Shrewsbury Vacations from $663

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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
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Lebanon (LEB)
9.4/10 Exceptional! (238 reviews)
very clean hotel staff very polite for the money it awesome

Reviewed on Aug 3, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Oct 21 - Oct 24
found 23 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (VSF)
8.8/10 Excellent! (791 reviews)
The Air Conditioning unit was waking me up every time it started up. Room 225. That is my only inconvenience. Everything else was wonderful.

Reviewed on Aug 1, 2025

Chateau Rooms

Chateau Rooms

4.5 out of 5
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (55 reviews)
Amazing stay in the heart of Bolton Landing. Beautiful views of the lake, updated cozy rooms, lovely staff. Walkable to everything - a great find !

Reviewed on Aug 5, 2025

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9.4/10 Exceptional! (804 reviews)
Gorgeous view. Many fun activities. A resort atmosphere. Breakfast was muffins cereal and boiled eggs. - not satisfactory.

Reviewed on Aug 4, 2025

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
per person
Oct 21 - Oct 24
found 23 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (VSF)
9.4/10 Exceptional! (27 reviews)
The owner was very attentive and helpful with all of our requests. He was truly thankful for us staying at the Inn. The Inn was nicely decorated and full of history which was shared throughout. The outside area was inviting with different seating options from couches to tables and chairs to Adirondack chairs under a tree and by the river. There was also a 2 seater swing. This is a historical building and we had to walk up about a dozen steps to our room, which may pose a problem for some. We will definitely be staying here again! I would highly recommend Lincoln Inn!

Reviewed on Aug 4, 2025

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Shrewsbury Hotel Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night from Sep 1 to Sep 2
$494 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul 30, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $203 total per night from Aug 24 to Aug 25
$203 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (794 reviews)
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike."

Reviewed on Aug 1, 2025

The Shire Woodstock
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $111 total per night from Aug 10 to Aug 11
$111 total
Aug 10 - Aug 11
Total includes taxes and fees
6.2/10 (1,005 reviews)
"Older property but rooms were just redone in Spring 2025. Very clean and comfortable, bathrooms still a bit on the older side but clean...water pressure was low but still usable. Overall, I would come back."

Reviewed on Aug 3, 2025

Days Inn by Wyndham Rutland/Killington Area
See all 2,796 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.

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Frequently asked questions

How much does a Shrewsbury vacation package cost?
You'll find cheap prices from $663 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.