Douglas Vacation Packages
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Your Douglas Vacation
With everything organized before you go away, our Douglas vacation packages mean you can focus more on having fun. Whether you're going to be based in the neighborhood of Blackstone, which is great for history, or another part of town, this exciting city promises a wealth of discoveries. If your trip to Douglas includes some sightseeing, check out popular attractions like Indian Ranch, Lake Chaubunagungamaug and Arrowhead Acres. A few quick clicks is all it takes to put together the perfect Douglas vacation on Expedia.
Top Douglas Vacation Deals
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,379, price is now CA $901 per person
CA $901
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.
Reviewed on Jun 25, 2026
Boston Harbor Hotel
North End
Price was CA $3,154, price is now CA $1,883 per person
CA $1,883
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
Chatham Tides
Price was CA $2,645, price is now CA $1,753 per person
CA $1,753
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (713 reviews)
Property is located on the beach, and that’s a huge plus. Rooms are clean, and the staff was pleasant to deal with. I met fellow travelers that book the same room on the same weeks for many years in a row, and that should tell you something.
Reviewed on Jun 23, 2026
Ashworth by the Sea
Hampton Beach
Price was CA $2,482, price is now CA $1,775 per person
CA $1,775
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,345 reviews)
Access and location to beach was great and staff was helpful. Elevator did not work, fridge in room would not get cold, water never turned hot and had to ask for refill for shampoo and conditioner.
Reviewed on Jun 25, 2026
The Langham, Boston
Downtown Boston
Price was CA $2,204, price is now CA $1,603 per person
CA $1,603
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
Expensive 2 star hotel. Stayed here twice and 2 star is the highest I could rate it. Not value for money. Trying to be something it is not and hiking the prices up for the World Cup is shameful. Tired dated and an average hotel
Reviewed on Jun 23, 2026
Douglas Hotel Deals
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 9 to Jul 10
CA $107
CA $120 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (1,670 reviews)
"Love the history and that it is well maintained. Friendly staff. Great bakery! Great!"
Reviewed on Jun 25, 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Jun 30 to Jul 1
CA $137
CA $153 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (1,553 reviews)
"The toilet is to low to the ground. It's a safety hazard in the room we stayed. It's was small like a child toilet. King size bed was bouncy when layed in it. One towel in our was dirty that we came across. The food in Shades was good for the price. The breakfast in Vision was not hot for waffles ..."
Reviewed on Jun 24, 2026
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 2 to Jul 3
CA $162
CA $181 total
Jul 2 - Jul 3
includes taxes & fees
8/10 Very good! (1,001 reviews)
"The bed"
Reviewed on Jun 23, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
