Upton Holidays

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    Save up to €900 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Flight + Hotel Deals in Upton

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,664, price is now €1,122 per person
€1,122
per person
22 Jan - 25 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on 10 Nov 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,780, price is now €1,343 per person
€1,343
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Nice hotel, convenient to TD Garden. Will stay again.

Reviewed on 11 Nov 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €2,874, price is now €2,184 per person
€2,184
per person
27 Dec - 2 Jan
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was €1,652, price is now €1,328 per person
€1,328
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)

Residence Inn by Marriott Boston Cambridge

Residence Inn by Marriott Boston Cambridge

3 out of 5
MIT
Price was €1,354, price is now €1,297 per person
€1,297
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
construction right outside the front door. The laundry was out of service

Reviewed on 8 Nov 2026

Top hotels in Upton

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 €95 per night from 15 Nov to 16 Nov
€95
15 Nov - 16 Nov
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"This hotel looks as though it was recently taken over by a foreign entity. The hotel description indicated there was an on site restaurant/deli. There was an area in the reception area which looked like it might have been a food area but was completely roped off. The carpet in the hallways were in ..."

Reviewed on 11 Nov 2026

Sonesta Select Boston Milford
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is €91 per night from 16 Nov to 17 Nov
€91
16 Nov - 17 Nov
includes taxes & fees
Motel 6 Framingham, MA - Boston West
enVision Hotel & Conference Center Mansfield-Foxboro

enVision Hotel & Conference Center Mansfield-Foxboro

2.5 out of 5
31 Hampshire St Mansfield MA
Fully refundableReserve now, pay when you stay
The price is €95 per night from 16 Nov to 17 Nov
€95
16 Nov - 17 Nov
includes taxes & fees
enVision Hotel & Conference Center Mansfield-Foxboro
See all 582 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 from €1,122 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.