Pembroke Vacation Packages
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Your Pembroke Vacation
Reserve a Pembroke vacation package and get set to experience all this city has to offer. Consider staying in the neighborhood of Plymouth Cultural District, which is great for dining, culture and history. Fill up your itinerary with visits to Rockland Ice Rink, Marshfield Country Club and Cranberry Watershed Preserve, some of the things you really should see during a trip to Pembroke. A few clicks is all it takes to craft a tailored Pembroke vacation on Expedia.
Top Pembroke Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $665
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Pier 7 Condominiums
Bass River
CA $854
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
8.6/10 Excellent! (13 reviews)
I loved this place so much! The place was extremely clean and I felt very comfortable during my stay. The air conditioning ran super cold, the kitchen provided most things needed to make a quick meal, and the pool was very comfortable. They also have games and ping pong available.
Reviewed on Aug 6, 2026
By the Sea Guests Bed & Breakfast & Suites
CA $700
per person
Oct 26 - Oct 29
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)
Gorgeous location, room and common areas with lots of historic charm mixed with thoughtful touches throughout. Lovely to have the well-kept private beach all set up and ready to enjoy. Room was bright and cheerful and breakfast was delicious as well. If you’re looking for peaceful and quiet, this is a great choice.
Reviewed on Aug 7, 2026
Sesuit Harbor House
CA $987
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.
Reviewed on Aug 1, 2026
The Mansion at Ocean Edge
CA $2,979
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,004 reviews)
Hotel and Expedia canceled my booking last minute and I had to spend 3 hours on call to get alternate booking. I paid same high price for something that was much less than my original booking. Last minute cancelation of hotel bookings is extremely disappointing, especially if it's in middle of vacation. There should be binding cancelation policy for hotels as well.
Reviewed on Jul 30, 2026
Ready to book your vacation to Pembroke?
Pembroke Hotel Deals
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundable
CA $147
CA $164 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (1,188 reviews)
"I want to start with the fact that it says check-in is at 3:00 p.m., I got there at 4:30 and still had to wait for my room. Did not impress me in the slightest bit to begin with. Our room was clean. There was some wonkiness where you can see somebody didn't paint very well our bathroom door didn't ..."
Reviewed on Aug 6, 2026
Hyatt Place Boston/Braintree
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
CA $170
CA $189 total
Sep 1 - Sep 2
includes taxes & fees
Ramada by Wyndham Boston
800 Morrissey Blvd Boston MA
Fully refundableReserve now, pay when you stay
CA $155
CA $180 total
Aug 27 - Aug 28
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.
Stay near popular Pembroke attractions
Soundcheck Studios
You can enjoy a show at Soundcheck Studios on your trip to Pembroke.
Rubber Mill Site
You can take time to visit Rubber Mill Site during your travels to Pembroke. Amble around the area's beaches or visit its shops.
Stetson Pond
Commune with nature and explore the great outdoors at Stetson Pond during your travels in Pembroke. Amble around the area's beaches or visit its shops.
Tubbs Meadow
You can take time to visit Tubbs Meadow during your travels to Pembroke. Amble around the area's beaches or visit its shops.
No Bottom Pond Area
You can take time to visit No Bottom Pond Area during your travels to Pembroke. Stroll along the beaches or visit the shops while you're in the area.
Owl Head Promenade
You can take time to visit Owl Head Promenade during your travels to Pembroke. Amble around the area's beaches or visit its shops.
Frequently asked questions
How much does a Pembroke vacation package cost?
You'll find cheap prices from CA $665 on Expedia for your Pembroke escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Pembroke costs.
What are the cheapest months to go to Pembroke?
The off-season is the best time to travel to Pembroke if you're trying to keep costs down. Another tip for getting cheap Pembroke vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Pembroke?
With around 2 days, you'll have enough time to experience popular neighbourhoods like North Pembroke and West Hanover during your Pembroke vacation. Make sure to also add Two Mile Farm and Green Harbour Golf Club to your sightseeing itinerary. Searching for more adventures? Consider exploring outside of Pembroke on day trips and tours.
How to find the best Pembroke package deals?
Start your search for a Pembroke package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Pembroke package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pembroke getaway off to a flying start.
Is it cheaper to book a Pembroke vacation as a package?
You can enjoy significant savings on your next Pembroke retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pembroke?
If you've got your Pembroke travel dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Pembroke?
- Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to vacation in Pembroke.
- Set a budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to Pembroke. Then, choose a property that works with your budget, whether that's a low-cost stay or a deluxe getaway.
- Decide how long to go away for: Now that you know more about Pembroke, you can work out the ideal length of your break. Create a draft plan and give yourself enough time for all the things you want to do.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Pembroke vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
