Upton Vacations from $586
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Your Upton Vacation
When you book a vacation package to Upton, you can relax and enjoy your getaway knowing that all your travel plans are under control. Uncover the many charms of this amazing city while based in a neighborhood like Blackstone, which is great for history. A trip to Upton is a wonderful opportunity to sightsee. Be sure to stop by well-known attractions like Hopkinton State Park, The Willard House & Clock Museum and Shining Rock Golf Club. Stop dreaming and start doing. Check out the wide range of options on Expedia today and finally put your Upton vacation plans in motion!
The Latest Upton vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$586
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Stay near popular Upton attractions
Dean Pond
6.0/10 (1 review)
Commune with nature and explore the great outdoors at Dean Pond during your travels in Upton. Discover the lively bars and great live music in this family-friendly area.
Upton Hotel Deals
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
$99 nightly
$111 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"The room was large and very clean. Overall I was very happy with my stay and I would stay here again."
Reviewed on Aug 28, 2026
Holiday Inn Express & Suites Norwood-Boston Area by IHG
225 Norwood Park S Norwood MA
Fully refundable
$114 nightly
$127 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (1,034 reviews)
"Great location. Much retail and a variety of restaurants nearby"
Reviewed on Aug 26, 2026
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$93 nightly
$103 total
Sep 24 - Sep 25
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 Upton Vacation Packages
Upton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 3,000 |
Top Sights | Southwicks Zoo, Apex Entertainment Center and Worcester Art Museum |
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Frequently asked questions
How much does an Upton vacation package cost?
Offering great value package deals from $586 on Expedia, you'll be surprised at how little a vacation to Upton costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Upton?
November, December and January are great times to look for cheap Upton vacation packages. Traveling in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for Upton?
Usually, a handful of days is enough to see the major sights during your Upton vacation. But if you prefer to have time to chill out or go on day tours, think about extending your trip.
How to find the best Upton package deals?
Use Expedia's handy filters to help you find some unbeatable Upton package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Upton package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Upton vacation as a package?
You can enjoy significant savings on your next Upton escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Upton?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Upton adventure.
Does Expedia offer Book Now, Pay Later Upton vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Upton vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
