Bailey Island Hotels

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Check Bailey Island hotel prices

Tonight
Dec 21 - Dec 22
Tomorrow night
Dec 22 - Dec 23
Next weekend
Dec 27 - Dec 29

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Top 10 trending Bailey Island hotels

Portland Harbor Hotel
Premium bedding, desk, blackout drapes, iron/ironing board

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1423)
"Very nice"
The price is P6,544
P9,474 total
includes taxes & fees
Dec 25 - Dec 26
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Bar (on property)

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (870)
"Great hotel… area is really safe and some lovely restaurants near by. "
The price is P8,448
P9,335 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Canopy by Hilton Portland Waterfront
Hyatt Place Portland-Old Port
View from room

Hyatt Place Portland-Old Port

3.0 star property
8.8 out of 10, Excellent, (1053)
"I like the room clean and great people "
The price is P5,881
P6,499 total
includes taxes & fees
Jan 19 - Jan 20, 2025
Hyatt Place Portland-Old Port
Holiday Inn Portland-By the Bay, an IHG Hotel
Exterior

Holiday Inn Portland-By the Bay, an IHG Hotel

3.0 star property
8.8 out of 10, Excellent, (1082)
"Located in downtown. Room had a really good view. Decent breakfast."
The price is P5,763
P6,369 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Portland-By the Bay, an IHG Hotel
The Westin Portland Harborview
View from room

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1003)
"I had an incredible stay! This was my first time at the Westin Harborview. Upon check-in I was awarded “Guest of the Day” status with a top floor upgrade. It was such a sweet surprise and a wonderful experience. The harbor view is quite lovely and the next morning I watched a couple of cargo ships move through the draw bridge while sipping delicious in room Starbucks coffee. From check-in to upgrade, which included a complimentary breakfast in C2 (delicious options and friendly warm service), to...
The price is P5,763
P6,464 total
includes taxes & fees
Jan 7 - Jan 8, 2025
The Westin Portland Harborview
Portland Regency Hotel & Spa
Exterior

Portland Regency Hotel & Spa

3.5 star property
9.4 out of 10, Exceptional, (1228)
"Beautiful hotel with great staff!"
The price is P8,763
P9,683 total
includes taxes & fees
Dec 22 - Dec 23
Portland Regency Hotel & Spa
Hilton Garden Inn Portland Downtown Waterfront
Aerial view

Hilton Garden Inn Portland Downtown Waterfront

3.0 star property
9.2 out of 10, Wonderful, (1002)
"The employees are just amazing and so helpful and the lobby is warm and comfortable. Great views and location. My go to hotel when in Portland."
The price is P6,540
P7,226 total
includes taxes & fees
Dec 30 - Dec 31
Hilton Garden Inn Portland Downtown Waterfront
Aloft Portland Downtown Waterfront ME
Property entrance

Aloft Portland Downtown Waterfront ME

3.0 star property
8.8 out of 10, Excellent, (809)
"Had a nice two day stay at this hotel. From the parking attendant to the bar tender, everyone was so friendly and kind. I would stay here again. "
The price is P5,999
P6,628 total
includes taxes & fees
Dec 30 - Dec 31
Aloft Portland Downtown Waterfront ME
Cambria Hotel Portland Downtown-Old Port
Exterior

Cambria Hotel Portland Downtown-Old Port

3.0 star property
9.2 out of 10, Wonderful, (728)
"Good location for walking the city, quiet hotel"
The price is P5,699
P7,900 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Cambria Hotel Portland Downtown-Old Port
Howard Johnson Hotel by Wyndham South Portland
Restaurant

Howard Johnson Hotel by Wyndham South Portland

2.0 star property
7.2 out of 10, Good, (1001)
"Good place to stay "
The price is P4,646
P5,064 total
includes taxes & fees
Dec 22 - Dec 23
Howard Johnson Hotel by Wyndham South Portland
Clarion Hotel Portland
Lobby

Clarion Hotel Portland

2.5 star property
7.8 out of 10, Good, (1004)
"Very convenient to Bus Terminal "
The price is P4,949
P5,468 total
includes taxes & fees
Dec 23 - Dec 24
Clarion Hotel Portland
La Quinta Inn & Suites by Wyndham Portland
Exterior

La Quinta Inn & Suites by Wyndham Portland

2.5 star property
9.0 out of 10, Wonderful, (2030)
"Good breakfast, clean property, helpful staff."
The price is P4,868
P5,379 total
includes taxes & fees
Jan 16 - Jan 17, 2025
La Quinta Inn & Suites by Wyndham Portland
Hampton Inn Portland Downtown - Waterfront
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hampton Inn Portland Downtown - Waterfront

2.5 star property
8.8 out of 10, Excellent, (1006)
"It’s a nice place to stay. No free parking at the facility "
The price is P5,749
P6,352 total
includes taxes & fees
Jan 20 - Jan 21, 2025
Hampton Inn Portland Downtown - Waterfront
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Restaurant

