Whitingham Vacation Packages

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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.

Top Whitingham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
6.8/10 (1,001 reviews)
Not well maintained but the room was large

Reviewed on Jul. 9, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (402 reviews)
Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!

Reviewed on May 25, 2025

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (1,003 reviews)
Ideal place for a stay at an 18th century inn outside a small New England town, with friendly attentive staff and fine dining as well.

Reviewed on Jun. 30, 2025

Mountaineer Inn

Mountaineer Inn

2 out of 5
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
8.8/10 Excellent! (472 reviews)
It was ok for the price. I could hear the people walking around above me but that stopped by bedtime. The room didn’t have a refrigerator so I went to the community refrigerator but it was tiny. There were no towels in the bathroom but an automated text directed me where to find them in the hall. The volume on the tv wouldn’t go beyond 14 so it was difficult to hear, especially with the air conditioner on. The pool was not functioning and I had left my activity early so I could go for a swim. The shower was pretty good and the bed was comfortable.

Reviewed on Jul. 6, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
7.2/10 Good! (1,003 reviews)
The hotel is in the midst of upgrading. I was disappointed that there was no swimming pool as I believed there was one. All of the attractions in the area were closed which disappointed my grandchildren and myself. The room was above and beyond excellent.

Reviewed on Jul. 9, 2025

Ready to book your vacation to Whitingham?

 

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Whitingham Hotel Deals

The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from Aug 11 to Aug 12
CA $321
CA $359 total
Aug 11 - Aug 12
includes taxes & fees
9.6/10 Exceptional! (466 reviews)
"Hrwat"

Reviewed on Jul. 11, 2025

The Williams Inn
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 CA $197 per night from Aug 11 to Aug 12
CA $197
CA $220 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (999 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."

Reviewed on Jul. 8, 2025

Hotel Downstreet, Ascend Hotel Collection
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Aug 12 to Aug 13
CA $134
CA $147 total
Aug 12 - Aug 13
includes taxes & fees
6.6/10 (1,004 reviews)
"This is my go to place to stay. Its always clean, check in is quick and easy. The staff has always been polite and helpful when something has come up. The price is the best around."

Reviewed on Jul. 8, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Whitingham vacation package cost?
Offering great value package deals from CA $855 on Expedia, you'll be pleasantly surprised at how much a vacation to Whitingham costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Whitingham?
The off-season is the best time to visit Whitingham if you're hoping to keep costs down. Another tip for finding cheap Whitingham vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Whitingham?
The ideal length of your Whitingham vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to tick off all the top sights and explore some hidden gems along the way.
How to find the best Whitingham package deals?
Begin your search for a Whitingham package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Whitingham package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Whitingham adventure off to a flying start.
Is it cheaper to book a Whitingham vacation as a package?
You can enjoy significant savings on your Whitingham getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Whitingham?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Whitingham adventure.
How to plan a trip to Whitingham?

  1. Choose your dates: The things you'd like to do in Whitingham and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will probably be the biggest expense during your trip to Whitingham.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to experience in Whitingham. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Whitingham vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.