Woodstock Vacations from $599

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Your Woodstock Vacation

When you choose a Woodstock vacation package, you can kick back and enjoy your adventure to the fullest. Uncover the best parts of this exciting city knowing that all your travel arrangements have been organized before you go. There's plenty to put on your must-do list during your trip to Woodstock, beginning with popular sights such as Concord Pond and Shagg Pond. Stop dreaming and start adventuring. Check out the wide range of options on Expedia today and put your Woodstock vacation plans in motion!

The Latest Woodstock Vacation Packages

Price found within the past 48 hours. Click for updated prices.
S&S Swift River

S&S Swift River

3.5 out of 5
Save 100% on your flight
per person
Aug 1 - Aug 7
found 22 hours ago
Roundtrip flight included
Houston (IAH) to Auburn (LEW)
No reviews

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
1,250
Top Sights
Concord Pond and Shagg Pond

Woodstock Hotel Deals

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Bryant Pond
The price is $200 per night from Jun 19 to Jun 20
$200
$551 total
includes taxes & fees
Jun 19 - Jun 20
10/10 Exceptional! (26 reviews)
Beautiful setting, beautiful space
"We only had a very brief stay, alas, but made the most of the opportunity as best we could. A few updates are needed with the introductory welcome materials and equipment information that will be easy but useful to correct. Glad we had a chance to pause in western Maine, with a view of close mountains ..."

Reviewed on Apr 9, 2024

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Mollyockett Motel & Swim Spa
Mollyockett Motel & Swim Spa
2 out of 5
1132 S Main St, Bryant Pond, ME
Fully refundableReserve now, pay when you stay
The price is $127 per night from Jul 6 to Jul 7
$127
$139 total
includes taxes & fees
Jul 6 - Jul 7
5.8/10 (14 reviews)
4 star
"I liked the spacious room with three beds, The beautiful nature art on the wall, the pattern of the ceiling, the wifi. I didn’t like some of the outlets not working, the water has a weird taste, the coffee pot was dirty, and I had no warning that the pool was closed for renovations."

Reviewed on Apr 13, 2024

Mollyockett Motel & Swim Spa
The Farmhouse at Bryant Pond
The Farmhouse at Bryant Pond
Bryant Pond
The price is $575 per night from Jun 17 to Jun 18
$575
$1,152 total
includes taxes & fees
Jun 17 - Jun 18
10/10 Exceptional! (29 reviews)
Family Tradition
"We had an amazing stay, we love coming up and enjoying Bryant Pond. We've been coming to this house for years, even before"

Reviewed on Jun 5, 2024

The Farmhouse at Bryant Pond
See all 965 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.

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Woodstock vacation package cost?
The cheapest Woodstock vacation package is $599, so your dream trip can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to tailor a package that suits you.
How do I get a cheap travel package to Woodstock?
Booking a Woodstock vacation package with Expedia is such a simple way to save. We offer access to over 550 partner airlines and 1,000,000 hotels spread across the globe. With such a wonderful range to select from, you’ll have no hassles pulling together your next dream vacation.
Where should I stay in Woodstock?
There’s loads to explore in Woodstock, so stay close to its best sights and treat yourself to more time sightseeing. Mineral Collector is one spot that should be on your itinerary.
What are the top hotels in Woodstock?
Book a room at Waterfront Condo In Woodstock - Bryant Pond. It’s one of the neighborhood’s most sought-after properties. Another great option in Woodstock is Pet Friendly/mt. Home/beau Views.
How far in advance should I book my Woodstock vacation?
It’s tricky picking the perfect time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you can’t book ahead, don’t worry. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Woodstock travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to create your ideal Woodstock package. Once you’ve made your booking, you can add on the fun stuff like tours and experiences. Remember, the more you bundle, the bigger the savings!
What should I know before booking a Woodstock travel package?
You’ll enjoy amazing savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you’re organizing a luxury romantic escape or a low-cost family road trip, explore our vacation packages today.
Can I choose my airline with a Woodstock Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’d like to fly to Woodstock in first class or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Woodstock vacation package?
Whether it’s your hotel or flight, yes, you can amend or cancel it. Locked in your Woodstock vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We’ll help you every step of the way.

Discover the most popular places to visit in Woodstock

Image for Shagg Pond

Shagg Pond

Commune with nature and explore the great outdoors at Shagg Pond during your travels in Woodstock. Stroll along the riverfront or experience the area's festivals.

Shagg Pond
Image for Concord Pond

Concord Pond

Commune with nature and explore the great outdoors at Concord Pond during your travels in Woodstock.

Concord Pond
Image for Mineral Collector

Mineral Collector

3/5(1 review)

Enjoy an outing to Mineral Collector during your stay in Woodstock. Stroll along the riverfront or discover the mountain views in this relaxing area.

Mineral Collector

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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.