Woodstock Trips (flight + hotel)

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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 P8,323 per night from Aug 10 to Aug 11
P8,323
P9,072 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very professional staff and easy, plentiful free parking. Room was very spacious, clean and had all the amenities needed."

Reviewed on Jul 28, 2025

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 P8,306 per night from Aug 10 to Aug 11
P8,306
P9,053 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Very comfortable bed cleaned room. Rested very well"

Reviewed on Jul 31, 2025

Hampton Inn Oxford
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
97 Summit Road, Newry, ME
8.2/10 Very Good! (272 reviews)
"The dining room closed at 8 pm, a little early for our taste. The layout of the hotel included very long corridors, which would have been a problem for anyone with mobility issues."

Reviewed on Aug 1, 2025

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Grand Summit Hotel
See all 1,068 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.

Popular places to visit

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

Frequently asked questions

How much does a Woodstock vacation 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 vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
If you're hoping to book a cheap Woodstock vacation 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 vacation. 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 vacation package as soon as possible.
Is it cheaper to book a Woodstock vacation as a package?
An Expedia vacation 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 vacation 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 vacation.
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 accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Woodstock vacation package for you.

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