Porter Square Vacations

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Your Porter Square Vacation

Whatever your style of travel, you can see and do more with a personalized Porter Square vacation package. Spend your next break uncovering this neighborhood's shopping and its other appeals. Your trip to Porter Square wouldn't be complete without seeing big-name attractions nearby such as Harvard Square, Harvard University and Massachusetts Institute of Technology. Whatever your travel goals or the size of your budget, booking your ideal Porter Square vacation is a cinch with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Jun 22 - Jun 27

    Cambridge Common House + Flight

    West Cambridge
    5 nights
    4.0 star property
    9.8/10 - Exceptional (6 reviews)
    "The property was beautiful, and everything had an amazing attention to detail. It really felt like a luxury B&B, and not a hotel. So close to everything at Harvard Square!"
    Reviewed May 18, 2026
    Roundtrip Chicago (ORD) - Boston (BOS)
    ORD - BOSNonstop BOS - ORDNonstop
    $1,793
    $1,170
    per traveler
    found 1 day ago
    Cambridge Common House
  • Aug 6 - Aug 11

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    5 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Roundtrip Dallas (DFW) - Nantucket (ACK)
    DFW - ACK1 stop ACK - DFW1 stop
    Save 100% on your flight
    $3,391
    $1,943
    per traveler
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Aug 6 - Aug 11

    Nantucket Inn + Flight

    Nantucket
    5 nights
    3.5 star property
    9.2/10 - Wonderful (688 reviews)
    "Staff was amazing and helpful"
    Reviewed May 21, 2026
    Roundtrip Dallas (DFW) - Nantucket (ACK)
    DFW - ACK1 stop ACK - DFW1 stop
    Save 100% on your flight
    $3,306
    $2,013
    per traveler
    found 1 day ago
    Nantucket Inn
  • Jul 4 - Jul 20

    Luxury 2BR near Cambridge + Flight

    Prospect Hill
    16 nights
    3.0 star property
    8.0/10 - Very Good (1 review)
    "Great apartment but the building's main door was malfunctioning and we could only get in when a resident with a key entered/exited. Also the wifi didn't work. The provider sis not offer any support or compensation, otherwise this would have been a perfect stay."
    Reviewed March 27, 2026
    Roundtrip Dallas (DFW) - Boston (BOS)
    DFW - BOSNonstop BOS - DFWNonstop
    Save 100% on your flight
    $4,752
    $3,089
    per traveler
    found 2 days ago
    Luxury 2BR near Cambridge
  • Aug 6 - Aug 11

    Chatham Tides + Flight

    South Chatham
    5 nights
    2.5 star property
    9.4/10 - Exceptional (694 reviews)
    "Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."
    Reviewed May 21, 2026
    Roundtrip Dallas (DFW) - Nantucket (ACK)
    DFW - ACK1 stop ACK - DFW1 stop
    Save 100% on your flight
    $2,662
    $1,755
    per traveler
    found 1 day ago
    Chatham Tides

Where to stay in Porter Square

Find the best Porter Square areas and neighborhoods for the activities you enjoy most. Learn more about Porter Square

Porter Square Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $304 total per night from May 25 to May 26
$304 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (4,373 reviews)
"A truly excellent experience at the Seaport Hotel. All of the staff I encountered were friendly and helpful. My room was very nicely appointed with thoughtful extras. The details seem to matter here and you can’t beat the location. Don’t miss the PopUp Bagel shop 1 block away."

Reviewed on May 21, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $151 total per night from May 25 to May 26
$151 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (2,624 reviews)
"Very clean & cute, awesome cafe"

Reviewed on May 21, 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $249 total per night from May 29 to May 30
$249 total
May 29 - May 30
Total with taxes and fees
9.2/10 Wonderful! (4,649 reviews)
"Breakfast was nice its alacarte , pool very poor and no service on the pool , spa slots are very limited and they are off every Tuesday and Wednesday"

Reviewed on May 19, 2026

Omni Boston Hotel at the Seaport
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.

Discover the most popular places to visit in Porter Square

Things to do

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