Wardsboro Vacations from $655

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Your Wardsboro Vacation

Prepare to experience Wardsboro in your own style with a custom Wardsboro vacation package! Discovering the charms of this captivating city is easier with a base in a neighborhood such as Forest Farms, which is good for nature, among other things. If your trip to Wardsboro includes a little sightseeing, hit up much-loved attractions like Townshend State Park, Ball Mountain Dam and Margies Muse Handweaving & Gallery. A couple of quick clicks is all it takes to create a tailored Wardsboro vacation on Expedia.

The Latest Wardsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Chalet 239

Chalet 239

2 out of 5
Price was $802, price is now $655 per person
$655
per person
Jul 15 - Jul 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
9.4/10 Exceptional! (125 reviews)
Only issue is there was nowhere to hang anything and the room was very small. Room was clean, comfortable and bathroom was well-appointed. Breakfast was good and staff friendly and helpful. Close to restaurants and super easy access to Mt. Snow. Would definitely stay here again.

Reviewed on Mar 28, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,238, price is now $913 per person
$913
per person
Jul 15 - Jul 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Rutland (RUT)
9.4/10 Exceptional! (922 reviews)
Very helpful staff, I came in late but was able to settle in without too much of a delay.

Reviewed on May 11, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,223, price is now $957 per person
$957
per person
Jul 15 - Jul 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
8.8/10 Excellent! (923 reviews)
Lovely hotel with views of river and walkable to variety of shops and restaurants

Reviewed on May 12, 2026

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $865, price is now $713 per person
$713
per person
Jul 15 - Jul 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
8.2/10 Very Good! (970 reviews)
Clean room, great included breakfast, staff was nice and overall was just a good time

Reviewed on May 7, 2026

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $802, price is now $663 per person
$663
per person
Jul 15 - Jul 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Rutland (RUT)
No reviews
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Wardsboro Hotel Deals

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro VT
Get rates
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$201 nightly
The price is $221 total per night from May 25 to May 26
$221 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (840 reviews)
We always love this property!!

Reviewed on May 4, 2026

Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (973 reviews)
Great experience

Reviewed on May 8, 2026

Hampton Inn Brattleboro
See all 2,120 properties in Wardsboro
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 Wardsboro Vacation Packages

Wardsboro Essential Information

Language
English
Currency
U.S dollars
Top Sights
Mount Snow, Magic Mountain Ski Resort and Jamaica State Park

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Frequently asked questions

How much does a Wardsboro vacation package cost?
You can grab a vacation package to this destination from $655 on Expedia. But how much your vacation to Wardsboro costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Wardsboro?
If you're hoping to snag a cheap Wardsboro vacation package, consider traveling in April, May and October. You'll typically find better rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Wardsboro?
The ideal length for your Wardsboro vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to tick off all the leading sights and discover some hidden treasures along the way.
How to find the best Wardsboro package deals?
Begin your search for a Wardsboro package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Wardsboro package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wardsboro adventure off to a flying start.
Is it cheaper to book a Wardsboro vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Wardsboro vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Wardsboro?
If you've got your Wardsboro travel dates confirmed, book early to bag some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Wardsboro vacation packages?
Set off on your ideal getaway to Wardsboro with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.