Williamsburg Vacation Packages 2025/2026 from $367

Williamsburg flight + hotel vacation packages

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

Candlewood Suites Lexington Medical District by IHG

South Broadway Park

$367

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a communal living room are also provided.

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

$420

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a terrace are also offered.

Hyatt Regency Lexington

Downtown Lexington

$431

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

The Campbell House Lexington, Curio Collection by Hilton

$390

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Hotel LEX, Trademark Collection by Wyndham

$372

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.

Top Williamsburg hotels deals

Cumberland Falls State Resort Park

7351 Hwy. 90, Williamsburg, KY

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A restaurant and a seasonal outdoor pool are featured at this hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pool

Pet friendly

Holiday Inn Express Williamsburg by IHG

56 West Highway 92, Williamsburg, KY

Free Cancellation

$127 nightly

$141 total

Nov 23 - Nov 24

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

Super 8 by Wyndham Williamsburg

30 W Highway 92, Williamsburg, KY

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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

Hampton Inn Williamsburg

530 Highway 92 W, Williamsburg, KY

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$142 total

Nov 30 - Dec 1

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

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This cabin features a water park and barbecue grills.

Pet friendly

Air conditioning

Baymont by Wyndham Corbin

174 Adams Rd, Corbin, KY

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Nov 11 - Nov 12

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 continental breakfast and free self parking.

Pool

Breakfast included

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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

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.

Cumberland Regional Mall

You can search for that perfect souvenir at Cumberland Regional Mall during your stay in Williamsburg. Discover the restaurants and museums 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 $367. 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.