Shrewsbury Vacation Packages

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Top Shrewsbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was CA $992, price is now CA $915 per person
CA $915
per person
Aug 14 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
9.4/10 Exceptional! (123 reviews)
Very friendly and courteous owner, great location 5 mins away from Mount Snow.

Reviewed on Jul 10, 2026

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was CA $1,756, price is now CA $1,515 per person
CA $1,515
per person
Aug 15 - Aug 21
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (114 reviews)
Holy and Kyle were awesome! Such wonderful breakfasts each day we were there, delicious! So close to everything we wanted to see. We look forward to coming back for our next Vermont getaway!

Reviewed on Jun 19, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was CA $1,419, price is now CA $1,246 per person
CA $1,246
per person
Aug 14 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (915 reviews)
We loved our stay at the Latchis! A gem, with great staff and unique character! Can't wait to return!

Reviewed on Jul 10, 2026

The Landgrove

The Landgrove

3.5 out of 5
Price was CA $1,346, price is now CA $1,233 per person
CA $1,233
per person
Aug 14 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
10/10 Exceptional! (1 review)
Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time.

Reviewed on Jun 27, 2026

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was CA $1,141, price is now CA $1,050 per person
CA $1,050
per person
Aug 14 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (284 reviews)
We were very disappointed upon arrival to hear that the pool was closed for the summer. It was 4th of July weekend and we were traveling with grandkids. We would not have booked there if we had known.

Reviewed on Jul 10, 2026

Ready to book your vacation to Shrewsbury?

 

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Shrewsbury Hotel Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is CA $834 per night from Jul 28 to Jul 29
CA $834
CA $979 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (589 reviews)
"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on Jun 25, 2026

Woodstock Inn & Resort
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 2 to Aug 3
CA $196
CA $216 total
Aug 2 - Aug 3
includes taxes & fees
7.4/10 Good! (1,000 reviews)
"We liked our room because it had double balconies!"

Reviewed on Jul 6, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 20 to Jul 21
CA $190
CA $219 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"Such a great place! Very accommodating with dogs. Beds very comfortable! Great views!"

Reviewed on Jul 7, 2026

The Mountain Inn at Killington
See all 2,877 properties in Shrewsbury
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Stay near popular Shrewsbury attractions

Shrewsbury Free Library

After visiting Shrewsbury Free Library, make a plan to see the other sights and activities in Cuttingsville.
See properties

Frequently asked questions

How much does a Shrewsbury vacation package cost?
Offering great value package deals from CA $915 on Expedia, you'll be pleasantly surprised at how much a vacation to Shrewsbury costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Shrewsbury?
Plan your trip for the off-peak season and you're likely to find cheap Shrewsbury vacation packages. Bear in mind that public holidays and local festivals and events can impact prices, so do your research before booking.
How many days is enough for Shrewsbury?
The ideal length of your Shrewsbury vacation depends on what you'd like to do. Generally, a handful of days to a week will give you time to tick off all the top sights and discover some hidden treasures along the way.
How to find the best Shrewsbury package deals?
Finding a cheap Shrewsbury package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Shrewsbury package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Shrewsbury vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can customize your Shrewsbury trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shrewsbury?
If you've got your Shrewsbury travel dates locked in, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Shrewsbury?

  1. Pick your travel dates: The things you want to do in Shrewsbury and your favourite season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Shrewsbury.
  3. Decide how long to go away for: Now that you're more familiar with Shrewsbury, you can figure out the perfect length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the perfect Shrewsbury vacation package for you.

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