Upton Holidays from AU$2,359

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Your Upton Holiday

Take the stress out of travel planning by booking an Upton holiday package. A great neighbourhood to stay in this vibrant city is Blackstone, which is good for history and much more besides. Any trip to Upton needs a well-thought-out itinerary. Fill yours with major attractions like Hopkinton State Park, Whitehall State Park and The Willard House & Clock Museum. Whoever you're heading away with and whatever the size of your budget, your dream Upton holiday is only clicks away with Expedia.

The Latest Upton Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$3,150, price is now AU$2,359 per person
AU$2,359
per person
28 Oct - 2 Nov
found 4 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (2,711 reviews)
“The air conditioning was not working properly and was extremely loud. The bathroom door did not close properly, and the room felt very outdated.”

Reviewed on 25 Aug. 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$6,112, price is now AU$4,429 per person
AU$4,429
per person
2 Oct - 6 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug. 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$3,649, price is now AU$2,684 per person
AU$2,684
per person
28 Oct - 2 Nov
found 4 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Great hotel . Good location , good service.

Reviewed on 25 Aug. 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
Price was AU$3,768, price is now AU$2,784 per person
AU$2,784
per person
28 Oct - 2 Nov
found 4 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,326 reviews)
Nos encanta este hotel y siempre volvemos.

Reviewed on 24 Aug. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$4,295, price is now AU$3,198 per person
AU$3,198
per person
28 Oct - 2 Nov
found 4 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug. 2025

Upton Holiday

Upton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
3,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Apex Entertainment Centre, Southwicks Zoo and The Hanover Theatre for the Performing Arts

Our pick of the best Upton Hotel Deals

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
The price is AU$213 per night from 8 Sept to 9 Sept
AU$213
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very Good! (1,136 reviews)
"Great place"

Reviewed on 24 Aug. 2025

Bally's Twin River Lincoln Casino & Hotel
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 AU$178 per night from 31 Aug to 1 Sept
AU$178
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Was a very quiet stay"

Reviewed on 17 Aug. 2025

Courtyard by Marriott Boston Natick
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 1 Sept to 2 Sept
AU$219
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Had a good stay"

Reviewed on 18 Aug. 2025

Courtyard by Marriott Boston Marlborough
See all 493 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.
All Inclusive Holidays
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Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Upton holiday package cost?
Offering great value package deals from AU$2,359 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.