Sightseeing
Bailey Island. Local favorite! Walk the path along the open ocean cliff, with crashing waves against the rocks and uplifting views. Only 20 minutes from your airbnb. Estimate 20-30 minute leisurely walk - great before grabbing lunch or dinner on Bailey. (Park on the little winding road and look for signs to enter the path).
6 locals recommend
Giant's Stairs and McIntosh Lot Preserve
19 Ocean StBailey Island. Local favorite! Walk the path along the open ocean cliff, with crashing waves against the rocks and uplifting views. Only 20 minutes from your airbnb. Estimate 20-30 minute leisurely walk - great before grabbing lunch or dinner on Bailey. (Park on the little winding road and look for signs to enter the path).
Portland, ME. Incredible vistas/views of Casco Bay. Food trucks. People watching. Great for picnics or walking to/from the Old Port along the water. Tennis courts too!
251 locals recommend
Eastern Promenade Trail
Eastern PromenadePortland, ME. Incredible vistas/views of Casco Bay. Food trucks. People watching. Great for picnics or walking to/from the Old Port along the water. Tennis courts too!
Cape Elizabeth. ME. This is my personal "happy place" on the coast of Maine. Make a day of it --- before/after spending time in the Old Port. Walk along the cliffs, visit the lighthouse, hang for a bit and dip your toes (or more) in the ocean at the little beach cove. Look for lobster roll food & gelato trucks (select days/months).
229 locals recommend
Fort Williams Park
1000 Shore RdCape Elizabeth. ME. This is my personal "happy place" on the coast of Maine. Make a day of it --- before/after spending time in the Old Port. Walk along the cliffs, visit the lighthouse, hang for a bit and dip your toes (or more) in the ocean at the little beach cove. Look for lobster roll food & gelato trucks (select days/months).
Georgetown, ME. Beautiful Maine favorite! About a 25-30-minute drive from airbnb.
130 locals recommend
Reid State Park
375 Seguinland RoadGeorgetown, ME. Beautiful Maine favorite! About a 25-30-minute drive from airbnb.
Popham Beach
Phippsburg, ME. Mid-coast Maine favorite!
Food scene
Bailey Island. Casual family-friendly spot great for traditional Maine steamed lobster dinner! 15-20 minute drive (small bridge).
61 locals recommend
Cook's Lobster & Ale House
68 Garrison Cove RoadBailey Island. Casual family-friendly spot great for traditional Maine steamed lobster dinner! 15-20 minute drive (small bridge).
Bailey Island, Right near Giant Steps. Beautiful cove that is literally on top of the rocks with crashing waves! Old school casual main vibe for lobster dinner --- definitely call ahead to reserve a table for a single seating at 6pm. 15-20 minute drive from airbnb.
The Driftwood Inn
81 WashingtonBailey Island, Right near Giant Steps. Beautiful cove that is literally on top of the rocks with crashing waves! Old school casual main vibe for lobster dinner --- definitely call ahead to reserve a table for a single seating at 6pm. 15-20 minute drive from airbnb.
Aki
94 Maine StBrunswick, ME. Great sushi! Casual, family-friendly. full bar.
Brunswick, ME. New "foodie fare" restaurant - authentic Columbian street food!
Maiz Colombian Street Food
11 Pleasant StreetBrunswick, ME. New "foodie fare" restaurant - authentic Columbian street food!
Brunswick, ME. Casual upscale. Great Mediterranean/Italian food, service, and craft cocktails. Definitely make a reservation in advance!
24 locals recommend
Enoteca Athena
97 Maine StBrunswick, ME. Casual upscale. Great Mediterranean/Italian food, service, and craft cocktails. Definitely make a reservation in advance!
Rockland, ME. This is my absolute favorite recommendation for foodies! worth the drive to Rockland. Definitely make a rez way in advance for this farm-to-table experience. Make a day of it and stop in Wiscasset on the way up for lobster rolls at Reds (famous) or Spragues (shorter lines, just as delicious).
Rockland has great shops on Main street, plus the Farnsworth Museum and Lighthouse Museum.
115 locals recommend
Primo Restaurant
2 Main StRockland, ME. This is my absolute favorite recommendation for foodies! worth the drive to Rockland. Definitely make a rez way in advance for this farm-to-table experience. Make a day of it and stop in Wiscasset on the way up for lobster rolls at Reds (famous) or Spragues (shorter lines, just as delicious).
Rockland has great shops on Main street, plus the Farnsworth Museum and Lighthouse Museum.
Harpswell, ME. Great for picking up cooked lobsters to enjoy at the airbnb!
25 locals recommend
Gurnet Trading Co.
602 Gurnet RdHarpswell, ME. Great for picking up cooked lobsters to enjoy at the airbnb!
Brunswick-Topsham, ME. Great for beer/casual brewery. Full menu and bar. Overlooks the river. Indoor/outdoor seating.
