Woodstock Vacations from $531

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Your Woodstock Vacation

Excellent adventures await when you book a Woodstock vacation package. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. If your trip to Woodstock includes a little sightseeing, don't miss well-known attractions like Ice Castles, Clarks Bears and Lost River Gorge & Boulder Caves. Don't delay exploring this destination any longer. The ultimate Woodstock vacation is only a few clicks away with Expedia.

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
Green Mountain Inn
Club Wyndham Smugglers’ Notch Vermont
AWOL Stowe
von Trapp Family Lodge & Resort
Old Stagecoach Inn
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Woodstock Hotel Deals

11 Acre Estate ~ Guest House ~ Private Golf Course ~ River & Pond ~ Hot Tub

11 Acre Estate ~ Guest House ~ Private Golf Course ~ River & Pond ~ Hot Tub

Woodstock NH
$976 nightly
The price is $1,059 total per night from Apr 22 to Apr 23
$1,059 total
Apr 22 - Apr 23
Total with taxes and fees
11 Acre Estate ~ Guest House ~ Private Golf Course ~ River & Pond ~ Hot Tub
Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

3 out of 5
527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $91 total per night from Mar 26 to Mar 27
$91 total
Mar 26 - Mar 27
Total with taxes and fees
9/10 Wonderful! (1,326 reviews)
Yes

Reviewed on Mar 22, 2026

Woodwards White Mountain Resort, BW Signature Collection
Indian Head Resort

Indian Head Resort

3 out of 5
664 US Route 3 Lincoln NH
$112 nightly
The price is $122 total per night from Mar 26 to Mar 27
$122 total
Mar 26 - Mar 27
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Clean room, front desk staff was very friendly, the fireplaces do not provide any heat, quick and easy ride to Loon

Reviewed on Mar 23, 2026

Indian Head Resort
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.

Find the Best Woodstock Vacation Packages

Things to do near Woodstock

Woodstock, New Hampshire, is a fantastic destination for adventure seekers and outdoor enthusiasts, offering a variety of activities like skiing at its renowned ski resorts. Visitors can enjoy fun day trips, multi-day tours, and diverse package holidays. Whether you're hitting the slopes or exploring the beautiful scenery, Woodstock provides an exciting backdrop for a memorable vacation.

Shopping

In Woodstock, you can visit the Old Country Store for unique gifts and souvenirs. If you're up for a drive, the Littleton Coin Company and the Old Country Store and Museum, both 20 and 23 miles away, offer great selections of local treasures.

Recreation

At Jack O'Lantern Resort Golf Course, enjoy a scenic round of golf surrounded by nature, just a mile from Woodstock. For a dose of culture and entertainment, visit Jean's Playhouse theater, located five miles away. Experience the thrill of ice skating at Waterville Valley Ice Arena, nine miles from Woodstock.

Adventure

Experience thrilling skiing at Loon Mountain Ski Resort, located 6 miles from Woodstock, offering stunning slopes and outdoor vibes. Explore the 5-mile distant Loon Mountain skiField for exciting sports. Take a scenic ride on the White Mountain Express Gondola, situated 7 miles away, for breathtaking views and adventure.

Nightlife

In Woodstock, New Hampshire, enjoy a cozy nightlife with local pubs and taverns offering live music and craft beers. Visit the Woodstock Inn Brewery for great brews, or relax at a nearby bar with a warm atmosphere. The charming streets create a friendly vibe perfect for an evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Woodstock

Woodstock, New Hampshire, is a fantastic destination for adventure and outdoor enthusiasts, offering stunning mountains, forests, and canyons to explore. Visitors can indulge in various activities, from skiing to scenic hikes. For accommodations, consider staying at affordable hotels, including the Golf Motel and the Woodstock Country Club, to enhance your experience in this picturesque area.

  • Loon Mountain Ski Resort: Located 6 miles from Woodstock, Loon Mountain Ski Resort offers thrilling skiing and snowboarding experiences in winter, along with adventure activities like zip-lining and mountain biking in warmer months. The stunning views of the White Mountains enhance the outdoor vibe.
  • White Mountain National Forest: Just 12 miles away, this expansive forest is a paradise for outdoor enthusiasts. With miles of hiking trails, breathtaking scenery, and diverse wildlife, it invites visitors to explore its natural beauty and enjoy various outdoor adventures.
  • Flume Gorge: Situated 9 miles from Woodstock, Flume Gorge features a stunning canyon carved by glaciers. Visitors can walk along the scenic pathways to witness waterfalls, towering granite walls, and lush greenery, making it a perfect spot for outdoor exploration and photography.

Best time to go to Woodstock

The best time to visit Woodstock is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January16.3°F (-8.7°C)Light RainMostly CloudyModerately HighAverage
February18.3°F (-7.6°C)Light RainMostly CloudyModerately HighAverage
March26.4°F (-3.1°C)Light RainMostly CloudyModerately LowSlightly Low
April38.5°F (3.6°C)Light RainMostly CloudyModerately LowSlightly Low
May51.8°F (11.0°C)Light RainMostly CloudyAverageSlightly Low
June59.7°F (15.4°C)Light RainMostly CloudyAverageAverage
July65.8°F (18.8°C)Light RainMostly SunnyModerately HighSlightly High
August64.2°F (17.9°C)Light RainMostly SunnyAverageSlightly High
September57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
October45.5°F (7.5°C)Light RainMostly CloudyAverageSlightly High
November32.9°F (0.5°C)Light RainMostly CloudyModerately LowAverage
December23.7°F (-4.6°C)Light RainMostly CloudyAverageAverage

Tips to save on your trip to Woodstock

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Woodstock.
  • Consider traveling to Woodstock during the low season (March to May) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
1,200
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Waterville Valley Resort, Clarks Bears and Whales Tale Water Park

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Frequently asked questions

How much does a Woodstock vacation package cost?
You can pick up a vacation package to this destination from $531 on Expedia. However, how much your vacation to Woodstock costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Woodstock?
If you'd like to book a cheap Woodstock vacation package, consider planning a trip in October, November and December. You'll generally find lower prices on flights and accommodations during these months — ideal for budget-conscious travelers.
How many days is enough for Woodstock?
With a well-planned schedule, you can easily tick off the main Woodstock attractions in a few days. But if you want to discover hidden gems or go on day tours, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Use Expedia's filter tool to help you find some unbeatable Woodstock package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Woodstock package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a personalized Woodstock vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Woodstock?
Secure fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woodstock break.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Your Woodstock getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.