
Upton Holidays from AU$1,043
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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
Downtown Boston
Save 100% on your flight
Price was AU$1,588, price is now AU$1,043 per person
AU$1,043
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9/10 Wonderful! (3,059 reviews)
Good food great services
Reviewed on 21 Apr 2026

Boston Harbor Hotel
North End
Price was AU$3,983, price is now AU$2,196 per person
AU$2,196
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Amazing hotel. Every staff person we interacted with were super friendly and helpful. The night time turn down service was a pleasant surprise and felt like such a luxury. We enjoyed the Dandelion cafe in the hotel with good coffee plus some nice grab and go food options. The hotel also had some great touches for marathon weekend and made us feel so welcome. Will definitely be back.
Reviewed on 22 Apr 2026

Eurostars The Boxer
West End
Save 100% on your flight
Price was AU$1,910, price is now AU$1,213 per person
AU$1,213
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
8.8/10 Excellent! (1,435 reviews)
Great downtown Hotel. Parking was a little walk from the hotel but not too bad.
Reviewed on 21 Apr 2026

The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was AU$1,676, price is now AU$1,121 per person
AU$1,121
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.4/10 Exceptional! (4,984 reviews)
We had the absolute best stay at The Godfrey. We were in town for the Boston Marathon (I was running), and they went above and beyond for their guests who were running the marathon (and their friends and family). It’s in a great neighborhood, close to so many good spots. I’d stay here again without hesitation! They truly made the Marathon weekend so special.
Reviewed on 21 Apr 2026

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was AU$2,843, price is now AU$1,910 per person
AU$1,910
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
We loved our stay here. The restaurant "The Fed" had cozy decor, amazing food and served food until 10:30pm. This was great when our flight in was delayed and we could still eat dinner when we arrived. The rooms have lots of lighting choices, bed side reading lights too, and little trays to place your odds and ends to help keep organized. We could have used a few more hangers, but the hotel staff continuously gave us water for the room, and there were cozy robes and slippers there too. When housekeeping came they tidied everything up nicely, even rolling up our laptop cords. The staff was friendly and helpful with everything from maps and directions to concierge and luggage hold the day we were to depart. Also love the twelve pm checkout. A lovely place to stay. We were out our few days visit from 9am to 9pm each day and it really was such a wonderful place to return to each night.
Reviewed on 21 Apr 2026
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

DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 7 May to 8 May
AU$214
7 May - 8 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
it is a nice place but very over priced for the small room size & not even a free breakfast - hampton in next door is a better deal
Reviewed on 21 Apr 2026

Hampton Inn Boston Natick
319 Speen St Natick MA
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 3 May to 4 May
AU$191
3 May - 4 May
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great breakfast
Reviewed on 21 Apr 2026

Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 10 May to 11 May
AU$172
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
No actual breakfast for $11 extra: a basked with apples and another basket with one type of muffin and another type of a pastry. That's all.
Reviewed on 20 Apr 2026
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.
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