Shrewsbury Vacations from $688

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The Latest Shrewsbury 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 $844, price is now $688 per person
$688
per person
Sep 10 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lebanon (LEB)
9.4/10 Exceptional! (473 reviews)
Very nice, new and clean property and rooms. Kitchenette was a great feature. Beds were comfortable. Would definitely stay here again.

Reviewed on Jun 15, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,217, price is now $931 per person
$931
per person
Aug 2 - Aug 8
found 21 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
10/10 Exceptional! (198 reviews)
This was a hidden gem. It was so clean and quiet. Definitely a place for peace and quiet. Rooms were super clean and the attention to detail was amazing. Will definitely be back.

Reviewed on Jun 22, 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $867, price is now $688 per person
$688
per person
Sep 10 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (VSF)
8.6/10 Excellent! (857 reviews)
Jackson Gore resort far exceeded expectations. Friendly staff, flawless grounds, and plenty of summer activities. Short drives to other beautiful Vermont towns, and much more.

Reviewed on Jun 23, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $893, price is now $719 per person
$719
per person
Sep 10 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
9.4/10 Exceptional! (681 reviews)
My friends and I had a great time at The Greenbrier Inn while we were on a weekend trip skiing. I was able to book my room quickly and they had availability even the week before at exceptional pricing. Steve was very accommodating even when we got to the inn late Friday night. We called prior our arrival to make sure we could get our keys as the front desk does have its hours and were told specific instructions to obtain our keys. The property is lovely and close to everything needed for a short or extended stay and our room was very comfortable. Breakfast in the morning was great and the coffee was brewed fresh to start our morning. Will definitely recommend or stay here again in the future!

Reviewed on Apr 5, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,552, price is now $1,272 per person
$1,272
per person
Aug 2 - Aug 8
found 21 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
8.8/10 Excellent! (935 reviews)
Walkable to downtown Woodstock. Loved our room with balcony over looking the river.

Reviewed on Jun 27, 2026

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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.
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Shrewsbury Hotel Deals

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
$130 nightly
The price is $143 total per night from Jul 5 to Jul 6
$143 total
Jul 5 - Jul 6
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"We loved the large beautiful hot tub outside and the firepit. We spent a lot of time there. Staff was amazing food was good."

Reviewed on Jun 23, 2026

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

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$479 nightly
The price is $527 total per night from Jun 28 to Jun 29
$527 total
Jun 28 - Jun 29
Total with taxes and fees
9.4/10 Exceptional! (588 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
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
$146 nightly
The price is $161 total per night from Jun 28 to Jun 29
$161 total
Jun 28 - Jun 29
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"It is in good location. The room is very small. The staff were nice!"

Reviewed on Jun 26, 2026

The Mountain Inn at Killington
See all 2,888 properties in Shrewsbury
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.

Find the Best Shrewsbury Vacation Packages

Shrewsbury Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Pico Mountain at Killington Ski Resort, Killington Peak and Killington Adventure Center

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Frequently asked questions

How much does a Shrewsbury vacation package cost?
You'll find cheap prices from $688 on Expedia for your Shrewsbury escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Shrewsbury costs.
What are the cheapest months to go to Shrewsbury?
April, May and June are the best times to search for cheap Shrewsbury vacation packages. Opting to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Shrewsbury?
The ideal duration for your Shrewsbury vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to visit all the main sights and explore some hidden treasures along the way.
How to find the best Shrewsbury package deals?
Start your search for a Shrewsbury package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Shrewsbury package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Shrewsbury escape underway.
Is it cheaper to book a Shrewsbury vacation as a package?
You can enjoy significant savings on your Shrewsbury escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Shrewsbury?
If you have your Shrewsbury vacation dates confirmed, book early to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Shrewsbury vacation packages?
Set off on your perfect trip to Shrewsbury with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up bargains before they sell out.

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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.