Woodstock Vacations from $296

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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.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $416, price is now $296 per person
$296
per person
Dec 11 - Dec 13
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Manchester (MHT)
7.6/10 Good! (1,001 reviews)

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $557, price is now $402 per person
$402
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Manchester (MHT)
9.2/10 Wonderful! (284 reviews)
Great place to stay in the plymouth Ashland area!!

Reviewed on Nov 10, 2026

The Sunny G B&B

The Sunny G B&B

2.5 out of 5
Price was $423, price is now $305 per person
$305
per person
Dec 11 - Dec 13
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Manchester (MHT)
9.4/10 Exceptional! (718 reviews)
We booked the Sunny B for a fall getaway, excited to experience our first bed and breakfast and enjoy the beauty of the season. Unfortunately, we were disappointed to learn upon arrival that breakfast was not included because we had booked a discounted rate. This was never mentioned in the listing or disclosed during booking. When you book a bed and breakfast, you naturally expect both a bed and breakfast. Had we known, we would have booked somewhere else. Another inconvenience was running out of toilet paper one evening. Although the host responded to our email within a couple of hours, we were surprised there wasn't an extra roll available in the bathroom. On the positive side, the older home was very clean and well-maintained. The Wi-Fi worked great, parking was conveniently close, and the location was excellent, with plenty of outdoor activities and beautiful fall scenery nearby. There is no TV in the guest rooms, but one is available in a shared first-floor space. Overall, the location and cleanliness were great. However, the lack of transparency about breakfast took away from what we expected to be a traditional bed and breakfast experience. I hope it is made it clear in future listings when breakfast is excluded from a discounted rate. We would not have booked had we known.

Reviewed on Nov 10, 2026

The Waitsfield Inn

The Waitsfield Inn

2.5 out of 5
Price was $1,014, price is now $753 per person
$753
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Burlington (BTV)
9/10 Wonderful! (391 reviews)

Coppertoppe Inn and Retreat Center

Coppertoppe Inn and Retreat Center

3.5 out of 5
Price was $680, price is now $508 per person
$508
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Manchester (MHT)
9.4/10 Exceptional! (214 reviews)
The place was excellent . The owners were lovely people who were gracious and met our every requested need. The setting in the woods was perfect, overlooking the lake particularly in the late fall

Reviewed on Nov 1, 2026

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Woodstock Hotel Deals

Huge 9BR Riverfront Estate: Foliage, Fire Pit, Theater, Game Rm, Dual Kitchens!

Huge 9BR Riverfront Estate: Foliage, Fire Pit, Theater, Game Rm, Dual Kitchens!

Woodstock NH
10/10 Exceptional! (28 reviews)
"This house was a perfect spot for our large family vacation. 16 people slept comfortably. Plenty of space to gather together and plenty of space to separate to read, etc. Loved being able to walk to the river. Media room is a huge bonus!!! Adults and kids both enjoyed this property. Highly ..."

Reviewed on Oct 19, 2026

Get rates
Huge 9BR Riverfront Estate: Foliage, Fire Pit, Theater, Game Rm, Dual Kitchens!
Indian Head Resort

Indian Head Resort

3 out of 5
664 US Route 3 Lincoln NH
$114 nightly
The price is $124 total per night from Nov 11 to Nov 12
$124 total
Nov 11 - Nov 12
Total with taxes and fees
Indian Head Resort
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
$89 nightly
The price is $97 total per night from Nov 11 to Nov 12
$97 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (1,511 reviews)
"Le tapis était sale."

Reviewed on Nov 10, 2026

Woodwards White Mountain Resort, BW Signature Collection
See all 1,708 properties in Woodstock
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

What's included in a Woodstock vacation package?
A Woodstock vacation package typically combines round-trip flights, a hotel stay, and often a rental car, offering a convenient way to explore this outdoor and nature destination known for skiing. Many hotels in Woodstock provide amenities such as free breakfast, and some properties offer shuttle services to nearby ski areas or other attractions, enhancing your travel experience.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Woodstock vacation package?
When you bundle, you can save up to 30%*. To save money on a Woodstock package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Woodstock?
Woodstock, United States of America, is an outdoor and nature destination offering a range of activities for a memorable Woodstock vacation:

Browse and book things to do in Woodstock on Expedia.
Do you need to rent a car in Woodstock, or is public transport enough?
For a Woodstock vacation package, renting a car is highly recommended for exploring this outdoor and nature destination. Woodstock is primarily known for skiing and outdoor activities, with attractions like Loon Mountain and Franconia Notch State Park spread across the area. A car offers the flexibility to reach various trailheads, ski resorts, and scenic spots at your own pace.

Travelers arriving at airports such as Portland International Jetport (PWM) or Burlington International Airport (BTV) will find a rental car essential for the drive to Woodstock and for getting around the region during their stay.
Can I change or cancel my Woodstock vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Woodstock vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Woodstock vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Woodstock?
To find last-minute vacation packages to Woodstock, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Woodstock vacation packages?
Free cancellation on a Woodstock vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Woodstock vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Woodstock getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Woodstock vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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