Start Selling
Free Mini Guide: Winter Weekend in Portsmouth, NH

Free Mini Guide: Winter Weekend in Portsmouth, NH

Portsmouth is a great winter getaway destination that won't break the bank.
Read less
Updated ago
Save
Share

Hotel & Lodging

Hotel Thaxter and The INN Downtown offer a quaint New England vibe with a side of luxury. 

Hotel Thaxter
@thepreppedtraveler
Add to
Details
THE INN Downtown
@thepreppedtraveler
Add to
Details

Day 1

Lunch at a hip taco joint.

Barrio
@thepreppedtraveler
Add to
Details

Ice Skate at the Historical Strawberry Banke

Labrie Family Skate at Puddle Dock Pond
@thepreppedtraveler
Add to
Details

Dinner at a cozy Tavern

The Wilder
@thepreppedtraveler
Add to
Details

Night Cap at Slow Burn

Slow Burn Lounge
@thepreppedtraveler
Add to
Details

Day 2

Need Caffeine to jumpstart your morning? Stop in at this Bar turned Coffee shop!

Cup of Joe Cafe & Bar
@thepreppedtraveler
Add to
Details

Breakfast at the Iconic Popovers on the Square.

Popovers On the Square
@thepreppedtraveler
Add to
Details

Shopping Downtown and Kittery outlets across the river.

Kittery Premium Outlets
@thepreppedtraveler
Add to
Details

Stop at the Beach Pea or Lils Cafe for Lunch.

Lil's Cafe
@thepreppedtraveler
Add to
Details
Beach Pea Baking Co
@thepreppedtraveler
Add to
Details

Dinner at  Black Trumpet

Black Trumpet
@thepreppedtraveler
Add to
Details

Attend a show at the Seacoast Repertory Theater.

Seacoast Repertory Theatre
@thepreppedtraveler
Add to
Details

Day 3

Breakfast at the legendary Friendly Toast. Known for their wild menu items.

The Friendly Toast
@thepreppedtraveler
Add to
Details

If a lighter meal is more your speed stop by Elephantine Bakery 

Elephantine Bakery
@thepreppedtraveler
Add to
Details

Take a tour of a Submarine at the USS Albacore Museum. 

USS Albacore Museum
@thepreppedtraveler
Add to
Details

Step back in time with a quick Lunch at Gilley's Diner. 

Gilley's Diner
@thepreppedtraveler
Add to
Details

* * *
ABOUT THE AUTHOR
Founder of The Prepped Traveler. Lover of unique boutique hotels that won't break the bank and food stops that will fill your soul. Expert in New England travel itineraries that include adventure and good food! Born and raised New Englander, based in Massachusetts
Read less
Send A Tip
Support The Prepped Traveler’s work.
Select your tip amount
$5
$10
$20
$50
Or type in other amount
Explore related destinations
Portsmouth, NH, USA
Read more about places in this guide
Barrio
Hotel Thaxter
THE INN Downtown
Labrie Family Skate at Puddle Dock Pond
The Wilder
Slow Burn Lounge
Cup of Joe
Popovers On the Square
Kittery Premium Outlets
Lil's Cafe
Beach Pea Baking Co
Seacoast Repertory Theatre
Black Trumpet
The Friendly Toast
Elephantine Bakery
USS Albacore Museum
Gilley's Diner
Powered by Thatch
The home for unique & authentic travel
Powered by Thatch: Where great trips are made.
© The Prepped Traveler 2025 • Help • Privacy • Terms • Copyright • Become a Seller • Seller Academy • About • Careers • Blog • Explore Places