Whitingham Vacations from $708

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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.
Deerhill Inn

Deerhill Inn

3.5 out of 5
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
9.6/10 Exceptional! (216 reviews)
Amazing property! Absolutely will return again

Reviewed on Apr 3, 2025

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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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
The price is $653 per night from May 6 to May 7
$653
includes taxes & fees
$583 per night
May 6 - May 7
10/10 Exceptional! (2 reviews)
Great
"as advertised."

Reviewed on Jan 8, 2025

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
9.6/10 Exceptional! (42 reviews)
Lovely House! What a gem!
"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully ..."

Reviewed on Mar 10, 2025

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Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is $135 per night from May 8 to May 9
$135
includes taxes & fees
$121 per night
May 8 - May 9
8.6/10 Excellent! (999 reviews)
"Very nice and funky place! Clean, friendly nice staff. Have already stayed here twice and plan to stay again!❤️"

Reviewed on Apr 18, 2025

Hotel Downstreet, Ascend Hotel Collection
See all 1,271 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

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Frequently asked questions

How much does a Whitingham vacation package cost?
You’ll find cheap prices from $708 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.