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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
Save 100% on your flight
Price was $861, price is now $531 per person
$531
per person
Aug 28 - Aug 31
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year
Reviewed on Jun 18, 2026

Boston Harbor Hotel
North End
Price was $2,473, price is now $1,174 per person
$1,174
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,003 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

Good Hotels Boston
South End
Save 100% on your flight
Price was $1,555, price is now $855 per person
$855
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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

Beachside Village Resort
Save 100% on your flight
Price was $1,019, price is now $632 per person
$632
per person
Aug 28 - Aug 31
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (111 reviews)
This property was extraordinary. My late check-in was seamless, and my room was spacious and extremely comfortable. The staff (my apologies, I forgot the front desk staff's names) were friendly, helpful, and professional. I had one minor maintenance issue that Joe resolved promptly and courteously. My room was directly across from the water, so I had a great view from my room and balcony. Having a kitchen made me feel right at home. My local friends, etc., were extremely impressed by the property layout, location, and price. Downtown was within walking distance (about a mile), and the beach was nearby. I will definitely plan a return visit here, but it would be hard to top my last stay.
Reviewed on Jun 5, 2026

Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was $1,170, price is now $726 per person
$726
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (3,158 reviews)
Staff were great, friendly and helpful
Reviewed on Jun 21, 2026
Pembroke Hotel Deals

Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Jul 12 to Jul 13
$120 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,024 reviews)
"Place was beautiful. Breakfast was amazing. Service was fantastic. One of the best hotels i ever stayed in."
Reviewed on Jun 22, 2026

Ramada by Wyndham Boston
800 Morrissey Blvd Boston MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Jun 29 to Jun 30
$128 total
Jun 29 - Jun 30
Total with taxes and fees
6.8/10 (1,758 reviews)
"Stayed with wife and kids 9+4 for a kids tournament. Staff were great , breakfast was great. Rooms are really outdated though. The staff still clean but it's just old carpet and finishes that look dirty and have rips in them. Again not the staffs fault but a little push by ownership and some upgrades, ..."
Reviewed on Jun 21, 2026

Marriott Boston Quincy
1000 Marriot Dr Quincy MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Jul 2 to Jul 3
$150 total
Jul 2 - Jul 3
Total with taxes and fees
8.8/10 Excellent! (1,421 reviews)
"No clear indication is shown that the internet is not free to access,"
Reviewed on Jun 22, 2026
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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