Book Cheap Hotels in Bailey Island

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Bailey Island

Tonight
Check prices in Bailey Island for tonight, Oct 19 - Oct 20
Oct 19 - Oct 20
Tomorrow night
Check prices in Bailey Island for tomorrow night, Oct 20 - Oct 21
Oct 20 - Oct 21
This weekend
Check prices in Bailey Island for this weekend, Oct 23 - Oct 25
Oct 23 - Oct 25
Next weekend
Check prices in Bailey Island for next weekend, Oct 30 - Nov 1
Oct 30 - Nov 1

Most frequently booked Bailey Island hotels

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Free cancellation
25.43 km from city centre
The price is CA $118 per night
CA $118
CA $130 total
Oct 25 - Oct 26
includes taxes & fees
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 clean rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Pool
Hot tub
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Free cancellation
Reserve now, pay when you stay
23.55 km from city centre
The price is CA $153 per night
CA $153
CA $169 total
Nov 18 - Nov 19
includes taxes & fees
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 rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Spa
Pet-friendly
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Free cancellation
Reserve now, pay when you stay
27.55 km from city centre
The price is CA $125 per night
CA $125
CA $138 total
Nov 1 - Nov 2
includes taxes & fees
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 rooms in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Pool
Hot tub
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free cancellation
28.45 km from city centre
The price is CA $102 per night
CA $102
CA $111 total
Nov 8 - Nov 9
includes taxes & fees
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 staff in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Breakfast included
Pet-friendly
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
Free cancellation
Reserve now, pay when you stay
24.69 km from city centre
The price is CA $107 per night
CA $107
CA $117 total
Oct 25 - Oct 26
includes taxes & fees
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 attractions Cross Insurance Arena and Maine Mall are located nearby.
Breakfast included
Pet-friendly
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free cancellation
28.23 km from city centre
The price is CA $72 per night
CA $72
CA $79 total
Nov 17 - Nov 18
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Pool
Breakfast included
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free cancellation
Reserve now, pay when you stay
22.87 km from city centre
The price is CA $211 per night
CA $211
CA $287 total
Nov 16 - Nov 17
includes taxes & fees
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 and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Pet-friendly
Free WiFi
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
Free cancellation
29.47 km from city centre
The price is CA $105 per night
CA $105
CA $115 total
Nov 15 - Nov 16
includes taxes & fees
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 staff in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Breakfast included
Free airport shuttle
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
Free cancellation
23.33 km from city centre
The price is CA $134 per night
CA $134
CA $149 total
Nov 19 - Nov 20
includes taxes & fees
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 and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Pool
Free airport shuttle
Don't see what you're looking for?
See all available properties in Bailey Island
View all properties
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.

Top hotels in Bailey Island for Extended Stay

Evalina Hotel

Evalina Hotel

215 Commercial St Portland ME
The price is CA $446 per night from Nov 10 to Nov 11
CA $446
CA $698 total
Nov 10 - Nov 11
includes taxes & fees
10/10 Exceptional! (15 reviews)
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.

Bailey Island hotels essential information

Accommodation
1,902 hotels
Lowest Price
CA $79
Highest Price
CA $698
Popular hotels
Clarion Hotel Portland Airport ME, The Westin Portland Harborview, Fireside Inn & Suites Portland, Quality Inn & Suites South Portland, Inn at St John Portland In-Town, Clarion Pointe South Portland, Portland Harbor Hotel, Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

What are the top kid-friendly hotels in Bailey Island?
Take some of the struggles out of traveling with little ones by staying in a family-friendly hotel in Bailey Island. From useful amenities to services that bring a smile, these stays come with perks that'll make your visit smooth sailing: Settle in at Prime oceanfront at Bailey Island's Famous Cedar Beach-New listing!. It comes with a playground, a nearby beach and a passion for making families feel welcome. Alternatively, spend your evenings in Bailey Island at Nicest Waterfront in Maine w/ Private Beach!. Take advantage of a playground, a nearby beach and more here.
Where can I find cheap hotels in Bailey Island?
At Travelocity you'll find really nice hotels in Bailey Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Bailey Island rather than in Bailey Island. We may find you even better rates, too.
How do I find the best Bailey Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Bailey Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Bailey Island?
The cheapest hotel in Bailey Island is CA $79 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Bailey Island?
There are 1,902 hotels in Bailey Island on Travelocity.
What are the best hotels in Bailey Island?
Bailey Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Bailey Island for you!
When is the best time to visit Bailey Island?
If you want the joy of a fun-filled trip in peak season, visit Bailey Island during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Bailey Island?
Based on historic data is usually the cheapest month to visit Bailey Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Bailey Island?
There are multiple hotels in Bailey Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Bailey Island. We have plenty of kid-friendly hotels in Bailey Island to choose from on Travelocity!
Why book a hotel in Bailey Island through Travelocity?
Because we have the top hotels in Bailey Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Bailey Island on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Bailey Island hotel reviews by fellow wanderers

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Love the old building ! Great walking distance in the historic area with great shopping, bars, and restaurants. Would not recommend our hotel room as it was in the basement area . Very dark and if you had the curtains open people walking by looked right in your room . Was hoping for a balcony 😜"
A verified traveller stayed at Portland Regency Hotel & Spa
Portland Regency Hotel & Spa