Upton Holidays

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Upton Holiday

Our pick of the best Upton Hotel Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 5 July to 6 July
NZ$211
5 July - 6 July
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Gigantic centipede in the middle of the night. Called front desk, no one cared or showed up. Had to leave on the middle of the night traumatized."

Reviewed on 30 June 2026

Sonesta Select Boston Milford
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3 out of 5
181 Boston Post Rd W Marlborough MA
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 19 July to 20 July
NZ$219
19 July - 20 July
includes taxes & fees
8/10 Very good! (1,002 reviews)
"This was a very clean and inviting place to stay. The staff . . . . fantastic, especially the breakfast buffet staff. The best ! However, we had every expectation of using the pool and it was closed, for cleaning they said. Closed for the week ? ? But very disappointed and would have loved to have ..."

Reviewed on 30 June 2026

Best Western Royal Plaza Hotel & Trade Center
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 14 July to 15 July
NZ$195
14 July - 15 July
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Very nice little property if you are attending a conference, a concert at XFinity or a game at Foxboro. Too far for a Boston trip though. Nice sports bar restaurant across the parking lot and other shopping nearby. Bar is a nice add and stays open late with friendly staff. Room was large and the ..."

Reviewed on 30 June 2026

Sonesta Select Boston Foxborough Mansfield
See all 628 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.

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.
See properties

Frequently asked questions

How much does an Upton holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Upton costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Upton?
January, February and November are great times to search for cheap Upton holiday packages. Choosing to travel in less busy periods means you can typically find reduced prices on flights and accommodation.
How many days is enough for Upton?
With a well-organised travel plan, you can easily tick off the most popular Upton attractions in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Upton holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book an Upton holiday as a package?
You can enjoy significant savings on your next Upton escape by booking a tailored holiday 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 holiday 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.
How to plan a trip to Upton?

  1. Pick your dates: What you want to do in Upton and your favourite season can help you decide when to travel.
  2. Budget wisely: In addition to the cost of your accommodation, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Upton.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Upton. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Upton holiday package.

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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.