Williamsburg Vacation Packages 2026 from $530

Williamsburg flight + hotel vacation packages

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

GuestHouse Lexington

$530

per person

Jul 10 - Jul 13

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Lexington (LEX)

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 business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.

Hotel Thoroughbred

$567

per person

Jul 10 - Jul 13

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Lexington (LEX)

Free self parking is available and the hotel's front desk is staffed around-the-clock. A communal living room and luggage storage are also provided.

Capital Plaza Hotel

$570

per person

Jul 10 - Jul 13

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Lexington (LEX)

This hotel features a restaurant, an indoor pool, and a bar/lounge. There's a gym on site, and laundry facilities and concierge services are also offered.

DoubleTree Suites by Hilton Hotel Lexington

$624

per person

Jul 10 - Jul 13

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Lexington (LEX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.

The Campbell House Lexington, Curio Collection by Hilton

$692

per person

Jul 10 - Jul 13

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Lexington (LEX)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a picnic area are also offered.

Top Williamsburg hotels deals

Cumberland Falls State Resort Park

7351 Hwy. 90 Williamsburg KY

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$165 total

May 28 - May 29

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A picnic area is also provided.

Pool

Pet friendly

Super 8 by Wyndham Williamsburg

30 W Highway 92 Williamsburg KY

$68 nightly

$76 total

May 31 - Jun 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, a garden, and a picnic area are also on offer.

Pool

Breakfast included

Holiday Inn Express Williamsburg by IHG

56 West Highway 92 Williamsburg KY

Free Cancellation

$130 nightly

$145 total

Jun 4 - Jun 5

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and luggage storage are also on offer.

Pool

Breakfast included

Hampton Inn Williamsburg

530 Highway 92 W Williamsburg KY

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$130 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Birdsong cabin

Williamsburg KY

Get rates

This cabin features barbecue grills.

Kitchen

Pet friendly

Days Inn by Wyndham Jellico - Tennessee State Line

1417 5th Street Jellico TN

Free Cancellation

Reserve now, pay when you stay

$61 nightly

$70 total

May 31 - Jun 1

Total with taxes and fees

A full-service spa, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Spa

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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

Kentucky Splash Water Park

4/5(13 reviews)

Bring the family to Kentucky Splash Water Park and have a fun-filled day at this amusement park in Williamsburg. While in this family-friendly area, you can savor the top-notch restaurants.

University of the Cumberlands

Enjoy the collegiate vibe at University of the Cumberlands as part of your travels around Williamsburg. Discover the restaurants and museums in this family-friendly area.

Briar Creek Park

Explore the great outdoors at Briar Creek Park, a lovely green space in Williamsburg. Take in the museums and waterfalls in this family-friendly area.

Frequently asked questions

How much are vacation packages to Williamsburg?

Your travel fantasies can be realized in Williamsburg from an impressive $530. Our affordable package deals include flights and hotels, and they'll make your booking a piece of cake. The only thing you'll have to focus on is what amazing attraction you'll head to first.

How long should my Williamsburg vacation be?

Your Williamsburg vacation can be as long or as short as you like, but most travelers stay roughly 2 nights. In the mood to veer off the beaten path and uncover some less touristy sights? Book a few more nights and see another side of this place.

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

It's hard to beat Travelocity when it comes to piecing together your Williamsburg package deal. There are as many as 400 airlines and 1,000,000 properties around the world to choose from. Reserve your trip now and get ready to tick another destination off your must-see list.

Why should I book my Williamsburg vacation bundle with Travelocity?

You'll not only enjoy huge savings, but you'll also have access to our 24/7 support, quality service and a Price Match Guarantee. Roam across the world, uncover hidden treasures and create lifelong memories — we'll take care of the little details.

Can I save on my Williamsburg car rental if I book it with hotels and flights?

Bundling your hotel, car and flight into a Williamsburg vacation package is the easiest way to score better prices. Plus, having your own rental car gives you total freedom to get to all those amazing sights you can't wait to explore. Situated 75 mi from Williamsburg, Dollywood is one place that should be on your to-do list. Load up the car and make a day trip of it.

What is there to do in Williamsburg?

While taking the path less traveled is no doubt rewarding, you really shouldn't miss the well-known sights that make a place famous. Kentucky Splash Water Park and University of the Cumberlands are a couple of them in Williamsburg.

Where should I stay when visiting Williamsburg?

Many people opt to check in to the Holiday Inn Express Williamsburg, an IHG Hotel. It's sure to be a good base for your Williamsburg getaway.