Upton Vacations from $715
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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.
Four Seasons Hotel Boston
Bay Village
$1,148
per person
Dec 15 - Dec 18
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$727
per person
Nov 20 - Nov 24
found 14 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Staff was friendly. Had to ask for a microwave but it was brought quickly. Bathroom sliding door wasn’t on the track and didn’t really close, shower tile wasn’t the cleanest… a few times staff just came into our room without announcing themselves. Breakfast buffet was decent but not worth $38 dollars for adults. Hotel food was way overpriced… overall I feel the hotel itself was overpriced for what it is.
Reviewed on Oct 12, 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
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (1,046 reviews)
"Nice conveniently located property. Friendly staff"
Reviewed on Oct 12, 2026
All Seasons Inn & Suites Smithfield Providence
355 George Washington Hwy Smithfield RI
$105 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
6.6/10 (915 reviews)
"When we first entered the room the smoke detector was covered with a plastic bag. The front desk guy said something about the shower setting them off and then took it down for us. There were crumbs on top of the bed which makes us believe the room was not clean. There was a huge bug what looked to ..."
Reviewed on Oct 12, 2026
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
1360 Worcester St Natick MA
Fully refundableReserve now, pay when you stay
$130 nightly
$146 total
Nov 1 - Nov 2
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 $715 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.
