B&B in Portland

October 2026
November 2026

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Sep 25 - Sep 27
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Oct 2 - Oct 4
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Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

B&B in Portland

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
Valley Street
$152
$166 total
includes taxes & fees
Sep 22 - Sep 23
Inn at St John Portland In-Town

2. West End Collection at 146 Pine

West End Collection at 146 Pine
West End
$346
$377 total
includes taxes & fees
Oct 4 - Oct 5
West End Collection at 146 Pine

3. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
West End
$404
$441 total
includes taxes & fees
Sep 28 - Sep 29
Blind Tiger Portland – Carleton Street

4. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
West End
$587
$640 total
includes taxes & fees
Oct 18 - Oct 19
Blind Tiger Portland - Danforth Street.

5. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
Rosemont
$229
$260 total
includes taxes & fees
Sep 21 - Sep 22
Fleetwood House Bed & Breakfast

6. Old Orchard Beach Inn

Old Orchard Beach Inn
Old Orchard Beach
$125
$151 total
includes taxes & fees
Sep 21 - Sep 22
Old Orchard Beach Inn

7. Candlebay Inn

Candlebay Inn
Freeport
$194
$211 total
includes taxes & fees
Sep 27 - Sep 28
Candlebay Inn

8. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
Freeport
$226
$246 total
includes taxes & fees
Sep 21 - Sep 22
The Orchard House: Inn & Cafe

9. The James Place Inn B&B

The James Place Inn B&B
Freeport
$228
$249 total
includes taxes & fees
Sep 21 - Sep 22
The James Place Inn B&B

10. The Nicholson Inn

The Nicholson Inn
Freeport
$285
$310 total
includes taxes & fees
Sep 28 - Sep 29
The Nicholson Inn

11. The Kendall Inn

The Kendall Inn
Freeport
$232
$259 total
includes taxes & fees
Sep 22 - Sep 23
The Kendall Inn

12. 1802 House Bed and Breakfast

1802 House Bed and Breakfast
Kennebunkport
$363
$396 total
includes taxes & fees
Oct 6 - Oct 7
1802 House Bed and Breakfast

13. The Inn at English Meadows

The Inn at English Meadows
Kennebunk
$283
$308 total
includes taxes & fees
Oct 13 - Oct 14
The Inn at English Meadows

14. Waldo Emerson Inn

Waldo Emerson Inn
Kennebunk
$296
$323 total
includes taxes & fees
Sep 28 - Sep 29
Waldo Emerson Inn
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Top neighborhoods in Portland

Old Port

Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.

Downtown Portland

Downtown Portland enchants with historic cobblestone streets and a lively waterfront where lobster boats bob alongside ferry terminals. Art lovers can explore local galleries and the Portland Museum of Art, while foodies dive into fresh seafood and craft beer scenes. The charming brick buildings house boutique shops perfect for finding unique Maine-made treasures. Getting around is easy on foot with most attractions packed into a walkable core. Cozy boutique hotels occupy converted Victorian buildings, offering harbor views and local character. When night falls, live music spills from taverns while the salty harbor breeze carries the promise of tomorrow's adventures.

East End

Portland's East End combines coastal charm with neighborhood character along its stunning 2.1-mile Eastern Promenade trail. Panoramic views of Casco Bay's islands and lighthouses await as you stroll past locals enjoying picnics on grassy slopes. The historic Portland Observatory and Abyssinian Meeting House offer glimpses into the past, while tree-lined streets showcase Victorian homes. Artisanal coffee shops and craft breweries nestle between authentic neighborhood spots, perfect for refueling after waterfront walks. Most accommodations are boutique B&Bs in converted historic homes with personalized service. The area's excellent walkability and METRO bus connections make exploring easy, whether you're heading to East End Beach or venturing downtown.

West End

Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.

Portland Arts District

Portland's artistic Portland Arts District neighborhood is loved for its restaurants and museums, and visitors often enjoy its varied attractions including Cross Insurance Arena and Portland Museum of Art.

Top landmarks in Portland

A building with a large arched window and a sign that reads "STATE".

State Theatre

8.8/10 (392 reviews)
If you want to see a show while you're in town, try and grab some tickets at State Theatre in Downtown Portland. Why not take a stroll along the port and watch the sunset while you're here? If you enjoy the show and want to see another, Port City Music Hall and Portland Stage are both a short walk away.
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An art gallery with various paintings and sculptures.

Portland Museum of Art

9.2/10 (610 reviews)
Portland Museum of Art is just one of the attractions in Downtown Portland, Portland so you might want to stop by during your trip. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Portland has to offer, head to State Theatre, Victoria Mansion, and Cross Insurance Arena.
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A lighthouse on a rocky shoreline with a cloudy sky.

University of Southern Maine

8.2/10 (233 reviews)
If you'd like to get a taste of Portland student life, check out University of Southern Maine in Oakdale. Why not take a stroll along the port and watch the sunset while you're here?
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Cross Insurance Arena

8.6/10 (275 reviews)
You could catch an event at Cross Insurance Arena, a stadium in Downtown Portland. Why not take a stroll along the port and watch the sunset while you're here? If you think Cross Insurance Arena is cool, you also might like Hadlock Field and Fitzpatrick Stadium, both located nearby.
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Thompson's Point

8.8/10 (376 reviews)
Thompson's Point is 2 mi (3.2 km) from central Portland, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here?
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Hadlock Field

9.8/10 (6 reviews)
You could catch an event at Hadlock Field, a stadium in Valley Street. Why not take a stroll along the port and watch the sunset while you're here? If you think Hadlock Field is cool, you also might like Cross Insurance Arena and Home of the Maine Celtics, both located nearby.
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Merrill Auditorium

8.8/10 (107 reviews)
If you want to see a show while you're in town, try and grab some tickets at Merrill Auditorium in Downtown Portland. Why not take a stroll along the port and watch the sunset while you're here? If you enjoy the show and want to see another, Port City Music Hall and Portland Stage are both a short walk away.
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Maine Narrow Gauge Railroad

Maine Narrow Gauge Railroad is 0.5 mi (0.8 km) from central Portland, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Portland has to offer, head to Casco Bay Lines Ferry Terminal, Eastern Promenade, and East End Beach.
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Portland and related destinations

Cobblestone streets wind between 19th-century brick buildings toward a working waterfront where fishermen unload the day's catch. Feast on lobster rolls at dockside shacks that make fast food chains seem like sad imposters. The Portland Museum of Art punches above its weight with an impressive collection. Lighthouses dot the coastline, particularly the photogenic Portland Head Light. Duck into the Old Port's independent shops where owners actually know their inventory. Merrill Auditorium hosts performances worth dressing up for, while State Theatre draws crowds for indie bands. Local chefs transform just-caught seafood into dishes that explain why food magazines can't stop writing about this place.

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A lighthouse, a white house with a red roof, and rocky coastline at sunset.

About the destination

Visitors really like Portland, especially its live music, port, and seafood. Why not spend time at Maine Narrow Gauge Railroad and Bayside Bowl?While you're in town, don't miss a chance to see sights like Merrill Auditorium and Casco Bay Lines Ferry Terminal.