
Upton Vacation Packages
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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.



Raffles Boston
Back Bay
Price was CA $3,606, price is now CA $2,103 per person
CA $2,103
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug. 28, 2025


Sesuit Harbor House
Price was CA $1,406, price is now CA $911 per person
CA $911
per person
Oct 23 - Oct 27
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (168 reviews)
We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!
Reviewed on Aug. 25, 2025
Upton Hotel Deals

Bally's Twin River Lincoln Casino & Hotel
100 Twin River Rd, Lincoln, RI
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Sep 30 to Oct 1
CA $128
CA $192 total
Sep 30 - Oct 1
includes taxes & fees

Courtyard by Marriott Boston Natick
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 4 to Sep 5
CA $142
CA $158 total
Sep 4 - Sep 5
includes taxes & fees

Courtyard by Marriott Boston Marlborough
75 Felton St, Marlborough, MA
The price is CA $162 per night from Sep 4 to Sep 5
CA $162
CA $181 total
Sep 4 - Sep 5
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.