Search for Cheap Deals on
Independent in Bailey Island

Check Last Minute Bailey Island Hotel Deals

Tonight Sep 22 - Sep 23Next weekend Sep 27 - Sep 29

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured Bailey Island Independent

Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
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 ...
Portland Harbor Hotel
Fireside Inn & Suites Portland
Fireside Inn & Suites Portland
3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Fireside Inn & Suites Portland
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
Fully refundableReserve now, pay when you stay
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 ...
Portland Regency Hotel & Spa
Casco Bay Inn
Casco Bay Inn
2 out of 5
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Casco Bay Inn
The Harraseeket Inn & Event House
The Harraseeket Inn & Event House
3.5 out of 5
162 Main St, Freeport, ME
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
The Harraseeket Inn & Event House
Moonlight Inn
Moonlight Inn
2 out of 5
215 Pleasant St, Brunswick, ME
Fully refundableReserve now, pay when you stay
Stay at this motel in Brunswick. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Moonlight Inn
Inn at Portland
Inn at Portland
2 out of 5
1150 Brighton Ave, Portland, ME
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Inn at Portland
Flagship Inn and Suites
Flagship Inn and Suites
2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
Flagship Inn and Suites
Travelers Inn
Travelers Inn
2 out of 5
130 Pleasant St, Brunswick, ME
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Travelers Inn
Relax Inn
Relax Inn
2.5 out of 5
133 Pleasant St, Brunswick, ME
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Relax Inn
Ocean Gate Resort
Ocean Gate Resort
3 out of 5
70 Ocean Gate Rd, Southport, ME
Stay at this 3-star hotel in Southport. Enjoy free breakfast, an outdoor pool, and free bicycles on site. Our guests praise the breakfast and the pool in our ...
Ocean Gate Resort
Tugboat Inn
Tugboat Inn
3 out of 5
80 Commercial St., Boothbay Harbor, ME
Stay at this 3-star hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. ...
Tugboat Inn
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.

Independent hotels in Bailey Island

You’ve already taken the guesswork out of your next vacation. You know you want a Independent hotel in Bailey Island. What can you say? You like their style, they’re in a good part of Bailey Island, and they never let you down. New bar in town? You’re the first one to check it out. Spiciest item on the menu? You can take the heat. But even the best gamblers hedge their bets. No matter how crazy good your trip is, you want something familiar waiting for you at the end of the day.

All in a name

We all have favorites. There’s nothing wrong with knowing what you like. You like to stay at Independent near , Bailey Island to do the tourist thing (because sometimes it is fun) and then hit up the places that aren’t on the map. And no matter what fun you get into, you have Independent hotels with their comfy beds and thoughtful amenities waiting to tuck you in.

As you like it

Have a price you want to stick to, so you can paint the town red? Maybe, it’s all about the hotel features. Who couldn’t use a hot tub? Pick your pleasure by:

  • Hotwire Hot Rate: Grab the Independent hotel in Bailey Island at an absolute steal. After you book it, we’ll tell you the hotel name. You might nab that 4-star hotel for a 2-star price.
  • Price: How low can we go? Quite low in fact. Check out our prices per night, starting at $94.
  • Amenities: Grab a cocktail at the lounge and maybe wander upstairs to the rooftop terrace—all the stuff that makes a great vacay.

You’ve already done the hard part—figuring out where you want to stay. Now it’s time to use the money you saved to let the real fun begin. Underground shows? Off-beat attractions? Rooftop escapes? The choice is yours. The only thing wonderfully predictable about this trip is the Independent room you’ll be staying in.