Bailey Island Hotel Accommodation

Free cancellation options if plans change

Earn rewards on every night you stay

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Where to stay in Bailey Island?

Free WiFi, bed sheets, alarm clocks
Casco Bay Inn
Casco Bay Inn
2.0 star property
8.0 out of 10, Very good, (1000)
  • cleanliness
    Explore coastal Maine with easy access to LL Bean and scenic trails nearby.
Casco Bay 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.
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Top landmarks in Bailey Island

Bailey Island Bridge

You might want to get your camera out and head to Bailey Island Bridge – just one of the landmarks located 0.8 mi (1.3 km) from central Bailey Island.
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Land's End Gift Shop

Land's End Gift Shop is 1.3 mi (2.1 km) from central Bailey Island, why not stop by during your stay? If you have fun at Land's End Gift Shop, you'll love Ash Cove Pottery and Paddleworks, both located nearby.
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Learn more about Bailey Island

Bailey Island is well known for its attractions such as Cobwork Bridge and Bailey Island Bridge.

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Bailey Island which includes general coastal views

Check out reviews of Bailey Island hotels guests love

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Great place- best in Portland. "
Judith 1-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

Frequently asked questions

How much does a hotel room cost in Bailey Island?
You can find top hotels in Bailey Island from RM309 with options to suit your budget and needs. To find an affordable hotel in Bailey Island that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How much does a hotel room cost in Bailey Island?
You can find top hotels in Bailey Island from RM309 with options to suit your budget and needs. To find an affordable hotel in Bailey Island that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Bailey Island hotels?
Discover great deals on Bailey Island hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Bailey Island hotels.
How can I find deals and earn rewards at Bailey Island hotels?
Members can save up to 20% on select hotels in Bailey Island. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Bailey Island hotels with free cancellation?
To book a refundable Bailey Island hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Bailey Island?
If you're looking for hotels in central Bailey Island, check out Chebeague Island Inn. Travellers love Chebeague Island Inn for its location, as well as the ocean-view restaurant, bar/lounge and free bicycle rentals this hotel offers. West Harpswell is a central area for your Bailey Island holiday.
Can I book a refundable accommodation option in Bailey Island?
If you want the flexibility to change your plans to Bailey Island, most hotels offer refundable* rates that you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Bailey Island if I want a holiday rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 25 holiday homes. You can also consider one of the 5 apartments or 28 cottages.
What will the weather in Bailey Island be like during my visit?
July and August are typically the warmest months in Bailey Island, when the average temperature is 18°C. January and February are the coldest months, when the average temperature is -1°C. October and December are the months with the most rain.
Why should I book my Bailey Island hotel with Hotels.com?
There are lots of reasons to book your Bailey Island trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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