Search for Cheap Deals on
Hotels in Bailey Island

Check Last Minute Bailey Island Hotel Deals

Tonight Apr 25 - Apr 26Next weekend May 1 - May 3

Choose from 1807 Bailey Island Hotel Deals

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
  • 47 min drive from Bailey Island Bridge
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,003 reviews)
The rooms are always great. We stay here every time we go to Portland. THE MOST COMFORTABLE BEDS AND PILLOWS I EVER HAD IN A HOTEL! Great experience, as always!

Reviewed on Apr 23, 2026

The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
  • 45 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,746 reviews)
Portland Harbor Hotel was in a great location to explore the downtown and harbor area. It’s very close to lots of shops and restaurants.

Reviewed on Apr 23, 2026

Portland Harbor Hotel
HomeAwhile

HomeAwhile

4 out of 5
205 Southborough Drive Scarborough ME
  • 1 hour drive from Bailey Island Bridge
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Thompson's Point are located ...
HomeAwhile
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
  • 44 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.4/10 Exceptional! (1,192 reviews)
View was nice from room. Otherwise the heating system was loud, the food was meh at best (I can see why they give a credit) and parking was confusing. The staff was friendly and engaging however and the location was nice

Reviewed on Apr 21, 2026

Cambria Hotel Portland Downtown-Old Port
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
  • 45 min drive from Bailey Island Bridge
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
9.4/10 Exceptional! (1,627 reviews)
We were upgraded upon arrival to a lovely executive king. The shuttle service from the airport was convenient. Bed, bedding and pillows were very comfy and towels were good quality. Excellent location!

Reviewed on Apr 24, 2026

Portland Regency Hotel & Spa
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
  • 46 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9/10 Wonderful! (1,518 reviews)
Overall stay was good. The clock alarm went off at 6 am. I never thought of checking to see if the alarm clock was set...just assumed it wasn't. Walking distance to Old Port and good restaurants. Beds/bedding was ok. Staff was friendly. I'd stay again.

Reviewed on Apr 25, 2026

Holiday Inn Portland-By the Bay by IHG
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St Portland ME
  • 45 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (1,319 reviews)
The hotel was clean and in a great spot. The staff was helpful. I was disappointed in some of the tech. You are asked to text to retrieve your car. Our car was “not recognized by the system”. We also were unable to cast to the TV in our room with a streaming app. The service kept on recognizing an ...

Reviewed on Apr 24, 2026

Hyatt Place Portland Downtown - Old Port Square
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
  • 51 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,420 reviews)
When I booked my stay I was under the impression that there was breakfast and there wasn't which wasn't ideal for traveling with kids and when I asked for a wash cloth the person didn't know what a wash cloth was and just gave me a towel and he was upset that I took his time from his phone. Then ...

Reviewed on Apr 24, 2026

Clarion Hotel Portland Airport ME
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
  • 49 min drive from Bailey Island Bridge
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,131 reviews)
Fantastic place

Reviewed on Apr 22, 2026

Inn at St John Portland In-Town
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street Portland ME
  • 54 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,140 reviews)
Everything was perfect, the room was clean and a lot of space. Breakfast is very good and well prepared. The staff was very helpful and kind. The gym is convenient because it’s 24 hours.we will love to come back again.

Reviewed on Apr 24, 2026

Embassy Suites by Hilton Portland Maine
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St Portland ME
  • 44 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,003 reviews)
Staff was amazing

Reviewed on Apr 24, 2026

Hampton Inn Portland Downtown - Waterfront
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
379 Commercial Street Portland ME
  • 46 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
8.8/10 Excellent! (1,002 reviews)
Staff was friendly and gave recommendations for restaurants. Very clean property

Reviewed on Apr 24, 2026

Aloft Portland Downtown Waterfront ME
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.

Find cheap hotels in Bailey Island

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Bailey Island hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Bailey Island.

Choosing the right hotel in Maine has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Bailey Island’s 1,807 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $87. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Bailey Island hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Bailey Island. No matter your reason for visiting Bailey Island, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Bailey Island hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Bailey Island for as low as $87.

How many hotels are there in Bailey Island?

With over 1,807 hotels in Bailey Island, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $87.

How to find cheap car rentals in Bailey Island?

Finding a cheap car rental deal in Bailey Island is as easy as scoring cheap hotels in Bailey Island. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.