Upton Holidays

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    Better together

    Save up to €185 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.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
Tiny hotel rooms! Convenient for a quick business trip 1 or 2 days. Anything longer, send extra for more space.

Reviewed on 31 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Our favorite hotel in Boston with amazing gym, pool, spa and food. We come here monthly and have tried other hotels but they just can’t compete.

Reviewed on 31 Jul 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
18 Sept - 22 Sept
found 12 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
My second time here n we love it!!!

Reviewed on 31 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (566 reviews)
Nice 2-bedroom, 2-bathroom apt. Perfect for family stay. Safe building. Beds weren’t the most comfortable.

Reviewed on 31 Jul 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (413 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul 2025

Top hotels in Upton

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 €107 per night from 3 Aug to 4 Aug
€107
3 Aug - 4 Aug
includes taxes & fees
6.8/10 (1,027 reviews)
"Fine but in decline . Could be better . I have no specific concerns"

Reviewed on 26 Jul 2025

Motel 6 Framingham, MA - Boston West
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
The price is €117 per night from 10 Aug to 11 Aug
€117
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great stay, location and breakfast!"

Reviewed on 22 Jul 2025

DoubleTree by Hilton Hotel Boston - Westborough
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is €101 per night from 14 Aug to 15 Aug
€101
14 Aug - 15 Aug
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
Awesome staff!!
"Amazing stay. Restaurant staff Victor and Jonathan the chef were fabulous. Delicious food. Hotel was clean, spacious, and safe. Nice area's to get outdoors and walk a little. Great location to Natick mall!!"

Reviewed on 28 Jul 2025

Courtyard by Marriott Boston Natick
See all 498 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.

Frequently asked questions

How much does an Upton holiday package cost?
Offering great value package deals from €849 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.