Portland, CT

Travel Guide

A river with a large bridge and a small boat on the shore.
Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd Portland CT
$95 nightly
The price is $110 total per night from Sep 29 to Sep 30
$110 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Chris Cote's Toptracer Golf ...
Solano Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
$101 nightly
The price is $116 total per night from Sep 27 to Sep 28
$116 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Capitol Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
$92 nightly
The price is $106 total per night from Sep 27 to Sep 28
$106 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Southington by IHG
See all 721 properties in Portland
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.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
298 E Haddam Moodus Rd East Haddam CT
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located ...
9.4/10 Exceptional! (191 reviews)
"Highly recommend it it was 10/10"

Reviewed on Sep 20, 2026

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Cabin Love at the Lake

Cabin Love at the Lake

Coventry CT
Stay at this vacation home in Coventry. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Coventry Lake and J. M. Sarnik & Sons' The ...
10/10 Exceptional! (6 reviews)
"Very fitting name - We LOVED cabin love. Super cozy, best area ever, so much room to hang out and take in the sun. Likely the best stay in New England I've had so far. 5 Stars!"

Reviewed on May 21, 2026

Cabin Love at the Lake
Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views

East Hampton CT
Stay at this cottage in East Hampton. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Lake Pocotopaug and Day Pond State Park are located ...
10/10 Exceptional! (19 reviews)
"Nice access to the lake, the town has some excellent restaurants."

Reviewed on Aug 4, 2026

Lakeview Carriage House with Spectacular Sunset Views
See all properties in Portland
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 Portland attractions

Brownstone Exploration & Discovery Park

8.0/10 (6 reviews)
Have a fun-filled day with the family at Brownstone Exploration & Discovery Park during your visit to Portland. Experience the festivals and entertainment venues in this family-friendly area.
See properties

Frequently asked questions

Is Portland worth visiting?
Portland is worth visiting for its unique attractions, including the adventurous Brownstone Exploration & Discovery Park and the scenic Arrigoni Winery. Travelers can also explore a diverse culinary landscape, with delicious Asian and Latin American dining options to savor throughout their visit.
When is the best time to visit Portland?
The best time to visit Portland is from June through August, when the weather is typically warm and pleasant. For travelers seeking fewer crowds and better value, the quieter months of November through January offer a different experience, with cooler temperatures and a chance to see the city in a more relaxed setting.
What is Portland known for?
Portland is known for its outdoor activities at Brownstone Exploration & Discovery Park, as well as places like Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center. This riverside city on the Connecticut River also offers travelers a chance to find Asian food.
What is a good itinerary length for Portland?
A good itinerary length for Portland is two to three days to explore attractions like Brownstone Exploration & Discovery Park, Arrigoni Winery, and Chris Cote's Toptracer Golf Range and Performance Center. For a longer trip of four to five days, travelers can enjoy more of the local dining options, including Asian, Latin American, and Italian cuisines.
What are the top things to do in and around Portland?
Portland offers unique experiences, from outdoor adventure to local flavors and recreation:


How do I plan a trip to Portland?
To plan your trip to Portland, search for places to stay and book flights and rental cars in advance. Explore attractions like Brownstone Exploration & Discovery Park, Arrigoni Winery, and Chris Cote's Toptracer Golf Range. Remember to pair outdoor activities with indoor options for weather flexibility. Enjoy diverse dining with Asian, Latin American, and Italian cuisine.
What cuisines can you find in Portland?
In Portland you can find a strong focus on Thai cuisine, with dishes like Pad Thai, Green Curry, and Tom Yum soup. Travelers also have a wide array of choices, including other Asian options like Japanese and Vietnamese, Latin American fare such as Mexican and South American, and European flavors like Italian, French, and Mediterranean dishes.
Can I book a refundable hotel in Portland?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Portland by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Portland with Expedia?
Expedia makes it easier to plan your Portland trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Portland?
The best choice depends on your travel style. Hotels in Portland can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Portland trip on Expedia?
Once you've booked your Portland trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Portland trip?
Expedia offers customer support before, during, and after your Portland trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Portland?
If it's your first trip to Portland, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Portland hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Portland hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Portland

A black car parked by a lake with a boat docked in the background.

Rocky Hill

A steel bridge with a truss design spanning over a calm river, surrounded by lush greenery.

Cromwell

A forested landscape with a winding dirt road and power lines.

Middletown

A forested hillside with autumn foliage.

East Hampton

Explore a world of travel with Expedia