41 locals recommend
Sea Dog Brewing Company
1 Bowdoin Mill IslandBrunswick-Topsham, ME. Great for beer/casual brewery. Full menu and bar. Overlooks the river. Indoor/outdoor seating.
Markets/Shopping/Art/Antiques
Brunswick, ME. Great for antiquing - huge space in the historic Mill, with lots of independent booths but a single friendly staff at checkout.
16 locals recommend
Cabot Mill Antiques
14 Maine StBrunswick, ME. Great for antiquing - huge space in the historic Mill, with lots of independent booths but a single friendly staff at checkout.
Small but good farmers market (Saturdays til 12:30pm)
7 locals recommend
Brunswick-Topsham Land Trust Farmers' Market at Crystal Spring Farm
277 Maquoit RdSmall but good farmers market (Saturdays til 12:30pm)
Portland Museum of Art
7 Congress SqGreat rainy day excursion!
Cook's Corner - Brunswick, ME. Convenient Great quality grocery store. "Nature's promise" organic brand. Great produce selection. Wine/beer/spirits. Open til 10pm
Hannaford Supermarket
8 Gurnet RoadCook's Corner - Brunswick, ME. Convenient Great quality grocery store. "Nature's promise" organic brand. Great produce selection. Wine/beer/spirits. Open til 10pm
Portland, ME. My personal favorite for great midcentury modern finds! among other eras. Limited store hours: Friday & Saturday only, so best to fold it into your "Portland day"
41 locals recommend
Portland Flea-for-All
585 Congress StPortland, ME. My personal favorite for great midcentury modern finds! among other eras. Limited store hours: Friday & Saturday only, so best to fold it into your "Portland day"
Nearby Cities & Towns
Known for the original LL Bean (open 24 hours/365 days). Also know for a few outlet stores. About 25-30 minute drive from airbnb (on the way to Portland. ME)
201 locals recommend
Freeport
Known for the original LL Bean (open 24 hours/365 days). Also know for a few outlet stores. About 25-30 minute drive from airbnb (on the way to Portland. ME)
Worth the drive! Make a day of it and stop in Wiscasset on the way up for lobster rolls at Reds (famous) or Spragues (shorter lines, just as delicious). If you're a foodie like me, consider making a reservation at Primo farm-to-table restaurant (way in advance!)
Rockland has great shops on Main street, plus the Farnsworth Museum and Lighthouse Museum.
70 locals recommend
Rockland
Worth the drive! Make a day of it and stop in Wiscasset on the way up for lobster rolls at Reds (famous) or Spragues (shorter lines, just as delicious). If you're a foodie like me, consider making a reservation at Primo farm-to-table restaurant (way in advance!)
Rockland has great shops on Main street, plus the Farnsworth Museum and Lighthouse Museum.
Maine Street (spelling intentional) Brunswick is great a casual local outing ... small shops, restaurants, gelato, and lawn. As well as Bowdoin campus and art museum within a 2 mile radius.
56 locals recommend
Brunswick
Maine Street (spelling intentional) Brunswick is great a casual local outing ... small shops, restaurants, gelato, and lawn. As well as Bowdoin campus and art museum within a 2 mile radius.
Neighborhoods
This is the heart of Portland. Lots of shops, restaurants and bars. Definitely make an afternoon/evening or day of it! Exchange street, Middle Street, Fore Street and Commercial Street are where most of the action is located!
Local favorites include: Fore Street Restaurant, Scales or Miyaki are great for special occasions (make a rez in advance). For Oysters, Eventide. Other must-dos include: Standard Bakery for croissants & breads, Sichuan Kitchen for authentic Chinese food, Mimi & Blanche for small gifts/finds.
Venture up Congress street to a Maine Art Museum, Flea-for-All.
223 locals recommend
Old Port
This is the heart of Portland. Lots of shops, restaurants and bars. Definitely make an afternoon/evening or day of it! Exchange street, Middle Street, Fore Street and Commercial Street are where most of the action is located!
Local favorites include: Fore Street Restaurant, Scales or Miyaki are great for special occasions (make a rez in advance). For Oysters, Eventide. Other must-dos include: Standard Bakery for croissants & breads, Sichuan Kitchen for authentic Chinese food, Mimi & Blanche for small gifts/finds.
Venture up Congress street to a Maine Art Museum, Flea-for-All.
Fun for Kids!
Amazing!! On the water in Portland, only 5-10 minute drive from the Old Port.
114 locals recommend
Children's Museum and Theatre of Maine
250 Thompsons Point RoadAmazing!! On the water in Portland, only 5-10 minute drive from the Old Port.
Maine Narrow Gauge Railroad Company and Museum
49 Thames StGreat for young children!
Cedar Beach