Book Exclusive Whitingham Vacation Packages

Choose one or more items to build your trip:

Whitingham flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was CA $1,987, price is now CA $1,436 per person
CA $1,436
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was CA $3,133, price is now CA $2,319 per person
CA $2,319
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $1,878, price is now CA $1,511 per person
CA $1,511
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was CA $2,896, price is now CA $2,339 per person
CA $2,339
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,941, price is now CA $2,436 per person
CA $2,436
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.

Top Whitingham hotels deals

The Vermont Vista Cabin • Private 10-Acre Escape

The Vermont Vista Cabin • Private 10-Acre Escape

2 out of 5
Whitingham VT
Get rates
Stay at this cabin in Whitingham. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Harriman Reservoir and The Ledge are located nearby.
Kitchen
Washer
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free cancellation
The price is CA $171 per night
CA $171
CA $191 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.
Pool
Hot tub
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free cancellation
Reserve now, pay when you stay
The price is CA $258 per night
CA $258
CA $289 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.
Pet-friendly
Parking included
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
The price is CA $308 per night
CA $308
CA $369 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Pool
Hot tub
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd Greenfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $252 per night
CA $252
CA $282 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Old Greenfield Village and Museum of Our Industrial Heritage are located nearby.
Breakfast included
Pet-friendly
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
CA $120 total
Dec 22 - Dec 23
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Parking included
Free WiFi
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.

Whitingham Vacations

Have more fun, worry less and wander wisely in Whitingham! Get your travels off to a great start by acquainting yourself with this interesting destination.

You'll find this town 13 miles (21 kilometers) from North Adams and 16 miles (26 kilometers) away from Adams.

Hotels in Whitingham

Whitingham is home to 5 properties, and things can sell out in a flash! However, if you book early, we're sure you'll find something that's suitable.

Nothing comes close to the excitement of planning your accommodations for your next getaway. But after hours of comparing prices and amenities, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the White House Inn and The Nutmeg?

Places to visit in Whitingham

A wise man once said 'beer is made by men, wine by God.' Try a drop at Honora Winery and find out if you agree. Need some more options? Watch the clouds roll by in the reflection of Jacksonville Pond. Its mirror-like surface makes for a gorgeous view — particularly if you're there on a nice, sunny day! And that's not all. Are you looking to ease the stress of your busy, modern life? Suck in the fresh air as you head off on an adventure through Molly Stark State Park.

Where do you fly into for Whitingham?

There's nothing quite like finally touching down in a new place. If you're going to Whitingham, there's every chance you'll disembark at Bradley International Airport (BDL). It's roughly 60 miles (97 kilometers) to the south of the main streets. Grab your belongings and get ready to kick-start your vacation!

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 CA $1,436. 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 153 kilometers 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 97 kilometers south of downtown Whitingham, is most likely where you'll fly into. Your other options are Albany Intl. Airport (ALB) (72 kilometers away from central Whitingham) and Rutland Southern Vermont Regional Airport (RUT) (80 kilometers 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

Photo by Free Love Hippie
Photo by Free Love Hippie