Woodford Vacations from $421

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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.
Tru By Hilton Albany Airport, NY

Tru By Hilton Albany Airport, NY

2.5 out of 5
Price was $471, price is now $421 per person
$421
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9/10 Wonderful! (1,960 reviews)
Great easy and comfortable stay after a late airport arrival! We got there at about 12:30 AM and were in bed by 12:45!

Reviewed on Oct 29, 2026

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $965, price is now $775 per person
$775
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (22 reviews)
The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in.

Reviewed on Oct 19, 2026

The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was $1,108, price is now $936 per person
$936
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $1,100, price is now $931 per person
$931
per person
Dec 1 - Dec 8
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.4/10 Exceptional! (658 reviews)
Great Lake views clean and spacious

Reviewed on Oct 30, 2026

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
Price was $970, price is now $865 per person
$865
per person
Dec 1 - Dec 8
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
8.6/10 Excellent! (1,006 reviews)

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Stay near popular Woodford attractions

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.
See properties

What to do in Woodford

Vermont RT 100 App-Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
80% of travellers recommend
Vermont RT 100 App-Guided Driving Audio Tour
See all activities in Woodford

Woodford Hotel Deals

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
$172 nightly
The price is $189 total per night from Nov 11 to Nov 12
$189 total
Nov 11 - Nov 12
Total with taxes and fees
8.6/10 Excellent! (326 reviews)
"We went for a wedding and couldn’t have been happier with our stay."

Reviewed on Oct 25, 2026

Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$119 nightly
The price is $133 total per night from Nov 22 to Nov 23
$133 total
Nov 22 - Nov 23
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $219 total per night from Nov 8 to Nov 9
$219 total
Nov 8 - Nov 9
Total with taxes and fees
9.8/10 Exceptional! (707 reviews)
"Clean, spacious rooms."

Reviewed on Oct 28, 2026

The Williams Inn
See all 1,884 properties in Woodford
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 $421 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.