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.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 23 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (383 reviews)
This property is Ritz at its best. From the beautiful lobby and well-appointed room, to the impeccable service from staff at every level - all of whom appear to be empowered to make your stay a great one, Ritz Boston does it right. The onsite restaurant was also top notch. As I looked over the menu, I felt a strong sense that if I went for the New England Clam Chowder, I would not be disappointed. THE best bowl of clam chowder I’ve had in my life!!

Reviewed on Jul. 31, 2025

Where to stay in Pembroke

Find the best Pembroke areas and neighborhoods for the activities you enjoy most. Learn more about Pembroke
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North Pembroke

Though North Pembroke might not have many top sights, you can venture to the surrounding area to see attractions like Commonwealth of Massachusetts and Two Mile Farm.

Find hotels in North Pembroke

Ready to book your vacation to Pembroke?

 

Choose your dates

Pembroke Hotel Deals

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 $182 per night from Sep 2 to Sep 3
CA $182
CA $203 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (2,429 reviews)
"Beautiful clean hotel within walking distance to many shops and restaurant right next door . Great breakfast included would definitely stay there again ."

Reviewed on Jul. 31, 2025

Hyatt Place Boston/Braintree
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 $154 per night from Sep 3 to Sep 4
CA $154
CA $180 total
Sep 3 - Sep 4
includes taxes & fees
6.6/10 (1,301 reviews)
"."

Reviewed on Aug. 4, 2025

Ramada by Wyndham Boston
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
29 Hancock St, Quincy, MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 1 to Sep 2
CA $197
CA $220 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,011 reviews)
"Hotel was really clean and nice. Excellent stay!!"

Reviewed on Aug. 2, 2025

Best Western Adams Inn Quincy-Boston
See all 968 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
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Frequently asked questions

How much does a Pembroke vacation package cost?
You'll find cheap prices from CA $987 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.

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