Whitingham Vacations from $647
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Mountain Green Resort
$3,033
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Greenbrier Inn
$778
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9.4/10 Exceptional! (685 reviews)
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
Whitingham Hotel Deals
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
$705 nightly
$790 total
Aug 19 - Aug 20
Total with taxes and fees
9.8/10 Exceptional! (7 reviews)
"Wir kommen bestimmt irgendwann wieder. Es war echt cool."
Reviewed on Jul 15, 2026
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
Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing
Whitingham VT
10/10 Exceptional! (51 reviews)
"Peaceful, quiet location and aspects of the listing were accurate (nice, green space leading down to the pond). Bedding and towels were nice and clean. Other descriptions were not accurate, or felt overly generous. The listing and welcome email made a big deal about the free breakfast and lunch, ..."
Reviewed on Jul 1, 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 Whitingham Vacation Packages
Whitingham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Molly Stark State Park, The Ledge and Lake Raponda |
More vacations you might like
Frequently asked questions
How much does a Whitingham vacation package cost?
You'll find cheap prices from $647 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.
Explore a world of travel with Expedia
- Cabin Rentals in Readsboro
- Cabin Rentals in West Halifax
- Ski Hotels in Wilmington
- 4 Star Hotels in Searsburg
- Hotels near Mount Snow
- B&B in Whitingham
- Hilton Hotels in Wilmington
- Hotels with an Indoor Pool in Wilmington
- B&B in West Halifax
- Hotels near Molly Stark State Park
- Condo Rentals in West Halifax
- Chalets in Whitingham
- 4 Star Hotels in Wilmington
- Rv Parks in Readsboro
- Brattleboro Hotels
- Romantic Hotels in Wilmington
- Motels in West Halifax
- Hotels with Free Breakfast in Wilmington
- Stratton Hotels
- West Dover Hotels
- Best Western Hotels in Whitingham
- Bennington Hotels
- Pet-Friendly Hotels in Wilmington
- Hotels near The Hermitage Golf Club
- Cabin Rentals in Whitingham
- Best Western Hotels in Wilmington
- Whitingham Hotels
- Hotels with Hot Tubs in Wilmington
- Wilmington Hotels
- Manchester Hotels
- Family Hotels in Wilmington
- Jacksonville Hotels
- Villas in Whitingham
- Motels in Wilmington
- Readsboro Hotels
- Cheap Hotels in Wilmington
- Cabin Rentals in Jacksonville
- Searsburg Hotels
- Resorts & Hotels with Spas in Wilmington
- Romantic Hotels in Jacksonville
- West Halifax Hotels
- 4 Star Hotels in Jacksonville
- Marlboro Hotels
- Cabin Rentals in Wilmington
- 4 Star Hotels in West Halifax
- B&B in Readsboro
- Motels in Readsboro
- Hotels with a Pool in Wilmington
- Historic Hotels in Wilmington
- Visit Jacksonville
- Epsilon Spires
- Visit Whitingham
- Prospect Mountain Nordic Ski Center
- Bluebird Express Ski Lift
- Prospect Mountain Cross-Country Ski Center
- Canyon Express Ski Lift
- Hooker-Dunham Theater & Gallery
- The Hermitage Golf Club
- Mount Snow
- Visit Readsboro
- Bennington Arts Guild Gallery
- Visit West Halifax
- The Stone Church
- Grand Summit Express Ski Lift
- Snow Lake
- Heavy Metal Ski Lift
- Jim McGrath Gallery and Studio
- Marlboro Vacations
- Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Brattleboro Country Club
- Molly Stark State Park
- Visit West Dover
- West Dover Vacations
- Norman Rockwell Exhibition
- Bennington Battle Monument
- Brattleboro Vacations
- Mount Snow Golf Course
- Southern Vermont Natural History Museum
- Visit Wilmington
- Brattleboro Common
- Stratton Mountain Resort
- Harriman Reservoir
- Guilford Welcome Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
