Woodford Vacations from $471
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Your Woodford Vacation
Our Woodford vacation packages give you endless opportunities to enjoy new sights, sounds and smells. And with all the travel planning taken care of, you can kick back and enjoy your city getaway in the way that you deserve. Make your trip to Woodford even more fun and exciting by including some sightseeing. Prospect Mountain Cross-Country Ski Center, Bennington Potters Yard and Prospect Mountain Nordic Ski Center are some of the most popular attractions you'll want to explore. Your ideal Woodford vacation is only clicks away. Explore flights, accommodations and more on Expedia for an adventure that's tailored just for you.
The Latest Woodford vacation packages
Price found within the past 48 hours. Click for updated prices.
Lodges At Cresthaven
$471
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.4/10 Exceptional! (628 reviews)
They have pocket doors on the bathrooms with no locks. The slope of the property was so great that my reasonably healthy wife could not access the beach area. The property is beautiful, but in my opinion it is not well suited for older adults.
Reviewed on Aug 27, 2026
The Perch Hotel
$812
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.6/10 Exceptional! (36 reviews)
The 5 state view is amazing and worth the price of the stay alone! We were upgraded to a suite when our booked room wasn’t immediately available. Highly recommend!
Reviewed on Aug 20, 2026
Stay near popular Woodford attractions
Woodford State Park
8.8/10 (11 reviews)
You can take time to visit Woodford State Park during your travels to Woodford.
Prospect Mountain Cross-Country Ski Center
9.0/10 (28 reviews)
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
Harmon Hill
8.0/10 (6 reviews)
Commune with nature and explore the great outdoors at Harmon Hill during your travels in Woodford. While you're here, you can savor the charming coffeehouses.
Prospect Mountain Nordic Ski Center
8.6/10 (8 reviews)
Hit the slopes in Woodford with a visit to Prospect Mountain Nordic Ski Center. Discover the area's mountain views and coffeehouses.
Harmen Hills Trail
9.6/10 (4 reviews)
Explore the great outdoors at Harmen Hills Trail, a lovely green space in Woodford. Discover the mountain views in this trendy area, or seek out the ski slopes.
What to do in Woodford
Vermont RT 100 App-Guided Driving Audio Tour
$17
per traveler
Woodford Hotel Deals
Perfect for a peaceful get away in clean fresh Vermont air!
Woodford VT
$329 nightly
$369 total
Aug 31 - Sep 1
Total with taxes and fees
10/10 Exceptional! (85 reviews)
"We had such a lovely week on the lake, hiking the nearby trails and enjoying the wildlife and scenery. A perfect and idyllic location for the adults with plenty to do for two active young boys. Thank you LJ!"
Reviewed on Aug 19, 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$255 nightly
$285 total
Sep 14 - Sep 15
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$152 nightly
$170 total
Sep 20 - Sep 21
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Nice place"
Reviewed on Aug 26, 2026
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.
Find the Best Woodford Vacation Packages
Woodford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Prospect Mountain Cross-Country Ski Center, Woodford State Park and Prospect Mountain Nordic Ski Center |
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Frequently asked questions
How much does a Woodford vacation package cost?
Offering great value package deals from $471 on Expedia, you'll be thrilled with how little a vacation to Woodford costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Woodford?
If you're looking to score a cheap Woodford vacation package, consider traveling in September, October and November. You'll usually find lower rates on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Woodford?
Typically, a handful of days is enough to see the top attractions during your Woodford vacation. However, if you prefer to have some time to relax or take day trips, consider extending your trip.
How to find the best Woodford package deals?
Landing a cheap Woodford package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Woodford package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Woodford vacation as a package?
You can enjoy significant savings on your next Woodford break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Woodford?
If you're considering a spur-of-the-moment Woodford trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Woodford?
- Choose when to travel: Check your diary and get packing. Your preferred time of year and the type of activities available will also help you decide when to escape to Woodford.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Woodford.
- Use our trip planning tool to discover Woodford: Research every aspect of your trip to Woodford with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide your trip length: Think about how long you'd like to spend exploring Woodford. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Woodford vacation package that brings all your bookings together.
- Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Explore some of the top things to do in Woodford and reserve your tickets early to save time (and maybe some cash too!).
Does Expedia offer Book Now, Pay Later Woodford vacation packages?
Your Woodford getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
