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Top Chebeague Island hotels

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $266 total per night from May 25 to May 26
$266 total
May 25 - May 26
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
"The extra charges were annoying $45/ day for parking and $35 /day for any extras like restaurant charges. I would prefer a higher room rate."

Reviewed on May 18, 2026

Opens in a new windowPortland Harbor Hotel
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
$157 nightly
The price is $174 total per night from May 26 to May 27
$174 total
May 26 - May 27
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies ...
"Overall nice, but room was not cleaned when requested, which caused garbage to pile up and needing to request additional towels."

Reviewed on May 18, 2026

Opens in a new windowPortland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
$177 nightly
The price is $196 total per night from May 26 to May 27
$196 total
May 26 - May 27
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Rooms are fantastic! Great view! Lots of nice small amenities."

Reviewed on May 16, 2026

Opens in a new windowCambria Hotel Portland Downtown-Old Port
HomeAwhile

HomeAwhile

2 out of 5
205 Southborough Drive Scarborough ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $152 total per night from May 19 to May 20
$152 total
May 19 - May 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...
"Very clean. Very accommodating. Pets allowed."

Reviewed on May 17, 2026

Opens in a new windowHomeAwhile
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
Fully refundable
$140 nightly
The price is $155 total per night from May 25 to May 26
$155 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Great spot within walking distance of tons of bars/restaurants/shops/ferry cruises. Had a problem with our shower and they immediately had us in a new room. Nice bar and restaurant on site. Takes a while to get an uber, so if no car plan accordingly!"

Reviewed on May 17, 2026

Opens in a new windowHoliday Inn Portland-By the Bay by IHG
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $141 total per night from May 19 to May 20
$141 total
May 19 - May 20
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby ...
"The staff were incredible! I loved the fresh coffee and the continental breakfast - much of which was available 24/7. Highest recommendation!"

Reviewed on May 13, 2026

Opens in a new windowInn at St John Portland In-Town
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $180 total per night from May 28 to May 29
$180 total
May 28 - May 29
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
"Convenient location. Friendly and helpful staff. Lovely breakfast."

Reviewed on May 15, 2026

Opens in a new windowThe Westin Portland Harborview
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
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from May 25 to May 26
$109 total
May 25 - May 26
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport ...
"The pillows were awful- small, hard- more decorative than functional"

Reviewed on May 18, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
$75 nightly
The price is $82 total per night from May 20 to May 21
$82 total
May 20 - May 21
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A garden and a picnic ...
"The woman at the front desk was wonderful. When i got to my room i realized the door lock was broken. The man who came to look argued with me about it, saying it was "safe enough""

Reviewed on May 16, 2026

Opens in a new windowQuality Inn & Suites South Portland
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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.

Chebeague Island Hotel & Travel Guide

After accommodation options in Portland, especially close to the Chebeague Island area? The middle of Chebeague Island is home to 3 well regarded hotels and apartments within a 6-mile (10-kilometer) radius.

The Chebeague Island Inn is considered one of most ideally positioned Travelocity-listed accommodation options, one of only a small number of options within walking distance of the Chebeague Island city center.

15 miles (24 kilometers) outside of the middle of Chebeague Island, you will find the Daniel. Alternatively, the Comfort Inn Brunswick is situated 14 miles (22 kilometers) away. If you'd prefer, you could book a bed at the Brunswick Hotel & Tavern or the Best Western Plus Brunswick Bath.

Portland International Jetport Airport is the most frequently used airport for those arriving in Chebeague Island. You can find it 12 miles (19 kilometers) from the center of the city. For travelers who choose to find a room nearby, check out Extended Stay America - Portland - Scarborough or Portland Hotel and Suites.

Frequently asked questions

What are the top kid-friendly hotels in Chebeague Island?
From thoughtful amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help turn an everyday family vacation into a fabulous one. These Chebeague Island properties make vacationing with youngsters a snap: The entire crew will enjoy their time at Sunset House on Chebeague Island Maine. A deck and a travel crib are just a few of the things that help make this hotel a popular option. Island cottage getaway is also a hit with families. After a fun day of exploring, come home to your comfy room and perks like a barbecue grill and internet access.
Where can I find cheap hotels in Chebeague Island?
At Travelocity you'll find really nice hotels in Chebeague 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 Chebeague Island rather than in Chebeague Island. We may find you even better rates, too.
How do I find the best Chebeague Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chebeague 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 Chebeague Island?
The cheapest hotel in Chebeague Island is $82. 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 Chebeague Island?
There are 2,306 hotels in Chebeague Island on Travelocity.
What are the best hotels in Chebeague Island?
Chebeague 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 Chebeague Island for you!
When is the best time to visit Chebeague Island?
If you want the joy of a fun-filled trip in peak season, visit Chebeague 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 Chebeague Island?
Based on historic data is usually the cheapest month to visit Chebeague 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 Chebeague Island?
There are multiple hotels in Chebeague 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 Chebeague Island. We have plenty of kid-friendly hotels in Chebeague Island to choose from on Travelocity!
Why book a hotel in Chebeague Island through Travelocity?
Because we have the top hotels in Chebeague 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 Chebeague 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 Chebeague Island hotel reviews by fellow wanderers

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Overall nice, but room was not cleaned when requested, which caused garbage to pile up and needing to request additional towels."
A verified traveler stayed at Portland Regency Hotel & Spa
Portland Regency Hotel & Spa

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