Shrewsbury Vacations from $695
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Your Shrewsbury Vacation
Take the stress out of travel planning with a Shrewsbury vacation package. A good neighborhood to stay in this exciting city is Webster Square, which is great for cycling and lots more. Every trip to Shrewsbury needs a well-thought-out itinerary. Fill yours with big-name attractions like DCU Center, Worcester Polytechnic Institute and Tower Hill Botanic Garden. Don't delay exploring this city any longer. Your perfect Shrewsbury vacation is only a few clicks away with Expedia.
The Latest Shrewsbury vacation packages
Price found within the past 48 hours. Click for updated prices.
Lamie's Inn and The Old Salt Restaurant
$695
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (1,008 reviews)
They’ve done a good job keeping it’s originality and character but in a clean and hospitable environment
Reviewed on Sep 4, 2026
Furnished Apartment Near Longwood
North Brookline
$1,138
per person
Nov 10 - Nov 17
just found
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026
The Bow Hotel
Downtown
$717
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
8.6/10 Excellent! (571 reviews)
Amazing place, very cool, great location, quick walk to everything. 100% staying here on next trip to Portsmouth, no reason to stay anywhere else
Reviewed on Sep 4, 2026
Stay near popular Shrewsbury attractions
Regatta Point Park
4.0/10 (2 reviews)
This lakeside park on Lake Quinsigamond offers premier water recreation with sailing, kayaking, and rowing programs for all skill levels. Rent equipment while enjoying scenic views of Worcester's aquatic playground.
Ski Ward Ski Area
3.8/10 (10 reviews)
Ski Ward offers year-round outdoor fun with skiing and snowboarding in winter, plus summer tubing and volleyball. Families appreciate the beginner-friendly slopes and cozy Slopeside Bar & Grill for post-adventure dining.
Hebert's Candy Mansion
5.8/10 (7 reviews)
America's first roadside candy shop introduced white chocolate to the nation in 1956. Watch confectioners craft treats through viewing windows, then create your own sundae at the Tudor-style mansion's ice cream bar.
Bowlero Shrewsbury
Bowlero Shrewsbury transforms traditional bowling with blacklight lanes, plush seating, and HD video walls. Enjoy the retro-modern atmosphere while sampling oversized menu items like the famous Behemoth Burger.
Regatta Point Beach
4.0/10 (2 reviews)
Regatta Point Beach offers serene views and vibrant water activities on Lake Quinsigamond. Rent kayaks or take sailing lessons through the Community Sailing program while enjoying picnic facilities.
Busta Rhymes Island
4.8/10 (3 reviews)
This tiny unofficial island in Massachusetts honors rapper Busta Rhymes with blueberry bushes and a rope swing. Paddle out by kayak to enjoy its tranquil setting and perhaps spot the resident beaver.
Shrewsbury Hotel Deals
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury MA
$257 nightly
$287 total
Sep 21 - Sep 22
Total with taxes and fees
9.4/10 Exceptional! (36 reviews)
"Overall we had a great experience! Thank you! Check in was easy, place was nice & clean."
Reviewed on Aug 26, 2026
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$94 nightly
$105 total
Sep 8 - Sep 9
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
$187 nightly
$209 total
Sep 7 - Sep 8
Total with taxes and fees
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 | Worcester Regional Airport (ORH) |
Population | 33,900 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Apex Entertainment Center, Worcester Art Museum and The Hanover Theatre for the Performing Arts |
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Frequently asked questions
How much does a Shrewsbury vacation package cost?
Offering great value package deals from $695 on Expedia, you'll be thrilled with how little a vacation to Shrewsbury costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Shrewsbury?
If you're looking to snag a cheap Shrewsbury vacation package, consider planning a trip in February, March and August. You'll generally find lower rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Shrewsbury?
Shrewsbury vacations can be short or long, but to get a true feel for this destination, we think 2 days is about right. In this timeframe, you can fit in major attractions like Regatta Point Park and Hebert's Candy Mansion and seek out some underrated gems. Don't skip cool neighborhoods such as Worcester Central Business District and Union HIll either. If you plan wisely, you can even allow for a day trip from Shrewsbury too.
Is it worth booking a vacation package to Shrewsbury?
Shrewsbury has everything you need for a wonderful escape. Get your Shrewsbury vacation off to a flying start by exploring major attractions like Regatta Point Park.
How to find the best Shrewsbury package deals?
Landing a cheap Shrewsbury package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Shrewsbury package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Shrewsbury vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Shrewsbury vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Shrewsbury?
Land incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Shrewsbury trip.
Does Expedia offer Book Now, Pay Later Shrewsbury vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Shrewsbury trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
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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.
