Bailey Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Bailey Island Vacation Packages

Bailey Island Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NT$4,358 per night from Sep 28 to Sep 29
NT$4,358
NT$4,822 total
Sep 28 - Sep 29
includes taxes & fees
7.8/10 Good! (1,091 reviews)
"Not bad at all"

Reviewed on 2025/9/22

Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is NT$2,588 per night from Oct 26 to Oct 27
NT$2,588
NT$2,820 total
Oct 26 - Oct 27
includes taxes & fees
7.4/10 Good! (268 reviews)
"Very comfortable bed and pleasant stay. Easy parking and quiet."

Reviewed on 2025/9/25

Germaine Inn South Portland
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NT$4,231 per night from Oct 26 to Oct 27
NT$4,231
NT$4,682 total
Oct 26 - Oct 27
includes taxes & fees
8.8/10 Excellent! (2,256 reviews)
"Great"

Reviewed on 2025/9/20

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
See all 1,800 properties in Bailey Island
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.

Discover the most popular places to visit in Bailey Island

Bailey Island Bridge

4.5/5(9 reviews)

Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.

Bailey Island Bridge

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.