Upton Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Upton Vacation
When you book a vacation package to Upton, you can relax and enjoy your getaway knowing that all your travel plans are under control. Uncover the many charms of this amazing city while based in a neighborhood like Blackstone, which is great for history. A trip to Upton is a wonderful opportunity to sightsee. Be sure to stop by well-known attractions like Hopkinton State Park, The Willard House & Clock Museum and Shining Rock Golf Club. Stop dreaming and start doing. Check out the wide range of options on Expedia today and finally put your Upton vacation plans in motion!
Top Upton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Boston Harbor Hotel
North End
Price was CA $2,230, price is now CA $1,368 per person
CA $1,368
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
Wayfinder Newport
Price was CA $2,958, price is now CA $2,082 per person
CA $2,082
per person
Jul 30 - Aug 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
8.2/10 Very good! (1,014 reviews)
The downside to this destination is the restaurant. The menu is very limited and the prices are high.
Reviewed on Jun 22, 2026
Upton Hotel Deals
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jul 6 to Jul 7
CA $140
CA $157 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"My daughter sat in a chair outside to eat breakfast. She had shorts on and when she stood up her legs were on fire. After inspecting the chair it looked like the chair was degrading and there were fiberglass particles all over it. I told the staff and asked them to remove the chair but nothing was ..."
Reviewed on Jun 23, 2026
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 2 to Jul 3
CA $151
CA $169 total
Jul 2 - Jul 3
includes taxes & fees
8/10 Very good! (1,007 reviews)
"Property was clean and beds were comfortable but the elevator at our end of the building was out of order which meant a lot of extra walking and inconvenience"
Reviewed on Jun 22, 2026
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W Marlborough MA
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jul 2 to Jul 3
CA $157
CA $176 total
Jul 2 - Jul 3
includes taxes & fees
8/10 Very good! (1,019 reviews)
"Good hot breakfast options. Just go early since can be busy with kids during hockey season."
Reviewed on Jun 22, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
