Woodstock Holidays

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Top Flight + Hotel Deals in Woodstock

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was €2,155, price is now €1,745 per person
€1,745
per person
17 Aug - 23 Aug
found 22 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,902 reviews)
We checked in on July 1st and noticed AC was not cooling. Called the front desk and they said they will send someone to reset and no one came. The temperature outside was 102. By the time they offered to change the room we were already in bed. We said we can change the room next morning. They sent a small table fan. Next morning one Engineer was supposed to come and check and they said they couldn’t get in because of the sign. We have gone out for sightseeing. When we got back room was hot.we complained and we had to move our things three times to three different rooms since some of them had no safe no fridge. Finally we settled for a room without fridge. I request you to refund our first night charges since there was no AC. Hope you understand. Thanks Anand Ramachandran

Reviewed on 11 Jul 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was €2,223, price is now €1,832 per person
€1,832
per person
17 Aug - 23 Aug
found 22 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
The property staff was awesome. Had a problem with TV and never fixed but staff did offer a change of rooms which I did not accept.

Reviewed on 11 Jul 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was €2,388, price is now €2,032 per person
€2,032
per person
17 Aug - 23 Aug
found 22 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
9/10 Wonderful! (1,206 reviews)
Poco confortable

Reviewed on 11 Jul 2026

Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
Price was €2,140, price is now €1,833 per person
€1,833
per person
17 Aug - 23 Aug
found 22 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
9.2/10 Wonderful! (1,007 reviews)
Great location and nice spacious room - A/C was out third night with no notification from staff and the water station did not work on our floor.. unacceptable in the extreme heat. Housekeeping did not do a great job.

Reviewed on 9 Jul 2026

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was €2,103, price is now €1,807 per person
€1,807
per person
17 Aug - 23 Aug
found 22 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Everything was great

Reviewed on 11 Jul 2026

Top hotels in Woodstock

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Fully refundable
The price is €103 per night from 6 Aug to 7 Aug
€103
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Hotel was great hotel."

Reviewed on 9 Jul 2026

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Fully refundable
The price is €99 per night from 19 Jul to 20 Jul
€99
19 Jul - 20 Jul
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Very good."

Reviewed on 11 Jul 2026

Comfort Inn Woodstock Shenandoah
Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

2.5 out of 5
1150 Motel Dr Woodstock VA
Fully refundableReserve now, pay when you stay
The price is €107 per night from 26 Jul to 27 Jul
€107
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"This was a quick stop off the highway to sleep before continuing on our road trip. They give you a 50% off coupon for Luray Caves which was a stop on our trip and worked out well. Rooms were clean, washrooms were newly renovated. The only reason for a lost star was we paid extra for this hotel vs ..."

Reviewed on 10 Jul 2026

Hampton Inn & Suites Woodstock, VA
See all 1,166 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

Shenandoah County Fairgrounds

9.0/10 (48 reviews)
The Shenandoah County Fairgrounds hosts the valley's oldest fair, drawing thousands with agricultural exhibits and harness races. Experience local traditions, entertainment, and regional cuisine during late August.
See properties

Frequently asked questions

How much does a Woodstock holiday package cost?
You can snap up a holiday package to this top destination from €1,745 on Expedia. But how much your holiday to Woodstock costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Woodstock?
December, January and February are the best times to search for cheap Woodstock holiday packages. Travelling in less busy months means you can generally find lower prices on flights and accommodation.
How many days is enough for Woodstock?
You can explore all the leading sights in Woodstock in a few days, including the popular Shenandoah County Fairgrounds. If you want a longer Woodstock holiday, check out which kind of activities and day tours are available nearby.
Is it worth booking a holiday package to Woodstock?
Woodstock has everything you need for an unforgettable getaway. Begin your Woodstock holiday on a high note by exploring top attractions like Shenandoah County Fairgrounds.
How to find the best Woodstock package deals?
Finding a cheap Woodstock package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Woodstock package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Woodstock holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can tailor your Woodstock escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Woodstock?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woodstock trip.
How to plan a trip to Woodstock?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Woodstock.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will probably be the biggest 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 right length of your holiday. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, book the perfect 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.