Book Cheap Hotels in Chebeague 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 Chebeague Island

Tonight
Check prices in Chebeague Island for tonight, Dec. 24 - Dec. 25
Dec. 24 - Dec. 25
Tomorrow night
Check prices in Chebeague Island for tomorrow night, Dec. 25 - Dec. 26
Dec. 25 - Dec. 26
This weekend
Check prices in Chebeague Island for this weekend, Dec. 27 - Dec. 29
Dec. 27 - Dec. 29
Next weekend
Check prices in Chebeague Island for next weekend, Jan. 3 - Jan. 5
Jan. 3 - Jan. 5

Most frequently booked Chebeague Island hotels

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
15.88 km from city centre
The price is CA $141 per night
CA $141
CA $158 total
includes taxes & fees
8 Jan - 9 Jan 2025
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 our reviews. Popular attractions Maine Mall and State Theatre are located nearby.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Free cancellation
Reserve now, pay when you stay
18.98 km from city centre
The price is CA $134 per night
CA $134
CA $149 total
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Maine Mall and Happy Wheels Skate Center are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free cancellation
Reserve now, pay when you stay
15.28 km from city centre
The price is CA $160 per night
CA $160
CA $232 total
includes taxes & fees
26 Dec - 27 Dec
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 helpful staff in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Free cancellation
Reserve now, pay when you stay
15.41 km from city centre
The price is CA $206 per night
CA $206
CA $228 total
includes taxes & fees
5 Jan - 6 Jan 2025
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 our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Casco Bay Hotel, Ascend Hotel Collection

Casco Bay Hotel, Ascend Hotel Collection

3.5 out of 5
80 John Roberts Rd., South Portland, ME
Free cancellation
Reserve now, pay when you stay
21.73 km from city centre
The price is CA $121 per night
CA $121
CA $132 total
includes taxes & fees
6 Jan - 7 Jan 2025
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 staff in our reviews. Popular attractions Maine Mall and Sable Oaks Golf Course are located nearby.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Free cancellation
Reserve now, pay when you stay
14.45 km from city centre
The price is CA $139 per night
CA $139
CA $193 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Maine Mall and Maine Jewish Museum are located nearby.
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road, South Portland, ME
Free cancellation
Reserve now, pay when you stay
22.02 km from city centre
The price is CA $116 per night
CA $116
CA $126 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 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 Sable Oaks Golf Course are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
Free cancellation
Reserve now, pay when you stay
15 km from city centre
The price is CA $164 per night
CA $164
CA $182 total
includes taxes & fees
5 Jan - 6 Jan 2025
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 in our reviews. Popular attractions Maine Mall and N.W. Barrett Gallery are located nearby.
Hot tub
Spa
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd, South Portland, ME
Free cancellation
Reserve now, pay when you stay
22 km from city centre
The price is CA $109 per night
CA $109
CA $118 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maine Mall and Sable Oaks Golf Course are located nearby.
Don't see what you're looking for?
See all available properties in Chebeague 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 family friendly Chebeague Island hotel deals

Chebeague Island Inn

Chebeague Island Inn

61 South Road, Chebeague Island, ME
Get rates
8.6/10 Excellent! (70 reviews)

Top hotels in Chebeague Island for Extended Stay

ON the Beach! Great Family Spot in Old Orchard on the Beach & Boardwalk!

ON the Beach! Great Family Spot in Old Orchard on the Beach & Boardwalk!

Old Orchard Beach
10/10 Exceptional! (1 review)
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 hotels essential information

Accommodation
2,069 hotels
Lowest Price
CA $109
Highest Price
CA $244
Popular hotels
The Westin Portland Harborview, Ramada Plaza by Wyndham Portland, Portland Harbor Hotel, Canopy by Hilton Portland Waterfront, Casco Bay Hotel, Ascend Hotel Collection, Cambria Hotel Portland Downtown-Old Port, Tru by Hilton Portland Airport Area, Portland Regency Hotel & Spa, DoubleTree by Hilton Hotel Portland

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 CA $109 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 2,069 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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"I wish we had better designated parking spaces for just that hotel. Other wise it was a great place to stay! Will most likely stay again in the future. "
A verified traveller from Hudson stayed at DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland

Hotels near…

Areas of Chebeague Island