Pembroke Vacations from $681

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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 $1,121, price is now $681 per person
$681
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Staff was very nice and helpful.

Reviewed on May 28, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was $1,884, price is now $919 per person
$919
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.6/10 Excellent! (429 reviews)
I liked the concept of the hostel format that was more economical than a full service hotel. The continental breakfast varied somewhat from day to day, and was not stocked the same each day. The experience would have been better with the larger variety of items provided on the best Saya every day.

Reviewed on May 28, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,810, price is now $1,090 per person
$1,090
per person
Jul 31 - Aug 3
found 13 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,195, price is now $1,361 per person
$1,361
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8/10 Very Good! (280 reviews)
Always a familiar site to visit while on the Cape.

Reviewed on May 27, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $1,983, price is now $1,251 per person
$1,251
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (698 reviews)
Clean room, friendly staff. Their office has extra beach supplies which came in handy as well. Close to some family friendly beaches, but far enough away from the hustle and bustle of downtown. Would highly recommend! We have stayed here before and it's our favorite place in Chatham

Reviewed on May 26, 2026

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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
$147 nightly
The price is $164 total per night from Jun 3 to Jun 4
$164 total
Jun 3 - Jun 4
Total with taxes and fees
9/10 Wonderful! (2,836 reviews)
"From their website: "When cravings strike, head to The Placery located at the lobby bar. Here, you’ll find a thoughtfully sourced, cleverly curated menu that has something for everyone. Try our popular burger, Chicken Caesar Salad, or Turkey Pesto Sandwich. And don’t forget to pair it with one of ..."

Reviewed on May 31, 2026

Hyatt Place Boston/Braintree
Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundable
$114 nightly
The price is $127 total per night from Jun 7 to Jun 8
$127 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"The staff was friendly. Check in fast and efficient. The property appears very clean, and comfortable with plenty of parking. It's in walking distance of restaurants, gas stations, and the Mall. I also enjoyed the full-sized pillows, and big screen tv! Breakfast was ordinary, but all in all the stay ..."

Reviewed on May 31, 2026

Garner Hotel Brockton - Boston by IHG
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
$153 nightly
The price is $178 total per night from Jun 1 to Jun 2
$178 total
Jun 1 - Jun 2
Total with taxes and fees
6.8/10 (1,738 reviews)
"Nice employees with excellent quality and attitude...thank you for your service."

Reviewed on May 30, 2026

Ramada by Wyndham Boston
See all 1,044 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 $681 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.