Upton Vacations from $651

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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.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,024, price is now $651 per person
$651
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,451 reviews)
For the money, can non go wrong with this choice

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,922, price is now $1,081 per person
$1,081
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This was 10/10 with everything top tier

Reviewed on May 20, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $3,275, price is now $1,941 per person
$1,941
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (684 reviews)
The shuttle goes downtown so often and the staff is amazing

Reviewed on May 22, 2026

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,684, price is now $1,106 per person
$1,106
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (537 reviews)
I booked this last minute for my son and dad and they were thrilled! They couldn’t believe how affordable it was. I definitely recommend and will book for myself next time in the Boston area!

Reviewed on May 22, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $3,320, price is now $2,214 per person
$2,214
per person
Jul 15 - Jul 18
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

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Upton Hotel Deals

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundable
$91 nightly
The price is $96 total per night from Jun 7 to Jun 8
$96 total
Jun 7 - Jun 8
Total with taxes and fees
7/10 Good! (1,221 reviews)
"Door was warped open. Mirror cracked. Toilet paper was broken."

Reviewed on May 21, 2026

Motel 6 Framingham, MA - Boston West
Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd Lincoln RI
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $149 total per night from May 26 to May 27
$149 total
May 26 - May 27
Total with taxes and fees
8.4/10 Very Good! (1,245 reviews)
"The check-in process was impressively smooth, and the lady at the front desk was exceptionally kind and resourceful, assisting me with all my questions efficiently. The room was pristine, with spotless linens and a comfortable bed, and I appreciated that the floor I was on was notably quiet, allowing ..."

Reviewed on May 21, 2026

Bally's Twin River Lincoln Casino & Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Jun 11 to Jun 12
$141 total
Jun 11 - Jun 12
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
"We enjoyed all of our stay. The bartender stayed late and allowed our group to have a few drinks - we appreciated that very much! The only thing that I didn’t agree with, was the coat of my continental breakfast. I had a bagel with cream cheese (that I toasted myself) and a black coffee….$14.00!!! ..."

Reviewed on May 22, 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 613 properties in Upton
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 $651 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.