Whitingham Vacations from $701

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Your Whitingham Vacation

Uncover the best of Whitingham with a customized Whitingham vacation package. From its rural countryside and rich history to its spectacular views, you'll love discovering this picturesque city in your own way. Make your trip to Whitingham even more fun and exciting by going sightseeing. Jacksonville Pond, The Ledge and Honora Winery are among the most popular attractions worth exploring. Expedia can help you escape the everyday. Tailor your vacation to Whitingham to suit your travel style, whatever that may be.

The Latest Whitingham vacation packages

Price found within the past 48 hours. Click for updated prices.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $882, price is now $701 per person
$701
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
10/10 Exceptional! (196 reviews)
This was a hidden gem. It was so clean and quiet. Definitely a place for peace and quiet. Rooms were super clean and the attention to detail was amazing. Will definitely be back.

Reviewed on Jun 22, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,112, price is now $819 per person
$819
per person
Aug 1 - Aug 8
just found
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (895 reviews)
Love the historical aspects of this place.

Reviewed on Jun 17, 2026

Chateau Rooms

Chateau Rooms

4.5 out of 5
Save 100% on your flight
Price was $2,450, price is now $1,929 per person
$1,929
per person
Aug 9 - Aug 14
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
9.2/10 Wonderful! (66 reviews)
Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again.

Reviewed on Jan 4, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,414, price is now $1,158 per person
$1,158
per person
Aug 1 - Aug 8
just found
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (932 reviews)
Beautiful setting. Under construction at the moment. Lovely fire pits along the river for evening gathering. Our room was newly renovated. Small but clean. But without storage: no bureau or closet or even a pole or place to hang clothes. Will be good to revisit once the restaurant is finished and hammering stops. Single Keurig in reception area for all the guests. Convenient grocery storage directly across the street. Lovely eateries and sites to visit within drive range. Interesting mix. I believe it is under new ownership and undergoing needed work before ski season.

Reviewed on Jun 22, 2026

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Whitingham Hotel Deals

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham VT
$725 nightly
The price is $812 total per night from Jun 24 to Jun 25
$812 total
Jun 24 - Jun 25
Total with taxes and fees
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."

Reviewed on May 25, 2026

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Whitingham VT
9.8/10 Exceptional! (50 reviews)
"The Sawyer Mansion was perfect for our family of 13. Plenty of room for everyone to have their own space plus areas for the whole family to gather. The house was clean and the kitchen was filled with more than enough dishes, pots, pans, silverware etc. for large gatherings. Our family also enjoyed ..."

Reviewed on Jun 1, 2026

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Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham VT
10/10 Exceptional! (50 reviews)
"We had 3 lovely nights at the Lakeside Tiny House and spent some wonderful time hiking in nearby state parks. The view of the lake is perfection and the house was just right for my husband and I. Highly recommend."

Reviewed on Sep 7, 2025

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Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
See all 1,356 properties in Whitingham
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 Whitingham Vacation Packages

Whitingham Essential Information

Language
English
Currency
U.S dollars
Top Sights
Molly Stark State Park, The Ledge and Lake Raponda

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Frequently asked questions

How much does a Whitingham vacation package cost?
You'll find cheap prices from $701 on Expedia for your Whitingham break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Whitingham costs.
What are the cheapest months to go to Whitingham?
March, April and October are great times to search for cheap Whitingham vacation packages. Choosing to travel in quieter periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Whitingham?
The ideal duration of your Whitingham vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to check out all the main sights and discover some hidden gems along the way.
How to find the best Whitingham package deals?
Use Expedia's filters to find some unbeatable Whitingham package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Whitingham package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Whitingham vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Whitingham escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Whitingham?
Land fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Whitingham vacation.
Does Expedia offer Book Now, Pay Later Whitingham vacation packages?
Secure your ideal getaway to Whitingham with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up cheap deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.