Search for Cheap Deals on
Hotels in Bailey Island

Choose from 1795 Bailey Island Hotel Deals

BAILEY ISLAND MOTEL
BAILEY ISLAND MOTEL
2 out of 5
2041 Harpswell Islands Rd, Bailey Island, ME
  • 10 min walk from Bailey Island Bridge
Book a stay at this beach hotel in Bailey Island. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cobwork Bridge and Bailey Island Bridge ...
BAILEY ISLAND MOTEL
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
  • 49 min drive from Bailey Island Bridge
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,174 reviews)
"We had a very comfortable overnight stay. We were able to walk to the concert at Thompson's Point which was super convenient."

Reviewed on Jun 23, 2025

La Quinta Inn & Suites by Wyndham Portland
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
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,144 reviews)
"Close to all shops and restaurants. Nice clean rooms and friendly staff."

Reviewed on Jun 22, 2025

Hyatt Place Portland Downtown - Old Port Square
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 bar and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"Hotel was in a great location. Staff was very nice"

Reviewed on Jun 21, 2025

The Westin Portland Harborview
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
  • 56 min drive from Bailey Island Bridge
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,033 reviews)
"Amazing stay for us while we were in Maine"

Reviewed on Jun 16, 2025

Ramada Plaza by Wyndham 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
Stay at this 3.5-star 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 ...
9.2/10 Wonderful! (1,307 reviews)
"Wow! We went for our anniversary and it was amazing. We had a deluxe rooftop room with a fireplace, balcony, and jacuzzi tub. Great location, friendly staff. 5/5. We will be back!"

Reviewed on Jun 22, 2025

Portland Regency Hotel & Spa
Clarion Hotel Portland
Clarion Hotel Portland
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 ...
7.8/10 Good! (1,007 reviews)
"Outdated but great location for the transportation center. Very clean…minimal services or amenities"

Reviewed on Jun 22, 2025

Clarion Hotel Portland
Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham 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! (1,018 reviews)
"The Days Inn in South Portland Maine has very Friendly staff, breakfast options are good and they always came to the rooms daily and make sure we had clean sheets, towels, etc."

Reviewed on Jun 23, 2025

Days Inn by Wyndham Airport/Maine Mall
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
  • 58 min drive from Bailey Island Bridge
Stay at this 3.5-star 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! (2,690 reviews)
"The property was clean but outdated and the breakfast left something to desired. Even after making a reservation to have my room cleaned no one ever came."

Reviewed on Jun 22, 2025

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
  • 45 min drive from Bailey Island Bridge
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
9.2/10 Wonderful! (1,528 reviews)
"A lovely hotel in the historic port area. Comfortable, clean and spacious rooms. A nice onsite restaurant with excellent food for diner and breakfast....shout our to our lovely server Halle! The area on each floor with refreshments and snacks that guests could help themselves to was a nice idea! ..."

Reviewed on Jun 21, 2025

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
  • 46 min drive from Bailey Island Bridge
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9.4/10 Exceptional! (1,002 reviews)
"Great modern vibe. Nice rooms, attentive house cleaning, very good valey. Can't best the location either."

Reviewed on Jun 18, 2025

Canopy by Hilton Portland Waterfront
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! (1,019 reviews)
"excellent propety."

Reviewed on Jun 23, 2025

Inn at St John Portland In-Town
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 1,795 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 . 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 .

How many hotels are there in Bailey Island?

With over 1,795 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 .

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.