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Your Portsmouth Vacation

The coastal scenery and rich history are just the start of the things Portsmouth has to offer. Enjoy the best parts of this captivating city the way you want with a customized Portsmouth vacation package. You'll want to go sightseeing during your trip to Portsmouth. Carve out some time for leading attractions such as Childrens Museum of Virginia, Portsmouth Naval Shipyard Museum and Commodore Theatre. Whatever your travel plans or the size of your budget, organizing a tailored Portsmouth vacation is simple with Expedia.

The Latest Portsmouth vacation packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Sanderling Resort Residences
John Yancey Oceanfront Inn
Beach Quarters Resort
Sea Ranch Resort
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Discover the most popular places to visit in Portsmouth

What to do in Portsmouth

Portsmouth Hotel Deals

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
$128 nightly
The price is $149 total per night from Sep 1 to Sep 2
$149 total
Sep 1 - Sep 2
Total includes taxes and fees
8.2/10 Very Good! (2,243 reviews)
"Great"

Reviewed on Aug 17, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
$101 nightly
The price is $118 total per night from Sep 14 to Sep 15
$118 total
Sep 14 - Sep 15
Total includes taxes and fees
8.2/10 Very Good! (1,082 reviews)
"Great selection of shops & restaurants nearby. Helpful & friendly staff. Easy access to boardwalk & beach."

Reviewed on Aug 17, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
$97 nightly
The price is $113 total per night from Sep 1 to Sep 2
$113 total
Sep 1 - Sep 2
Total includes taxes and fees
7.6/10 Good! (1,623 reviews)
"The door to my room was not sealed and light came through all around it at night. Very damaged furniture desk vanity.c"

Reviewed on Aug 18, 2025

Wyndham Virginia Beach Oceanfront
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.

Things to do near Portsmouth

Portsmouth, Virginia, is perfect for family, outdoor, and romantic getaways. Enjoy the scenic boardwalk, explore local shopping centers and malls, and take part in guided Portsmouth tours. Whether you're interested in bus tours or planning a day trip, there's plenty to do and see in this charming city, making it an ideal destination for all types of travelers.

Shopping

The Waterside District, located 0.8 miles away, offers a vibrant shopping experience with a mix of business and family-friendly vibes. For more options, Greenbrier Mall and Norfolk Premium Outlets, both 6 miles away, provide entertainment and diverse shopping atmospheres. If you're up for a drive, these are great spots to explore.

Recreation

In Portsmouth, enjoy a cultural evening at Chrysler Hall with captivating performances that foster romance and family bonding. Experience vibrant music at The NorVa, offering an exhilarating atmosphere. For sports enthusiasts, Harbor Park provides thrilling games and events, perfect for a lively outing with friends or family.

Adventure

Experience the excitement at Jillian's Billiards, an arcadeAdventureZone filled with games for all ages, located 6 miles from Portsmouth. For tennis enthusiasts, Folkes - Stevens Indoor Tennis Center and Tidewater Tennis Center, both within 3 and 5 miles respectively, offer thrilling matches and vibrant adventure vibes.

Nightlife

Portsmouth's nightlife offers a vibrant mix of bars and entertainment. Visit The Bier Garden for a diverse beer selection and lively atmosphere. For live music, check out The Commodore Theatre, featuring local bands and unique performances. Enjoy a fun night out exploring the city's energetic scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Portsmouth

Portsmouth, Virginia, is perfect for family, outdoor, and romantic getaways. Explore its rich culture and history at attractions like the maritime museum, historic college university, and urban parks. Don't miss the Portsmouth Athenaeum and a visit to the iconic Portchester Castle. With a variety of experiences to enjoy, Portsmouth promises an enriching city experience for every traveler.

  • Old Dominion University: A vibrant hub of education and culture, Old Dominion University offers visitors a glimpse into collegiate life with its beautiful campus, historic buildings, and engaging art installations. The university often hosts events and exhibitions that reflect the rich cultural tapestry of the region.
  • Norfolk Scope: This multipurpose arena is a family-friendly venue known for hosting a variety of events, from concerts and sports to family entertainment shows. Its lively atmosphere and diverse programming make it a great stop for visitors seeking fun and excitement.
  • USS Wisconsin BB-64: Step aboard this historic battleship for a unique maritime experience. As a museum, the USS Wisconsin BB-64 provides fascinating insights into naval history, complete with exhibits and guided tours showcasing its storied past and significant role in American military history.

Best time to go to Portsmouth

The best time to visit Portsmouth can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Portsmouth falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Portsmouth falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly SunnyAverageSlightly Low
February43.7°F (6.5°C)Light RainMostly SunnyAverageSlightly Low
March49.3°F (9.6°C)Light RainMostly SunnyAverageAverage
April58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
May67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
June75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
July79.7°F (26.5°C)Light RainMostly SunnySlightly HighSlightly High
August78.4°F (25.8°C)Light RainMostly SunnyAverageSlightly High
September73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
October64.0°F (17.8°C)Light RainMostly SunnySlightly LowAverage
November52.9°F (11.6°C)Light RainMostly SunnySlightly LowAverage
December46.4°F (8.0°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Portsmouth

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Portsmouth.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Portsmouth vacation package cost?
You'll find cheap prices from $298 on Expedia for your Portsmouth getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Portsmouth costs.
What are the cheapest months to go to Portsmouth?
February, September and October are great times to search for cheap Portsmouth vacation packages. Choosing to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Portsmouth?
Generally, a few days is enough for a Portsmouth vacation. With a well-organized schedule, you can check out all the main sights like Portsmouth Naval Shipyard Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Portsmouth?
From cool attractions such as Children's Museum of Virginia and Portsmouth Naval Shipyard Museum to its epic culture, a Portsmouth vacation guarantees an unforgettable adventure. With so much to do and see, it's time to find out for yourself why Portsmouth is such a good vacation destination.
How to find the best Portsmouth package deals?
Start your search for a Portsmouth package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Portsmouth package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portsmouth getaway off to a flying start.
Is it cheaper to book a Portsmouth vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can customize your Portsmouth escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Portsmouth?
If you've got your Portsmouth travel dates finalized, book early to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Portsmouth?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Portsmouth.
  2. Budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Portsmouth.
  3. Discover Portsmouth with our trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Portsmouth. You can also save your must-visit places, collaborate with your group and organize your plans in one place.
  4. Decide how long to go for: Now that you know more about Portsmouth, you can figure out the ideal length of your break. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  5. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the perfect Portsmouth vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible things to do in Portsmouth. Book tickets or make reservations as soon as you can to save time and avoid the stress of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Portsmouth vacation packages?
Your Portsmouth trip should be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.