Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Woodstock

Oxford Casino Hotel

Oxford Casino Hotel

3 out of 5
777 Casino Way Oxford ME
Fully refundableReserve now, pay when you stay
The price is 3.470.274 ₫ per night from 9 Aug to 10 Aug
3.470.274 ₫
3.782.598 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Limited restaurants"

Reviewed on 24 Jul 2026

Oxford Casino Hotel
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St Oxford ME
Fully refundableReserve now, pay when you stay
The price is 3.431.993 ₫ per night from 19 Aug to 20 Aug
3.431.993 ₫
3.740.873 ₫ total
19 Aug - 20 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Wonderful place to stay!! The staff is very welcoming. Emily helped check us in and was very attentive to our every need. Free delicious breakfast in the mornings. A clean pool and gym to use. And PLENTY of parking!!! Can't wait to see yall next year!"

Reviewed on 30 Jul 2026

Hampton Inn Oxford
Lakefront Cottage: Boat Dock, Patio & Kayaks!

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3 out of 5
Oxford ME
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Lakefront Cottage: Boat Dock, Patio & Kayaks!
See all 1,127 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.

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.