Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Woodstock Holiday

When a getaway to the city is calling your name, answer it with a holiday package to Woodstock. With all your travel needs under control before you go, all you have to do here is focus on having fun. Shagg Pond and Concord Pond are a couple of the major attractions to check out during your trip to Woodstock. Your ideal Woodstock holiday is a few clicks away. Explore flights, hotels and more on Expedia for a trip that's tailored just for you.

Woodstock Holiday

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
1,250
Max Temp Winter
-3.89ºC
Max Temp Summer
21ºC
Top Sights
Shagg Pond and Concord Pond

Our pick of the best Woodstock Hotel Deals

Getaway Lakefront Home for Skiing or Summer Enjoyment

Getaway Lakefront Home for Skiing or Summer Enjoyment

Bryant Pond ME
10/10 Exceptional! (61 reviews)
"We have a very large group and this house is perfect for our family-reunion-type weekend tradition. Hot tub, pool table, and ping pong are great entertainment and for when the weather isn't ideal for being in the lake. Our whole group enjoyed themselves!"

Reviewed on 1 June 2026

Get rates
Getaway Lakefront Home for Skiing or Summer Enjoyment
New Chalet, Outdoor Dome w/views, Lakes, Hottub, Firepit, Arcade, Wet Bar, Pets

New Chalet, Outdoor Dome w/views, Lakes, Hottub, Firepit, Arcade, Wet Bar, Pets

Woodstock ME
10/10 Exceptional! (15 reviews)
"If you want a private, away from everything, get away, this is it. Beautiful home with plenty of space be it a couple of families or multiple couples."

Reviewed on 20 June 2026

Get rates
New Chalet, Outdoor Dome w/views, Lakes, Hottub, Firepit, Arcade, Wet Bar, Pets
Mollyockett Motel & Swim Spa

Mollyockett Motel & Swim Spa

2 out of 5
1132 S Main St Bryant Pond ME
7.2/10 Good! (45 reviews)
"Great quiet place. Clean and comfy."

Reviewed on 28 Mar 2025

Get rates
Mollyockett Motel & Swim Spa
See all 1,118 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Woodstock attractions

Concord Pond

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

Frequently asked questions

How much does a Woodstock holiday package cost?
You'll find cheap prices on Expedia for your Woodstock getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Woodstock costs.
What are the cheapest months to go to Woodstock?
If you're hoping to book a cheap Woodstock holiday package, consider planning a trip in May, September and November. You're likely to find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Woodstock?
Typically, a handful of days is enough to go to the main attractions during your Woodstock holiday. However, if you'd like to have time to rest or take day trips, consider extending your trip.
How to find the best Woodstock package deals?
Use Expedia's handy filters to find some unbeatable Woodstock package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Woodstock package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Woodstock holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights separately. Better still, you can tailor your Woodstock getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Woodstock?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woodstock holiday.
How to plan a trip to Woodstock?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Woodstock.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Woodstock.
  3. Decide how long to go for: Now that you know more about Woodstock, you can figure out the perfect length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, lock in the right Woodstock holiday package for you.

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.