Pembroke Vacations from $856

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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.

The Latest Pembroke vacation packages

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,352, price is now $856 per person
$856
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $2,417, price is now $1,290 per person
$1,290
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,075, price is now $1,779 per person
$1,779
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,495, price is now $907 per person
$907
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,451 reviews)
For the money, can non go wrong with this choice

Reviewed on May 23, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,693, price is now $1,072 per person
$1,072
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,241 reviews)
Gorgeous hotel in a fabulous location. Highly recommend!

Reviewed on May 19, 2026

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Pembroke Hotel Deals

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from May 31 to Jun 1
$122 total
May 31 - Jun 1
Total with taxes and fees
Garner Hotel Brockton - Boston by IHG
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
$119 nightly
The price is $133 total per night from May 26 to May 27
$133 total
May 26 - May 27
Total with taxes and fees
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
$155 nightly
The price is $180 total per night from Jun 1 to Jun 2
$180 total
Jun 1 - Jun 2
Total with taxes and fees
6.8/10 (1,736 reviews)
"For a short stay, it was fine. Nice and clean, with friendly and helpful staff."

Reviewed on May 25, 2026

Ramada by Wyndham Boston
See all 1,058 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.

Find the Best Pembroke Vacation Packages

Pembroke Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Plymouth Long Beach, Mayflower II and Pilgrim Memorial State Park

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Frequently asked questions

How much does a Pembroke vacation package cost?
You can snap up a vacation package to this popular destination from $856 on Expedia. However, how much your vacation to Pembroke costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Pembroke?
If you're hoping to book a cheap Pembroke vacation package, consider visiting in November, December and January. You'll usually find better rates on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Pembroke?
The ideal length of your Pembroke vacation depends on what you'd like to see. Usually, a few days to a week will give you time to go to all the top sights and discover some hidden treasures along the way.
How to find the best Pembroke package deals?
Use Expedia's handy filters to find some great Pembroke package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Pembroke package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Pembroke vacation as a package?
You can enjoy significant savings on your Pembroke break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pembroke?
Score amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Pembroke trip.
Does Expedia offer Book Now, Pay Later Pembroke vacation packages?
Secure your ideal getaway to Pembroke with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up travel deals before they disappear.

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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.