Winslow Homer's Studio

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was S$1,051, price is now S$765 per person
S$765
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Staff was very nice and helpful.

Reviewed on 28 May, 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was S$2,312, price is now S$1,692 per person
S$1,692
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
No reviews
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

2 out of 5
Downtown Portland
Save 100% on your flight
Price was S$1,217, price is now S$919 per person
S$919
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Portland (PWM)
9.8/10 Exceptional! (16 reviews)
Beautiful, clean, modern room with modern amenities. Had everything you could need in an apartment even, and was so close to old for, everything was walking distance Staff with beyond friendly, helpful, assisting, and courteous. If I could give 6/5 stars instead I would have

Reviewed on 29 May, 2026

Tours & day trips

See all 23 activities
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real ...

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real ...

Activity duration is 1 hour and 45 minutes
10.0 out of 10 with 545 reviews
Free cancellation available
The previous price was S$89 and current price is S$83 per adult
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real ...Opens in new tab

Private & custom tours

See all 9 activities
Coastal Maine Sunset Sailing Experience - Public & Private

Coastal Maine Sunset Sailing Experience - Public & Private

Activity duration is 2 hours
10.0 out of 10 with 2 reviews
Free cancellation available
Price is S$190 per adult
Coastal Maine Sunset Sailing Experience - Public & PrivateOpens in new tab

Adventure & outdoor

See all 4 activities
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Activity duration is 3 hours
9.8 out of 10 with 68 reviews
Free cancellation available
Price is S$147 per adult
Lighthouse Bicycle Tour from South Portland with 4 LighthousesOpens in new tab

Classes & workshops

See all 3 activities
Coastal Maine Sunset Sailing Experience - Public & Private

Coastal Maine Sunset Sailing Experience - Public & Private

Activity duration is 2 hours
10.0 out of 10 with 2 reviews
Free cancellation available
Price is S$190 per adult
Coastal Maine Sunset Sailing Experience - Public & PrivateOpens in new tab

Popular places to visit

Cliff Walk

Cliff Walk

Follow in the footsteps of famed artist Winslow Homer as you stroll along one of Portland’s most scenic coastline walking paths.

Cliff Walk
Sandy, beach staircase down to the sea through the sand dunes with a beautiful sunset over the ocean and waves at Cottesloe, Perth, Western Australia.

Western Beach

Why not spend a lazy afternoon at Western Beach during your trip to Scarborough? Stroll along the beautiful beaches or visit the shops in this family-friendly area.

Western Beach
Maine Beach Couple

Ferry Beach

Why not spend a lazy afternoon at Ferry Beach during your trip to Scarborough? Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Ferry Beach
Scarborough Beach State Park

Scarborough Beach State Park

People flock to this state park for its beach offering great saltwater swimming conditions and its inland grounds with many scenic pathways.

Scarborough Beach State Park
Old Orchard Beach pier with rays through the pilings at low tide

Old Orchard Beach Pier

After visiting Old Orchard Beach Pier, make a plan to see the other sights and activities in Old Orchard Beach. Amble around the area's beautiful beaches or attend a sporting event.

Old Orchard Beach Pier
Verlassener Rummel in Old Orchard Beach bei Sonnenschein, Maine

Palace Playland

You can enjoy the entertainment at Palace Playland during your travels to Old Orchard Beach. Amble around the area's beautiful beaches or attend a sporting event.

Palace Playland

Top Winslow Homer's Studio Hotel Deals

Black Point Inn

Black Point Inn

3.5 out of 5
510 Black Point Rd Scarborough ME
Black Point Inn
Grand Beach Inn

Grand Beach Inn

3 out of 5
198 East Grand Avenue Old Orchard Beach ME
Grand Beach Inn
Ocean Walk Hotel

Ocean Walk Hotel

2.5 out of 5
197 E. Grand Ave Old Orchard Beach ME
Ocean Walk Hotel
Friendship Oceanfront Suites

Friendship Oceanfront Suites

2.5 out of 5
167 E Grand Ave Old Orchard Beach ME
Friendship Oceanfront Suites
Holiday House Inn

Holiday House Inn

2.5 out of 5
106 E Grand Ave Scarborough ME
Holiday House Inn
Alouette Beach Resort

Alouette Beach Resort

2.5 out of 5
91 East Grand Avenue Old Orchard Beach ME
Alouette Beach Resort
The Voyager

The Voyager

2 out of 5
1 Roussin St Old Orchard Beach ME
The Voyager
Echo Motel & Oceanfront Properties

Echo Motel & Oceanfront Properties

2.5 out of 5
8 Traynor Street Old Orchard Beach ME
Echo Motel & Oceanfront Properties
Sea Drift Motel

Sea Drift Motel

2.5 out of 5
126 E Grand Ave Old Orchard Beach ME
Sea Drift Motel
See all 1,919 properties in Winslow Homer's Studio
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.