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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
  • 49 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."

Reviewed on Jun 26, 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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 ...
9.4/10 Exceptional! (1,773 reviews)
"Iron broken. Construction outside."

Reviewed on Jun 26, 2026

Portland Harbor Hotel
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! (1,251 reviews)
"The size of the room and proximity to Old Town were good. However, the view was to the office building next door and our room did not get cleaned while we were there for 2 nights. The room and average breakfast were too expensive for what we got."

Reviewed on Jun 27, 2026

Cambria Hotel Portland Downtown-Old Port
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
  • 55 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.4/10 Good! (510 reviews)
"Hideous hotel. They charged top dollar for a dilapidated, poorly re-decorated Version of a pig with lipstick. Hall floors uneven and a tripping hazard, our room had bubbled paint on the walls from water leaks, the floor was poorly laid plastic plans, uneven and cracked. No bar soap, thin walls and ..."

Reviewed on Jun 27, 2026

Clarion Pointe South Portland
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! (1,675 reviews)
"Lovely place to stay by everything. Beautiful old building with some charm. Bar is swanky and a dive atmosphere at the same time. Beds were sooo comfortable. Only downside is jacuzzi isn’t open during convenient hours."

Reviewed on Jun 27, 2026

Portland Regency Hotel & Spa
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
  • 58 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.6/10 Excellent! (2,162 reviews)
"crazy people on hallway at 3 am"

Reviewed on Jun 28, 2026

Comfort Inn South Portland Airport
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
  • 55 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
6.6/10 (1,006 reviews)
"The hotel needs updated and cleaned thoroughly. The floors were dirt and sticky feeling and the bathrooms were super small and not clean (shower leaked on the floor). The rooms were musty smelling and damp feeling. Doors would not unlock with keycard and had to go to the office twice to get a key ..."

Reviewed on Jun 27, 2026

Quality Inn & Suites South Portland
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
  • 58 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (2,963 reviews)
"Everything was great and the guy at the counter was excellent and friendly when we checked in however we had an issue with cancelling a booking 5 minutes after we made it initially and the lady I spoke with at that tone was inflexible and rude, Expedia handled the situation but it was ..."

Reviewed on Jun 28, 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
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 ...
9/10 Wonderful! (1,000 reviews)
"Breakfast option was very good providing full breakfast for $10. Shuttle was very helpful in getting around as parking difficult at most restaurants."

Reviewed on Jun 24, 2026

The Westin Portland Harborview
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! (1,618 reviews)
"We loved the walkability around the hotel and then the stay was super comfortable!"

Reviewed on Jun 28, 2026

Holiday Inn Portland-By the Bay by IHG
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! (1,002 reviews)
"Great location - a block up from downtown and the waterfront."

Reviewed on Jun 27, 2026

Hampton Inn Portland Downtown - Waterfront
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd South Portland ME
  • 59 min drive from Bailey Island Bridge
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,567 reviews)
"Chose a king bed room but was given 2 queens. Comfortable beds."

Reviewed on Jun 28, 2026

Spark by Hilton Portland Airport Maine Mall
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

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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 1,849 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 $92. 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 $92.

How many hotels are there in Bailey Island?

With over 1,849 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 $92.

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.