Downtown Vacation Packages

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Top Holiday Package Deals in Downtown

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
CA $660
per person
Nov 21 - Nov 23
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
The restaurant is just okay. We expected a better menu and better food. The coffee in the rooms were about the worst I ever had and wasn't worth making a second cup. The staff were all very nice and friendly. Why doesn't the hotel provide a few little perks of convenience for the guest.

Reviewed on Oct 11, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
CA $973
per person
Nov 21 - Nov 23
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
CA $1,417
per person
Dec 3 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Encore Boston Harbor

Encore Boston Harbor

CA $1,618
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.6/10 Exceptional! (4,227 reviews)
The Newbury Boston

The Newbury Boston

Back Bay
CA $1,733
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (734 reviews)

Where to stay in Downtown

Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
A rustic wooden building with a weathered exterior, a large wheel, and a sign reading "Mast Lane".

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.

A harbor with several fishing boats docked, a pier, and a forested shoreline in the background.

Newington

Travelers like the shopping in Newington, and Regal Fox Run is a top attraction you might want to visit.

An aerial view of a town with a river, a bridge, and a large stadium.

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.

A coastal cityscape with a prominent bridge, waterfront buildings, and a roundabout.

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.

A calm river reflecting buildings and a partly cloudy sky.

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

Hampton Inn & Suites Portsmouth Downtown

23 Portwalk Pl Portsmouth NH
CA $201
CA $218 total
Oct 25 - Oct 26
includes taxes & fees
Hampton Inn & Suites Portsmouth Downtown
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
CA $218
CA $237 total
Nov 8 - Nov 9
includes taxes & fees
Hilton Garden Inn Portsmouth Downtown
The Hotel Portsmouth

The Hotel Portsmouth

40 Court St. Portsmouth NH
Fully refundableReserve now, pay when you stay
CA $230
CA $249 total
Nov 11 - Nov 12
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"Cute hotel,"

Reviewed on Oct 11, 2026

The Hotel Portsmouth
See all 2,662 properties in Downtown
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

A public square with a water fountain, benches, and a stop sign.

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.
See properties
A pink building with a marquee sign advertising a music hall.

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.
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A historic two-story building with a light-colored facade and a dark wooden structure adjacent to it.

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.
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A storefront with a glass front, a brick building, and a clear awning.

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.
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A red brick building with a white fence, a blue door, and a small tower on the roof.

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.
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A red brick building with a green door and windows, a sidewalk, and a bicycle lane.

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.
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A historic brick building with a corner entrance, a street lamp, and a flagpole with an American flag.

Portsmouth Athenaeum

7.6/10 (14 reviews)
You can study the exhibits at Portsmouth Athenaeum, a museum with a storied past, during your travels to Portsmouth. Wander the waterfront and beautiful beaches in the area.
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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.
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Things to do

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

Nature Bike Tour: Tour On The NH Greenway-Fall Foliage Bike Tour

CA $119
per adult
100% of travellers recommend
Nature Bike Tour: Tour On The NH Greenway-Fall Foliage Bike Tour
Wallis Sands

3.5-hr. eBike By The Sea The Ultimate Fall Seaside & Coastal Tour

CA $315
per adult
3.5-hr. eBike By The Sea The Ultimate Fall Seaside & Coastal Tour
See all activities in Portsmouth
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.