Skip to main content
A harbor with boats, a church with a clock tower, and colorful houses.

Portsmouth Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Portsmouth vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Coffee/tea maker, full-size fridge, microwave, oven
    Sept 18 - Sept 21

    Boston Lodge and Suites + Flight

    Dorchester
    3 nights
    4.0 star property
    8.4/10 - Very good (190 reviews)
    "Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles."
    Reviewed May 19, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,590
    CA $785
    per traveller
    found 23 hours ago
    Boston Lodge and Suites
  • Terrace/patio
    Sept 3 - Sept 6

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (474 reviews)
    "perfecto"
    Reviewed June 8, 2026
    Roundtrip • Hamilton (YHM) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YHM • 1 stop
    CA $2,815
    CA $1,657
    per traveller
    found 1 day ago
    Four Seasons Hotel Boston
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Sept 3 - Sept 6

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "I loved to view from our room. The room smelled fresh and pretty. Everything was impeccable. The amenities were fantastic. I love that there was a golf simulator in the Health Club. Staff were amazing and everyone was friendly. The location was great. I didn’t want to leave! Jose, the bellhop was very helpful and informative when he brought our luggage to our room. Housekeeping was amazing as well. We had a wonderful stay in Boston!"
    Reviewed July 23, 2026
    Roundtrip • Hamilton (YHM) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YHM • 1 stop
    CA $2,494
    CA $1,555
    per traveller
    found 2 days ago
    Boston Harbor Hotel
  • Reception
    Sept 2 - Sept 5

    The Inn at Hastings Park, Relais & Chateaux - Boston + Flight

    Lexington
    3 nights
    4.0 star property
    9.6/10 - Exceptional (262 reviews)
    "This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!"
    Reviewed July 13, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,730
    CA $1,109
    per traveller
    found 1 day ago
    The Inn at Hastings Park, Relais & Chateaux - Boston
  • 3 restaurants; breakfast, lunch, dinner, and brunch served
    Sept 2 - Sept 7

    The Charles Hotel + Flight

    West Cambridge
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Very attentive and helpful. Classic hotel. Great location."
    Reviewed July 23, 2026
    Roundtrip • Ottawa (YOW) - Boston (BOS)
    YOW - BOS • 1 stop BOS - YOW • 1 stop
    CA $2,188
    CA $1,457
    per traveller
    found 9 hours ago
    The Charles Hotel

Where to stay in Portsmouth

Find the best Portsmouth areas and neighborhoods for the activities you enjoy most. Learn more about Portsmouth
Learn more about Portsmouth
A yellow storefront with a red door and a bicycle parked outside.

Downtown

Downtown Portsmouth enchants visitors with cobblestone streets and historic charm along the Piscataqua River waterfront. Stroll past Federal-style buildings and the white spire of North Church rising above Market Square. The Portsmouth Harbour Trail connects maritime treasures like the John Paul Jones House. Explore the colonial gardens at Strawbery Banke Museum or catch a performance at The Music Hall. Local craft breweries and seafood restaurants offer authentic New England flavours. Everything in this walkable district sits within a few blocks, making it perfect for history lovers.
A calm river reflecting buildings and a partly cloudy sky.

South End

Portsmouth's South End blends maritime history with charming residential life along the picturesque Piscataqua River. Historic 18th-century clapboard houses and brick sidewalks create a living museum atmosphere beyond the renowned Strawbery Banke Museum. White picket fences frame tree-lined streets where local life unfolds at a peaceful pace. The waterfront promenade offers scenic harbour views and relaxing walking paths for visitors seeking coastal character. Prescott Park's gardens and riverside concerts provide seasonal entertainment just steps from intimate cafes serving New England seafood. Artisan shops and maritime antiques showcase local craftsmanship throughout this welcoming historic district.
A street scene with people sitting at outdoor cafes, a gazebo, and buildings with signs like "Breaking New Grounds" and "Jewelry Boutique".

West End

The West End of Portsmouth offers a tranquil escape from tourist crowds while showcasing authentic New England charm. Historic colonial and Federal-style homes line tree-lined streets, telling stories of the city's rich maritime past. This residential haven sits just a short walk from downtown attractions. Budget-conscious travellers will appreciate the neighborhood's more affordable accommodations and casual eateries. Stroll along uncrowded sidewalks past well-maintained gardens and picket fences. The peaceful atmosphere makes this area perfect for those seeking a genuine local experience within reach of Portsmouth's vibrant centre.
A harbor with several fishing boats docked, a pier, and a forested shoreline in the background.

Newington

Travelers like the shopping in Newington, and Fox Run Mall 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

At the heart of Newington, Pease International Tradeport combines aviation buzz with business innovation. This former Air Force base now houses Portsmouth International Airport and corporate offices in converted military buildings. The wide roads and open spaces create an industrial landscape with touches of New Hampshire charm. Aviation enthusiasts will appreciate the airport's active runways and military heritage. Visit Red Hook Brewery for local craft beers after exploring the business district. Fox Run Mall and The Music Hall lie just beyond Pease, making this area a practical base for regional adventures.

Discover the most popular places to visit in Portsmouth

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.

What to do in Portsmouth

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

CA $121
per adult
100% of travellers recommend
Nature Bike Tour: Biking Adventure Along The NH Greenway Rail
See all activities in Portsmouth

Portsmouth Hotel Deals

Lobby

Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown
3.0 star property
0.7 km from Portsmouth
9.4 out of 10, Exceptional, (1,187 reviews)
"2 small night table mini drawers,ONE normal sized dresser drawer!! ( Forces guests to live out of their suitcases!!) One semi-comfortable lounge chair (for two people??). NO: writing pad or pen, All tiled areas CLEAN, BUT STICKY TO WALK ON! Older mattresses, too soft (back aches after about 3-4 hrs. Awkward, complicated process to access tv programming . Breakfast chaos, poorly organized , no micro in kitchen area to reheat barely warm coffee. Breakfast choices pretty good, hot fresh scrambled...
The price is CA $297
CA $322 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn & Suites Portsmouth 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.
See all properties in Portsmouth

Frequently Asked Questions

How much does a Portsmouth vacation package cost?

You'll find cheap prices from CA $785 on Expedia for your Portsmouth break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Portsmouth costs.

What are the cheapest months to go to Portsmouth?

January, February and March are great times to search for cheap Portsmouth vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on accommodations and flights.

How many days is enough for Portsmouth?

Usually, a handful of days is great for a Portsmouth vacation. With a detailed itinerary, you can visit all the popular sights including Strawbery Banke Museum, as well as explore some hidden treasures along the way.

Is it worth booking a vacation package to Portsmouth?

It's no wonder a Portsmouth vacation is on the must-do list of many travellers. Leading attractions like Water Country are just the beginning of what you can explore here.

How to find the best Portsmouth package deals?

Bagging a cheap Portsmouth package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Portsmouth package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.

Is it cheaper to book a Portsmouth vacation as a package?

An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Portsmouth trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Portsmouth?

Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Portsmouth break.

How to plan a trip to Portsmouth?

  1. Pick your dates: The things you plan to do in Portsmouth and your preferred season will help you decide when to get away.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to set aside for your trip to Portsmouth. Then, select a hotel that matches your budget, whether that's an economical stay or a swankier retreat.
  3. Decide how long to go for: Now that you're more familiar with Portsmouth, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Portsmouth vacation package.

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