. The more you book, the greater the savings.

How long should my Ashland vacation be?

Most travelers choose to spend around 2 nights in Ashland, but how long you stay is completely up to you. If you hope to check out all the intriguing things this place offers, why not hang around for a little bit longer?

Where can I get the best vacation package deals for Ashland?

With as many as 400 partner airlines and 1,000,000 properties around the world, you can't go wrong with Travelocity. Take advantage of our extensive range and score an incredible package deal to Ashland. Don't you just love it when trip planning is that easy?

Why should I purchase my Ashland vacation bundle with Travelocity?

You'll not only enjoy big savings, but you can also access our 24/7 support, high-quality service and a Price Match Guarantee. Journey across the globe, uncover hidden gems and make lifelong memories — we'll take care of the important details.

Can I save on my Ashland car rental if I combine it with a hotel or flight?

Bundling your hotel, car and flight into an Ashland vacation package is an excellent way to score an incredible deal. Plus, having your own rental car gives you freedom to find your way to all those landmarks you can't wait to see. Situated 80 mi from Ashland, White House is one place that should be on your can't-miss list. Turn up the tunes and make a day trip of it.

Which airport is best for Ashland?

Richmond Intl. Airport (RIC) is the gateway to your Ashland getaway. Roughly 19 mi southeast of Ashland, it welcomes travelers from all over each day. Another fantastic option is Charlottesville-Albemarle Airport (CHO), 60 mi away from central Ashland.

What is there to do in Ashland?

You'll feel a certain magic as you wander the streets of Ashland. Randolph-Macon College and Hanover Country Club are just two renowned sights that make this city so popular, so add them to your itinerary.

Where should I stay when visiting Ashland?

If you're looking for someplace comfortable to lay your head, check out the Tru by Hilton Ashland. It's the top choice for many visitors.