Deals on vacations and trips to Woodstock

Save when you book Woodstock package deals

Choose two or more items and save on your trip:

Woodstock flight + hotel vacation packages

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

Hotel Hive

3.5 out of 5
Northwest
Price was $553, price is now $388 per person
$388
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace and luggage storage are also provided.
The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Save 100% on your flight
Price was $690, price is now $452 per person
$452
per person
Aug 15 - Aug 18
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
A bar/lounge and a virtual front desk are featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage is also provided.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $659, price is now $443 per person
$443
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, a lobby fireplace, and a computer station are also on offer.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was $682, price is now $465 per person
$465
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Baltimore (BWI)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.
Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $632, price is now $434 per person
$434
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, limo/town car service, and luggage storage are also on offer.

Top Woodstock hotels deals

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Free Cancellation
$106 nightly
The price is $119 total per night
$119 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Jul 20 - Jul 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

2.5 out of 5
1150 Motel Dr Woodstock VA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $122 total per night
$122 total
Jul 28 - Jul 29
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a lobby fireplace are also on offer.
Pool
Breakfast included
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Edinburg VA
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Rivah Retreat -River Front- Fishing -Hot tub

Rivah Retreat -River Front- Fishing -Hot tub

Woodstock VA
$354 nightly
The price is $358 total per night
$358 total
Jul 19 - Jul 20
Total with taxes and fees
A hot tub is featured at this cabin, along with a garden and barbecue grills.
Hot Tub
Breakfast included
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$107 nightly
The price is $123 total per night
$123 total
Aug 3 - Aug 4
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Stay near popular Woodstock attractions

Shenandoah County Fairgrounds

9.0/10 (48 reviews)
Take the family on an outing to Shenandoah County Fairgrounds during your trip to Woodstock. While you're here, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Woodstock?
With vacation packages being sold from as little as $388, you won't need to blow out the credit card for your getaway to Woodstock. Travelocity is here to help. Bundle up experiences, flights and hotels into a convenient package and score serious discounts. The more you book, the more you save.
How long should my Woodstock vacation be?
The majority of travelers book a hotel for 2 nights in Woodstock. But that doesn't necessarily mean you have to follow suit. How long you spend here depends on what you hope to do during your vacation. If you want to see every corner of this amazing destination, stay another couple of nights (or even an extra week!).
Where can I get the best vacation package deals for Woodstock?
It's hard to look past Travelocity when it comes to putting together your Woodstock package deal. There are as many as 400 airlines and 1,000,000 properties around the world to select from. Lock in your trip now and get ready to tick another exciting place off your must-see list.
Why should I purchase my Woodstock vacation package via Travelocity?
We've got 24/7 support, high-quality service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to in all four corners of the globe. Explore with us and your wallet will thank you for it.
Will I save money on my Woodstock car rental if I combine it with hotels and flights?
With a Woodstock vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're eager to see the best of this exciting destination, why not make tracks to White House? This must-see attraction is 80 mi from Woodstock. With your own set of wheels, you'll be there belong long.
Which airport is best for Woodstock?
Many travelers choose to fly into Washington Dulles Intl. Airport (IAD), 55 mi east of downtown Woodstock. Others prefer Charlottesville-Albemarle Airport (CHO) (50 mi away from central Woodstock) or Shenandoah Valley Regional Airport (SHD) (50 mi away from central Woodstock).
What is there to do in Woodstock?
While veering off the tourist trail is rewarding, you really shouldn't miss the big sights that make a place famous. Shenandoah County Fairgrounds and Woodstock Museum are a couple of them in Woodstock.
Where should I stay when visiting Woodstock?
The Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel is the first choice of many travelers. Book now before it's too late.

Photos of local treasures

Browse Woodstock vacation photos for more inspiration

A panoramic view of a lush green valley with rolling hills and a stone wall in the foreground.
A mountainous landscape with dense forests and a stone wall in the foreground.
A mountainous landscape with lush greenery and a clear blue sky.

Explore More Ways to Travel with Travelocity