Douglas Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Excellent hotel with friendly staff, clean and comfortable rooms with a Starbucks! We love the cookies at check in. always a winner. It is in a weird location but for our one night it was great.

Reviewed on Jul. 14, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Great hotel terrific staff

Reviewed on Jul. 12, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
7.8/10 Good! (818 reviews)
I didn’t like when you left they hit you with a $25 plus tax for every day that you stay there and I didn’t like that that was not enough lighting in the room and there was no refrigerator

Reviewed on Jul. 13, 2025

Ready to book your vacation to Douglas?

 

Choose your dates

Douglas Hotel Deals

Motel 6 Framingham, MA - Boston West
Motel 6 Framingham, MA - Boston West
2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $117 per night from Jul 16 to Jul 17
CA $117
CA $127 total
Jul 16 - Jul 17
includes taxes & fees
6.8/10 (1,011 reviews)
"Solid stay. Easy late night checkin"

Reviewed on Jul. 11, 2025

Motel 6 Framingham, MA - Boston West
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 CA $119 per night from Jul 28 to Jul 29
CA $119
CA $181 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,074 reviews)
"Great"

Reviewed on Jul. 10, 2025

Bally's Twin River Lincoln Casino & Hotel
DoubleTree by Hilton Hotel Boston - Westborough
DoubleTree by Hilton Hotel Boston - Westborough
4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 3 to Aug 4
CA $163
CA $182 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"Clean and renovated room with Hilton digital key entry, online check-in, and room selection supported. Double-Tree cookie was delicious!"

Reviewed on Jul. 12, 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 618 properties in Douglas
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Douglas vacation package cost?
You can pick up a vacation package to this destination from CA $631 on Expedia. However, how much your vacation to Douglas costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Douglas?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Douglas vacation packages and you could land some excellent off-season deals.
How many days is enough for Douglas?
Generally, a handful of days is enough to see the top attractions during your Douglas vacation. However, if you'd like to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Douglas package deals?
Begin your search for a Douglas package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Douglas package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Douglas adventure underway.
Is it cheaper to book a Douglas vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Douglas escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Douglas?
If you have your Douglas vacation dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Douglas?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Douglas.
  2. Plan your budget wisely: As well as the price of your stay, you should consider other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may come up during your trip to Douglas.
  3. Decide your trip length: Consider how long you want to spend exploring Douglas. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Douglas vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.