How much are vacation packages to Woodstock?

Adventure awaits in Woodstock, with Travelocity vacation packages from as little as $726. In addition to flights and hotels, these terrific deals make it a breeze to explore all corners of the world.

How long should my Woodstock vacation be?

Generally, 2 nights is what many tourists book for their Woodstock trip. That's a good starting point, but there's loads more to discover if you give yourself a little longer.

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

Snapping up the best package deal to Woodstock is a cinch with Travelocity. With access to 400 air carriers and 1,000,000 properties across the globe, you're spoiled for choice when selecting your flights and hotels.

Why should I book my Woodstock vacation package via Travelocity?

From enticing destinations to one-of-a-kind experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also ensure you're taken care of while you're on your getaway. And don't worry if you spot a cheaper price on your booking, we'll match it. That's our Price Match Guarantee .

Can I save money on my Woodstock car rental if I bundle it with a hotel or flight?

Sure can — combine your flight, car and hotel into a Woodstock vacation package and you can save plenty. With so much to discover in the Woodstock area, that set of wheels will make exploring a joy. Once you've settled into the driver's seat, hit the wide open road and find your way to Fenway Park, a well-known sight approximately 110 mi from Woodstock.

What is the best time of year to go to Woodstock?

If you really want to wander wisely, is one of the best times to do it. That's when you'll find hotel rates tumble. By way of comparison, prices are at their highest around . are the most popular times to stay in Woodstock, so brace for snaking lines at major attractions. Prefer to travel outside peak season? You'll find thinner crowds in .

Which airport is best for Woodstock?

Lebanon Municipal Airport (LEB) is where many travelers land. You'll find it 10 mi east from inner Woodstock. You can also check out the fares to Rutland Southern Vermont Regional Airport (RUT), which is 20 mi away from central Woodstock.

What is there to do in Woodstock?

There is a certain kind of magic as you wander through the streets of Woodstock. Suicide Six Ski Area and Woodstock Country Club are just a couple of highlights that make this city such a sought-after destination, so add them to your to-do list.

Where should I stay when visiting Woodstock?

The The Shire Woodstock is popular with many travelers. Book as soon as possible before it's too late.

Can I go on vacation to Woodstock at this time?

Discover all the info you need to know about travel restrictions and quarantine policies before you fly to Woodstock. Our Covid-19 Travel Advisor is full of advice to help make your vacation as hassle-free as possible.

Woodstock, VT Vacation Packages 2022

Woodstock flight + hotel vacation packages

Mount Snow Grand Summit Resort

per person

Sep 25 - Sep 30

Roundtrip non-stop flight included

Oklahoma City (OKC) to Springfield (VSF)

This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.

Colonial Motel And Spa

per person

Sep 25 - Sep 30

Roundtrip non-stop flight included

Oklahoma City (OKC) to Springfield (VSF)

This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.

Jackson Gore Village

per person

Sep 25 - Sep 30

Roundtrip non-stop flight included

Oklahoma City (OKC) to Springfield (VSF)

Ski-in/ski-out access, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Rowell's Inn

per person

Sep 25 - Sep 30

Roundtrip non-stop flight included

Oklahoma City (OKC) to Springfield (VSF)

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Mountain Lodge at Okemo

per person

Sep 25 - Sep 30

Roundtrip non-stop flight included

Oklahoma City (OKC) to Springfield (VSF)

Ski-in/ski-out access and a restaurant are featured at this smoke-free hotel. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Families will appreciate the onsite laundry facilities and babysitting.

Top Woodstock hotels deals

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT, 05091

This smoke-free resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 indoor tennis courts and indoor pool.

Pool

Free WiFi

The Shire Woodstock

46 Pleasant St., Woodstock, VT, 05091

Free Cancellation

Reserve now, pay when you stay

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden and a picnic area are also provided.

Free WiFi

Parking included

506 On the River Inn

1653 West Woodstock Road, Woodstock, VT, 05091

This hotel features an indoor pool, a spa tub, and a restaurant. Enjoy the free ski shuttle and onsite ski storage. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area.

Pool

Free WiFi

Braeside Lodging

908 East Woodstock Road, Woodstock, VT, 05091

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.

Free WiFi

Parking included

The Blue Horse Inn

3 Church Street, Woodstock, VT, 05091

A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.

Pool

Free WiFi

The Jackson House Inn

43 Senior Lane, Woodstock, VT, 05091

Get rates

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a library are also on offer.

Free WiFi

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 in Woodstock

Red Wagon Toy Company

Enjoy an outing to Red Wagon Toy Company during your stay in Woodstock. Wander the riverfront in this quaint area.

Dana House Museum

You can browse the exhibits at Dana House Museum, a museum with a storied past, during your travels to Woodstock. Wander the riverfront in this quaint area.

Billings Park and Trail

Explore the great outdoors at Billings Park and Trail, a lovely green space in Woodstock. Wander the riverfront in this quaint area.

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