Downtown Vacations from $761
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The Latest Downtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$761
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
$1,390
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
West End
While West End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like The Music Hall and Portsmouth Harbor Trail.
Newington
Travelers like the shopping in Newington, and Regal Fox Run is a top attraction you might want to visit.
Pease
While there might not be top attractions in Pease, you can explore the larger area and discover places like Red Hook Brewery and The Music Hall.
Elwyn Park
1 out of top 10 points of interest in this area
Elwyn Park might not have many top sights, but Water Country and Wallis Sands State Beach are two attractions nearby that you can check out.
South End
While visiting South End, you might make a stop by sights like Wentworth Gardner and Tobias Lear Houses and Children's Museum of Portsmouth.
Downtown Hotel Deals
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
$163 nightly
$177 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (1,260 reviews)
"Amazing stay!!"
Reviewed on Oct 19, 2026
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
$145 nightly
$158 total
Nov 15 - Nov 16
Total with taxes and fees
8.6/10 Excellent! (484 reviews)
"The rooms where nasty there was trash left in the room mold all over the shower mouse dropping on the bed"
Reviewed on Oct 18, 2026
The Hotel Portsmouth
40 Court St. Portsmouth NH
Fully refundableReserve now, pay when you stay
$171 nightly
$185 total
Nov 16 - Nov 17
Total with taxes and fees
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.
Stay near popular Downtown attractions
Market Square
9.2/10 (1,088 reviews)
You can learn about the history of Portsmouth with a visit to Market Square. While in this family-friendly area, you can savor the top-notch restaurants.
The Music Hall
8.6/10 (184 reviews)
Enjoy a performance at The Music Hall, a storied theater in Portsmouth. Wander the waterfront and beautiful beaches in the area.
Strawbery Banke Museum
8.8/10 (238 reviews)
You can browse the exhibits at Strawbery Banke Museum, a museum with a storied past, during your trip to Portsmouth. Wander the waterfront and beautiful beaches in the area.
Seacoast Repertory Theatre
7.8/10 (12 reviews)
Get tickets for a show at Seacoast Repertory Theatre, a storied theater in Portsmouth. Wander the waterfront and beautiful beaches in the area.
Discover Portsmouth
8.8/10 (50 reviews)
You can study the exhibits at Discover Portsmouth, a museum with a storied past, during your travels to Portsmouth. Stroll along the waterfront or visit the shops in the area.
Warner House
6.8/10 (5 reviews)
You can study the exhibits at Warner House, a museum with a storied past, during your travels to Portsmouth. Visit the area's shops or amble around its waterfront.
Governor John Langdon House Museum
10.0/10 (1 review)
You can browse the exhibits at Governor John Langdon House Museum, a museum with a storied past, during your trip to Portsmouth. Wander the waterfront and beautiful beaches in the area.
Portsmouth Harbor Trail
8.8/10 (8 reviews)
Explore the waterfront in Portsmouth with a trip to Portsmouth Harbor Trail. Stroll along the beautiful beaches or visit the shops in the area.
Things to do
Nature Bike Tour: Tour On The NH Greenway-Fall Foliage Bike Tour
$85
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.