Deals on vacations and trips to Whitingham

Save when you book Whitingham package deals

Choose two or more items and save on your trip:

Whitingham flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $484, price is now $428 per person
$428
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $800, price is now $711 per person
$711
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $791, price is now $734 per person
$734
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Rutland (RUT)
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $776, price is now $726 per person
$726
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services, barbecue grills, and a virtual front desk are also on offer.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $2,016, price is now $1,889 per person
$1,889
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Grand Junction (GJT) 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.

Top Whitingham hotels 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
$812 total
Jul 12 - Jul 13
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
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

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

Whitingham VT
Get rates
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, Near Skiing with hot breakfast, lunch included

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

Whitingham VT
Get rates
A hot tub is featured at this vacation home, along with a garden.
Hot Tub
Kitchen
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$170 nightly
The price is $190 total per night
$190 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
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
$164 nightly
The price is $181 total per night
$181 total
Aug 3 - Aug 4
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
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $118 total per night
$118 total
Jul 6 - Jul 7
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Whitingham
View all properties
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 $428. 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.

Explore More Ways to Travel with Travelocity