Whitingham Vacations from $532

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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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Aug 29 - Sep 1
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
8.6/10 Excellent! (1,002 reviews)
It would have been useful to know that the restaurant and bar were closed for the season.

Reviewed on Jun 13, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (VSF)
8.8/10 Excellent! (755 reviews)
property was great , small grocery store across the street very convenient. Everything in walking distance. Only negative was we arrived on a monday and most restaurants are closed.

Reviewed on Jun 13, 2025

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
9/10 Wonderful! (1,002 reviews)
The Inn is a lovely place for a weekend get away. My only negative is we booked because it had a restaurant and bar so we wouldn't have to venture out. When we arrived we were told those areas were closed because of a wedding. There are some nice places near by to eat but when we came back there was no parking available because it was taken up by wedding guests. A little notice of this would have been nice, when we asked we were told they didn't have our info because we booked through Expedia even though we had received a message from the Inn the day before and got one to place this review.

Reviewed on Jun 16, 2025

Black Mountain Inn

Black Mountain Inn

2 out of 5
per person
Aug 19 - Aug 24
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
7.4/10 Good! (437 reviews)
Front desk was wonderful. Very friendly! A great value.

Reviewed on Apr 1, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
per person
Sep 12 - Sep 14
found 21 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Springfield (VSF)
9.2/10 Wonderful! (90 reviews)
A very quaint country home. Beautifully remodeled and oozing warmth. Wonderful innkeeper who is very pleasant and accommodating. Highly recommend the outstanding breakfast in the sunroom. The attached eatery has a marvelous menu and great food.

Reviewed on May 18, 2025

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Whitingham Hotel Deals

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
$137 nightly
The price is $153 total per night from Jun 24 to Jun 25
$153 total
Jun 24 - Jun 25
Total includes taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Beautiful and clean rooms. Very professional staff."

Reviewed on Jun 14, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
$235 nightly
The price is $263 total per night from Jul 10 to Jul 11
$263 total
Jul 10 - Jul 11
Total includes taxes and fees
9.6/10 Exceptional! (456 reviews)
"Beautiful property. Very clean. Short distance to campus."

Reviewed on Jun 10, 2025

The Williams Inn
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Jun 19 to Jun 20
$108 total
Jun 19 - Jun 20
Total includes taxes and fees
6.8/10 (1,001 reviews)
"Fabulous and clean for an affordable price"

Reviewed on May 27, 2025

Colonial Motel And Spa
See all 1,267 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 $532 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.