Deals on vacations and trips to Whitingham

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Whitingham flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Killington Haus

Killington Haus

2 out of 5
Price was $778, price is now $755 per person
$755
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Rutland (RUT)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a virtual front desk are also provided.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,714, price is now $1,528 per person
$1,528
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Springfield (VSF)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast and free WiFi. A garden and a picnic area are also provided.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $885, price is now $857 per person
$857
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Rutland (RUT)
This hotel features free WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. A garden, a lobby fireplace, and a library are also on offer.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $829, price is now $804 per person
$804
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $899, price is now $873 per person
$873
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.

Top Whitingham hotels deals

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

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

Whitingham VT
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing

Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing

Whitingham VT
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A hot tub is featured at this vacation home, along with a garden.
Hot Tub
Kitchen
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Whitingham VT
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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
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
$705 nightly
The price is $790 total per night
$790 total
Oct 14 - Oct 15
Total with taxes and fees
This apartment features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
Hot Tub
Breakfast included
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
$215 nightly
The price is $240 total per night
$240 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Parking included
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$163 nightly
The price is $179 total per night
$179 total
Nov 10 - Nov 11
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Spa
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Whitingham?
Prepare to be pleasantly surprised — you can recharge your batteries in Whitingham for a mere $755. At Travelocity, we save you time and stress with our excellent vacation packages. With flights, hotels and experiences all ready to go, what are you waiting for?
How long should my Whitingham vacation be?
Most people secure their hotel for 3 nights in Whitingham. But that doesn't necessarily mean you have to follow suit. How long you spend here all depends on what you hope to do during your vacation. If you'd love to explore every nook and cranny of this fantastic place, consider staying another night or two (or even an extra week!).
Where can I get the best vacation package deals for Whitingham?
Your dream vacation can be booked through Travelocity. With access to 400 airline partners and 1,000,000 properties around the world, creating the perfect Whitingham package deal couldn't be easier.
Why should I purchase my Whitingham vacation bundle via Travelocity?
You'll not only enjoy big savings, but you can also access our round-the-clock support, high-quality service and a Price Match Guarantee. Roam across the globe, uncover hidden treasures and forge unforgettable memories — we'll take care of the important details.
Can I save on my Whitingham car rental if I book it with a hotel or flight?
Combining your flight, car and hotel into a Whitingham vacation package is the easiest way to land the best deal. Plus, having your own set of wheels gives you the freedom to get to all those landmarks you're eager to check out. Sitting 95 mi away from Whitingham, Fenway Park is one place that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for Whitingham?
Bradley Intl. Airport (BDL), around 60 mi south of downtown Whitingham, is most likely where you'll fly into. Your other options are Albany Intl. Airport (ALB) (45 mi away from central Whitingham) and Rutland Southern Vermont Regional Airport (RUT) (50 mi away from central Whitingham).
Where should I stay when visiting Whitingham?
Many people opt to hit the hay at the Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.. It's the perfect base for your Whitingham escape.

Photos of local treasures

Browse Whitingham vacation photos for more inspiration

A rural landscape with rolling hills, a winding road, and autumn-colored trees.
A forested hillside with autumn foliage.

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