Pembroke Vacations from $602

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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.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $902, price is now $602 per person
$602
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (1,240 reviews)
Staff were nice . The room was not clean and the bathroom has no venting and you can’t open a window so it was not hygienic at all. Things are old and not that greatly maintained in the rooms. The lobby and the location are amazing

Reviewed on May 13, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,175, price is now $1,134 per person
$1,134
per person
Jul 16 - Jul 20
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
clean and great staff

Reviewed on May 8, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,111, price is now $676 per person
$676
per person
Jul 16 - Jul 20
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Good for the price. Friendly staff.

Reviewed on May 15, 2026

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
Price was $1,111, price is now $722 per person
$722
per person
Jul 16 - Jul 19
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,967, price is now $2,032 per person
$2,032
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (676 reviews)
Clean, friendly staff, nice indoor pool, good breakfast sanwich

Reviewed on May 12, 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 refundable
$110 nightly
The price is $122 total per night from May 17 to May 18
$122 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Great stay

Reviewed on May 12, 2026

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
$123 nightly
The price is $137 total per night from May 25 to May 26
$137 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (2,809 reviews)
Great stay! Staff was helpful, nice and accommodating. The breakfast offered was delicious. The hotel is conveniently located close to malls/stores which was great. I would definitely stay here again.

Reviewed on May 15, 2026

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
$130 nightly
The price is $152 total per night from May 25 to May 26
$152 total
May 25 - May 26
Total with taxes and fees
6.8/10 (1,722 reviews)
TV has poor reception; shower is very difficult to adjust the water; we were not told until we checked out that there was a $10 charge per day to park there.

Reviewed on May 16, 2026

Ramada by Wyndham Boston
See all 1,050 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 $602 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.