Woodstock Vacations from $631
Book a Hotel + Flight or Car together to unlock savings
The Latest Woodstock Vacation Packages
- The Painted Lady
Jan 28 - Jan 31The Painted Lady + Flight
Downtown Birmingham3 nights2.0 star property9.4/10 - Exceptional (391 reviews)"I would not recommend this property for a solo female traveler, as I did not feel safe during my stay. There was no deadbolt on my room door, and the building was accessed using a universal entry code. With no front desk staff or lobby, it felt like anyone with the code could easily enter the building and access the guest rooms upstairs. There is also no elevator so I had to carry my suitcase up three flights of stairs. The rooms were extremely clean and nice, but that did not outweigh my..."Reviewed November 11, 2026Roundtrip • Dallas (DFW) - Birmingham (BHM)DFW - BHM • Nonstop BHM - DFW • Nonstop$762$631found 12 hours agoper traveler - Landing Midtown
Jan 28 - Jan 31Landing Midtown + Flight
Downtown Birmingham3 nights4.5 star property8.0/10 - Very good (65 reviews)Roundtrip • Dallas (DFW) - Birmingham (BHM)DFW - BHM • Nonstop BHM - DFW • Nonstop$982$801found 12 hours agoper traveler - Apt4 Edenbrae - Featured in Birmingham Magazine
Jan 28 - Jan 31Apt4 Edenbrae - Featured in Birmingham Magazine + Flight
Red Mountain3 nights2.0 star property10/10 - Exceptional (2 reviews)"Such a lovely, relaxing and beautiful place! All the extras like the snacks, teas, soaps and lotions, French press coffee … were such a nice addition too - we felt pampered and relaxed!"Reviewed July 12, 2026Roundtrip • Dallas (DFW) - Birmingham (BHM)DFW - BHM • Nonstop BHM - DFW • Nonstop$1,727$1,426found 12 hours agoper traveler - John Hand Club Hotel
Jan 28 - Jan 31John Hand Club Hotel + Flight
Downtown Birmingham3 nights3.0 star property9.6/10 - Exceptional (294 reviews)"Really had great experience. Only problem was street racers outside at night"Reviewed November 6, 2026Roundtrip • Dallas (DFW) - Birmingham (BHM)DFW - BHM • Nonstop BHM - DFW • Nonstop$944$807found 12 hours agoper traveler - Loft 301 The William - 3rd Ave Views - Carrigans
Jan 28 - Jan 31Loft 301 The William - 3rd Ave Views - Carrigans + Flight
Downtown Birmingham3 nights2.0 star property10/10 - Exceptional (1 review)"I love how unique & comfortable it was"Reviewed October 27, 2026Roundtrip • Dallas (DFW) - Birmingham (BHM)DFW - BHM • Nonstop BHM - DFW • Nonstop$1,019$885found 12 hours agoper traveler
Frequently Asked Questions
How much does a Woodstock vacation package cost?
Offering excellent value package deals from $631 on Expedia, you'll be surprised at how little a vacation to Woodstock costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodstock?
If you'd like to book a cheap Woodstock vacation package, consider visiting in October, November and December. You'll typically find lower rates on airfares and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Woodstock?
With a well-organized travel plan, you can easily hit the top Woodstock attractions in a few days. But if you'd like to discover hidden spots or take day trips, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Use Expedia's handy filters to find some unbeatable Woodstock package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Woodstock package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Woodstock vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Woodstock?
If you're planning an impromptu Woodstock vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Your Woodstock break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.