AC Hotel by Marriott Portland Downtown/Waterfront, ME

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Super easy check in. Front desk was very accommodating when I needed new room keys. Everything was clean, efficient and friendly. "
The price is P6,175
P6,823 total
includes taxes & fees
Jan 1 - Jan 2, 2025
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Quality Inn & Suites
Premium bedding, desk, iron/ironing board, free WiFi

Quality Inn & Suites

2.5 star property
7.0 out of 10, Good, (1002)
"Nothing"
The price is P3,652
P3,981 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Quality Inn & Suites
Inn at St John Portland In-Town
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1046)
"I enjoyed my third visit here. I was, however, very disappointed Friday evening by the young man at the desk not breaking a ten bill. He made like he was checking BUT I fully doubt he actually checked. Very disappointing. "
The price is P4,705
P5,128 total
includes taxes & fees
Dec 22 - Dec 23
Inn at St John Portland In-Town
The Press Hotel, Marriott Autograph Collection
Frette Italian sheets, hypo-allergenic bedding, pillowtop beds

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (921)
"Property was is the perfect location Rooms comfortable and clean Property accommodated early checkin Love the fireplace in lobby. Best location to walk to the Merrill Auditorium Would absolutely stay again for next years Christmas shopping and Magic of Christmas show weekend "
The price is P9,198
P10,164 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Press Hotel, Marriott Autograph Collection
Residence Inn by Marriott Portland Downtown Waterfront
Private kitchenette

Residence Inn by Marriott Portland Downtown Waterfront

3.0 star property
8.8 out of 10, Excellent, (1005)
"The Inn is located close to shopping and great restaurants! The hotel attendees were kind and helpful. The rooms are very clean and well maintained. Be prepared to pay $30,00 to park on the next block but it's easy to get the car in and out whenever you need to."
The price is P5,739
P6,341 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Residence Inn by Marriott Portland Downtown Waterfront
Courtyard Portland Downtown/Waterfront
In-room safe, individually decorated, individually furnished, desk

Courtyard Portland Downtown/Waterfront

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Great people wonderful. Clean my husband misplaced his meds and they were wonderful with helping him get a pharmacy. The lady who helped from the bistro was great. The front manager was knowledgeable. They gave us info about the area. We called and those guys were great. Friendly fast getting car.suggested places to visit. All good "
The price is P6,940
P7,668 total
includes taxes & fees
Dec 23 - Dec 24
Courtyard Portland Downtown/Waterfront
The Freeport Hotel, Ascend Hotel Collection
Lobby

The Freeport Hotel, Ascend Hotel Collection

2.0 star property
8.0 out of 10, Very Good, (1002)
"Friendly courteous staff"
The price is P4,539
P4,947 total
includes taxes & fees
Jan 21 - Jan 22, 2025
The Freeport Hotel, Ascend Hotel Collection
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.
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Frequently asked questions

What's the best place for a stay in Bailey Island?

Located 14.6 mi (23.5 km) from the heart of Bailey Island, The Westin Portland Harborview is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Portland Harbor Hotel and Canopy by Hilton Portland Waterfront. See all available top hotels, or vacation rentals in Bailey Island.

If I need to cancel my hotel reservation in Bailey Island, will I receive a refund?

Yes! Most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.

Where can I learn more about changing or cancelling my trip to Bailey Island?

To access more information about picking new dates or cancelling your trip to Bailey Island, go to https://www.expedia.com/service/.

What's the best hotel to stay near the beach in Bailey Island?

BAILEY ISLAND MOTEL is a top hotel with a seasonal outdoor pool and free WiFi, and it's located close to the beach. See more stays near the beach in Bailey Island.

What are some accommodations with pools in Bailey Island?

DoubleTree by Hilton Hotel Portland: Hotel, 1-minute walk from Maine Mall. Features a snack bar/deli, an indoor pool, and free self parking. Also, another option with an onsite pool is La Quinta Inn & Suites by Wyndham Portland. View all hotels with pools in Bailey Island.

What is the best hotel near Portland International Jetport Airport (PWM)?

Hilton Garden Inn Portland Airport is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Portland Intl. Jetport Airport. Other good choices within close proximity to the airport include Days Inn by Wyndham Airport/Maine Mall and Embassy Suites by Hilton Portland Maine.

What is staying in Bailey Island like?

Visitors can enjoy all that Bailey Island has to offer including the shopping, seafood restaurants, and local tours. Tourists can also enjoy so much more including its monuments. In Bailey Island, there are 67 hotels and other accommodations to choose from. Find out more about Bailey Island.

What are the top places to visit in Bailey Island?

Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your agenda are Land's End Gift Shop and Ragged Island. Check out what more to see and do in Expedia's Bailey Island guide.

What's the seasonal weather like in Bailey Island?

The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.