Search for Cheap Deals on
Hotels in Bailey Island

Check Last Minute Bailey Island Hotel Deals

Tonight Mar 7 - Mar 8Next weekend Mar 13 - Mar 15

Choose from 1782 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! (1,004 reviews)
The room was very clean, check in and out was easy, parking was affordable.

Reviewed on Mar 3, 2026

The Westin Portland Harborview
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! (1,395 reviews)
Pros: Extremely comfortable bed. Pool and hot tub. 5 minute walk from the train and bus station with a free shuttle that also goes there and to the airport. Cons: Small and somewhat disappointing gym no free weights). Breakfast restaurant is basic and somewhat overpriced. There is noise when the ...

Reviewed on Mar 5, 2026

Clarion Hotel Portland Airport ME
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! (1,592 reviews)
The staff is always superb each and every time we've stayed at this hotel. Amazing service!

Reviewed on Mar 6, 2026

Portland Regency Hotel & Spa
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! (1,168 reviews)
Easy check in and friendly staff. Food was good room was big and with nice view.

Reviewed on Mar 2, 2026

Cambria Hotel Portland Downtown-Old Port
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! (1,769 reviews)
Business facilities were perfect. Front desk man Roman was an all star helping us out. Whole stay was 100/100

Reviewed on Mar 4, 2026

Portland Harbor Hotel
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! (1,491 reviews)
Proximity to event was great. Walking distance to many things. was excellent and the lobby was inviting. Big heated, clean pool. No hut tub to speak of. Cons - room was not very clean. The bedding and towels, and shower curtain were all stained with colorful sticky stuff like candy??? The lobby smelled ...

Reviewed on Mar 6, 2026

Holiday Inn Portland-By the Bay by IHG
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! (1,159 reviews)
Awesome stay! Love the cocktail hour & breakfast!!

Reviewed on Mar 7, 2026

Embassy Suites by Hilton Portland Maine
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! (1,320 reviews)
This hotel was perfect! Friendly staff, clean rooms and a perfect central location to enjoy all Portland has to offer! It is within walking distance to several bars, gift shops, ice cream/gelato shops, cafés, and restaurants!

Reviewed on Mar 2, 2026

Hyatt Place Portland Downtown - Old Port Square
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
65 Commercial St 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 fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,007 reviews)
Friendly staff, clean rooms, delicious breakfast, prime location… I can’t wait to go back!

Reviewed on Mar 2, 2026

Hilton Garden Inn Portland Downtown Waterfront
LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough

2 out of 5
83 Mussey Rd Scarborough ME
  • 1 hour drive from Bailey Island Bridge
Stay at this hotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Beech Ridge Motor Speedway are located ...
8.2/10 Very Good! (172 reviews)
Clean room and bathroom. Very large room. Quiet. Needs better pillows, room darkening shades and boxes of tissues.

Reviewed on Mar 3, 2026

LivAway Suites Portland-Scarborough
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
  • 59 min drive from Bailey Island Bridge
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8/10 Very Good! (1,354 reviews)
Our room was really dirty. I don't think the carpets had been vacuumed between guests. Never even saw any housekeepers until our last night and at that point we did t bother them. Truly believe it was a staffing issue.

Reviewed on Mar 7, 2026

DoubleTree by Hilton Hotel Portland
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! (1,012 reviews)
I would stay here again! It was a positive experience all around!

Reviewed on Mar 7, 2026

Hampton Inn Portland Downtown - Waterfront
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 1,782 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 $82. 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 $82.

How many hotels are there in Bailey Island?

With over 1,782 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 $82.

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.