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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Portland bed & breakfast

A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

1. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
The price is AED 871
AED 967 total
includes taxes & fees
11 Nov - 12 Nov
The Bevin House Bed & Breakfast
View from room

2. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (28 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
The price is AED 1,149
AED 1,321 total
includes taxes & fees
19 Nov - 20 Nov
The Connecticut River Valley Inn
Exterior

3. Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (50 reviews)
"the hostess did a great job and the breakfasts were amazing"
United States
James
The price is AED 1,649
AED 1,897 total
includes taxes & fees
8 Nov - 9 Nov
Silas W Robbins House
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.
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Learn more about Portland

Riverside trails along the Connecticut River offer perfect spots for picnics and watching boats at Riverfront Park. Explore the historic Brownstone Quarries where you can zipline, swim, and kayak during summer months.

See all hotels in Portland
A river with a large bridge and a small boat on the shore.

Top reviews in Portland

A hallway with a patterned carpet, a chandelier, and bookshelves on either side.
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
East Hampton

10/10 Excellent

The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there
United States
Eric
Reviewed September 11, 2026
The Bevin House Bed & Breakfast

Frequently Asked Questions

Searching for B&Bs in Portland?

If you want to find a place to stay with a small number of rooms and an intimate environment, a B&B might be the perfect option for your trip to Portland. When you want to explore some attractions in town, Brownstone Exploration & Discovery Park and Connecticut River are worth a stop.

How do you know if a B&B is the best choice for your stay?

With attentive service, opportunities to socialize with other guests, and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind setting.

What are the top B&Bs in Portland?

Below are some well-liked B&Bs in the area: The Bevin House Bed & Breakfast: 5 rooms. 7 mi (11.2 km) from the heart of Portland. Enjoy the free full breakfast and designer toiletries. Silas W Robbins House: 6 rooms. 9.5 mi (15.3 km) from the downtown core. Enjoy the library and patio area. The Connecticut River Valley Inn: 5 rooms. Situated 9.6 mi (15.4 km) from the heart of Portland. Enjoy the outdoor pool and unique décor. Higganum House B&B: 4 rooms. 6.8 mi (10.9 km) from the heart of downtown. Enjoy the private yard and unique décor.

What's the best time of year to book my B&B in Portland?

When you're dreaming of a stay in Portland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Portland is 53 inches.

What is there to do in Portland?

When you want to explore some things to do in town, Brownstone Exploration & Discovery Park and Connecticut River are some notable sights to visit. You might put Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center on your list if you want to see more of the area.

How can I get to and around Portland?

Planning your excursions in and around Portland is easier with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 24.6 mi (39.6 km) away from the city center. You can also search for flights into Bradley Intl. Airport (BDL), which is 24.8 mi (39.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.