Casco Bay

Casco Bay
Freeport showing signage
Portland which includes a garden
Portland featuring a garden
Portland featuring a bay or harbour
Price found within the past 48 hours. Click for updated prices.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,038, price is now €811 per person
€811
per person
20 Jan - 23 Jan
found 3 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on 13 Oct 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €1,198, price is now €913 per person
€913
per person
5 Dec - 8 Dec
found 14 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,008 reviews)
The Langham Boston was spotless, in a perfect location close to all attractions, and I could walk everywhere. The staff were very friendly and attentive — highly recommend!

Reviewed on 28 Oct 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,538, price is now €1,185 per person
€1,185
per person
29 Dec - 2 Jan
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
This hotel has it all, best in class care and service.

Reviewed on 24 Oct 2025

Tours & day trips

See all 27 activities
City centre Golden Adventure Quest Experience in Portland

City centre Golden Adventure Quest Experience in Portland

Activity duration is 1 hour and 20 minutes
Free cancellation available
Price is €8 per adult*
City centre Golden Adventure Quest Experience in PortlandOpens in new tab

Private & custom tours

See all 7 activities
City centre Golden Adventure Quest Experience in Portland

City centre Golden Adventure Quest Experience in Portland

Activity duration is 1 hour and 20 minutes
Free cancellation available
Price is €8 per adult*
City centre Golden Adventure Quest Experience in PortlandOpens in new tab

Food, drink & nightlife

See all 5 activities
Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

Activity duration is 3 hours
10.0 out of 10 with 6 reviews
Free cancellation available
Price is €139 per adult
Old Port Culinary Walking Tour from PortlandOpens in new tab

Popular places to visit

Popham Beach State Park

Popham Beach State Park

Enjoy a trip to Popham Beach State Park and popular activities such as boating in Phippsburg. While you're in the area, stroll along the seaside.

Popham Beach State Park

Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.

Land's End Gift Shop

Cobwork Bridge

You can find out about the history of Bailey Island with a visit to Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.

Cobwork Bridge

Bailey Island Bridge

Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.

Bailey Island Bridge

Ash Cove Pottery

Enjoy an outing to Ash Cove Pottery during your stay in Harpswell. Amble around the area's seaside or seek out its hiking trails.

Ash Cove Pottery

Paddleworks

Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area.

Paddleworks

Top Hotel Deals

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell
Orchid Harbor, Bailey Island 3BR
1 room luxury ocean front studio cottage

1 room luxury ocean front studio cottage

Harpswell
1 room luxury ocean front studio cottage
Fantastic Waterfront Views

Fantastic Waterfront Views

Phippsburg
Fantastic Waterfront Views
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Portland Harbor Hotel
Lovely 3-bedroom house in coastal Phippsburg, ME.

Lovely 3-bedroom house in coastal Phippsburg, ME.

Phippsburg, ME
Lovely 3-bedroom house in coastal Phippsburg, ME.
Sebasco Harbor Resort & Golf Club

Sebasco Harbor Resort & Golf Club

3.5 out of 5
29 Kenyon Rd, Phippsburg, ME
Sebasco Harbor Resort & Golf Club
Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road

Phippsburg
Sweet comfy cottage on Small Point Road
See all 3,320 properties in Casco Bay
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.