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.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,126, price is now CA $788 per person
CA $788
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,184, price is now CA $1,889 per person
CA $1,889
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,002 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

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $1,698, price is now CA $1,134 per person
CA $1,134
per person
Aug 16 - Aug 19
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (467 reviews)
A beautiful, convenient, affordable place, especially for someone just in transit between airports.

Reviewed on Jun 30, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,932, price is now CA $1,377 per person
CA $1,377
per person
Aug 3 - Aug 7
found 3 hours 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

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $1,616, price is now CA $1,162 per person
CA $1,162
per person
Aug 17 - Aug 20
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Perfection every way

Reviewed on Jun 29, 2026

Ready to book your vacation to Pembroke?

 

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Pembroke Hotel Deals

Ramada by Wyndham Boston

Ramada by Wyndham Boston

2.5 out of 5
800 Morrissey Blvd Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 5 to Jul 6
CA $150
CA $174 total
Jul 5 - Jul 6
includes taxes & fees
6.8/10 (1,769 reviews)
"Le falta un poco de remodelación es todo"

Reviewed on Jun 30, 2026

Ramada by Wyndham Boston
Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
1000 Marriot Dr Quincy MA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jul 3 to Jul 4
CA $169
CA $189 total
Jul 3 - Jul 4
includes taxes & fees
8.8/10 Excellent! (1,440 reviews)
"Rooms were very well maintained and staff was nice and helpful. The bar was great after being in the heat all day."

Reviewed on Jun 30, 2026

Marriott Boston Quincy
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jul 5 to Jul 6
CA $183
CA $205 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,910 reviews)
"On arrival we were asked if room housekeeping every other day was ok, we declined and asked for daily service. This was ignored, despite again requesting daily cleaning, over our 5 day stay it was cleaned twice. We ran out of towels and toilet roll and had to collect our own from reception. The staff ..."

Reviewed on Jun 27, 2026

Hyatt Place Boston/Braintree
See all 1,075 properties in Pembroke
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
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Family Vacations

Stay near popular Pembroke attractions

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.
See properties

Frequently asked questions

How much does a Pembroke vacation package cost?
You'll find cheap prices from CA $788 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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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.