Orient Heights Vacations

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Your Orient Heights Vacation

Take all the hassle out of organizing your next break by booking an Orient Heights vacation package. Soak in the sights and sounds of this wonderful neighborhood and enjoy all it has to offer. When it's time to head out and explore, you'll find a lot of popular attractions nearby including USS Constitution Museum, New England Aquarium and Paul Revere House. Visit one, two or all during your trip to Orient Heights. Don't just think about it — make it happen! Reserve your ultimate Orient Heights vacation with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
  • Jul 24 - Jul 26

    Meco Hotel - Hostel + Flight

    West End
    2 nights
    2.0 star property
    8.6/10 - Excellent (424 reviews)
    "good"
    Reviewed May 19, 2026
    Roundtrip Chicago (ORD) - Boston (BOS)
    ORD - BOSNonstop BOS - ORDNonstop
    Save 100% on your flight
    $978
    $645
    per traveler
    found 1 day ago
    Meco Hotel - Hostel
  • Jul 26 - Jul 28

    Boston Harbor Hotel + Flight

    North End
    2 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "This was 10/10 with everything top tier"
    Reviewed May 20, 2026
    Roundtrip Chicago (ORD) - Boston (BOS)
    ORD - BOSNonstop BOS - RFDNonstop
    Save 100% on your flight
    $1,243
    $750
    per traveler
    found 2 days ago
    Boston Harbor Hotel
  • 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
  • Jul 30 - Aug 2

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Good but needed more choice in the langham executive lounge"
    Reviewed May 18, 2026
    Roundtrip Chicago (ORD) - Boston (BOS)
    ORD - BOSNonstop BOS - ORDNonstop
    Save 100% on your flight
    $1,278
    $834
    per traveler
    found 2 days ago
    The Langham, Boston
  • Jul 23 - Jul 28

    Nantucket Inn + Flight

    Nantucket
    5 nights
    3.5 star property
    9.2/10 - Wonderful (689 reviews)
    "The shuttle goes downtown so often and the staff is amazing"
    Reviewed May 22, 2026
    Roundtrip Chicago (ORD) - Boston (BOS)
    ORD - BOSNonstop BOS - ORDNonstop
    Save 100% on your flight
    $2,758
    $1,821
    per traveler
    found 19 hours ago
    Nantucket Inn

Where to stay in Orient Heights

Find the best Orient Heights areas and neighborhoods for the activities you enjoy most. Learn more about Orient Heights

Orient Heights Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $332 total per night from May 25 to May 26
$332 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (4,351 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
$144 nightly
The price is $167 total per night from May 25 to May 26
$167 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (2,626 reviews)
"I was unsure and apprehensive about staying in a hotel with a shared restroom facility. The Revolution was exceptionally clean and the facilities were private. A surprisingly positive experience!"

Reviewed on May 22, 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 Orient Heights

Things to do

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