Chebeague Island Hotels from S$79

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Chebeague Island hotel prices

Tonight
4 Nov - 5 Nov
Tomorrow night
5 Nov - 6 Nov
This weekend
8 Nov - 10 Nov
Next weekend
15 Nov - 17 Nov

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Chebeague Island hotels

Portland Harbor Hotel
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel
4.0 star property
9.2 out of 10, Wonderful, (1388)
"Great place to stay! Comfortable accommodations were excellent and the pantry stations were nice to have."
The price is S$244
includes taxes & fees
2 Dec - 3 Dec
Portland Harbor Hotel
Howard Johnson Hotel by Wyndham South Portland
Restaurant
Howard Johnson Hotel by Wyndham South Portland
2.0 star property
7.2 out of 10, Good, (1029)
"Everything was great except that I would like to have had an extra blanket, just for more weight, you know? Also, in one of the ads it said it said ‘oceanfront’ or ‘beachfront.’ This is wrong. This Howard Johnson’s is not even walking distance to a beach. Otherwise, as I intimated, all good."
The price is S$128
includes taxes & fees
11 Nov - 12 Nov
Howard Johnson Hotel by Wyndham South Portland
Inn at St John Portland In-Town
Front of property – evening/night
Inn at St John Portland In-Town
2.5 star property
8.8 out of 10, Excellent, (1083)
"A cute and quaint little inn, it was perfect for our city stay. It was easy to access from the highway and easy to get around town by city bus. The staff was helpful. Light sleepers should request a room away from the main street which tends to get noisy at various times through the night."
The price is S$131
includes taxes & fees
6 Nov - 7 Nov
Inn at St John Portland In-Town
Clarion Hotel Portland
Lobby
Clarion Hotel Portland
2.5 star property
7.8 out of 10, Good, (1014)
"Staff are friendly and efficient"
The price is S$115
includes taxes & fees
1 Dec - 2 Dec
Clarion Hotel Portland
Holiday Inn Portland-By the Bay, an IHG Hotel
Exterior
Holiday Inn Portland-By the Bay, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (1073)
"Pleasant, comfortable, reasonably priced"
The price is S$138
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Portland-By the Bay, an IHG Hotel
Canopy by Hilton Portland Waterfront
Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (823)
"."
The price is S$185
includes taxes & fees
1 Dec - 2 Dec
Canopy by Hilton Portland Waterfront
Cambria Hotel Portland Downtown-Old Port
Exterior
Cambria Hotel Portland Downtown-Old Port
3.0 star property
9.2 out of 10, Wonderful, (685)
"Great stay! Friendly staff, clean and comfortable room. Will definitely stay here again when we come back to Portland to visit our daughter."
The price is S$198
includes taxes & fees
18 Nov - 19 Nov
Cambria Hotel Portland Downtown-Old Port
Hilton Garden Inn Portland Downtown Waterfront
Aerial view
Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
9.2 out of 10, Wonderful, (1015)
"Very well situated with nice views. Close to most piers and wharfs."
The price is S$174
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Portland Downtown Waterfront
La Quinta Inn & Suites by Wyndham Portland
Exterior
La Quinta Inn & Suites by Wyndham Portland
2.5 star property
9.0 out of 10, Wonderful, (2015)
"Very clean and comfy! Perfect for a one night stay!"
The price is S$130
includes taxes & fees
2 Dec - 3 Dec
La Quinta Inn & Suites by Wyndham Portland
The Westin Portland Harborview
Exterior
The Westin Portland Harborview
4.0 star property
8.8 out of 10, Excellent, (1011)
"There was nothing about the property i did not like. The bar on the 15th floor was beautiful!"
The price is S$132
includes taxes & fees
1 Dec - 2 Dec
The Westin Portland Harborview
Portland Regency Hotel & Spa
Exterior
Portland Regency Hotel & Spa
3.5 star property
9.4 out of 10, Exceptional, (1224)
"Staff was very helpful and friendly. Hotel is beautiful and very convenient, walking distance to shopping and dining areas. Bathroom was clean, spacious and had nice toiletries. Beds were very comfortable."
The price is S$246
includes taxes & fees
6 Nov - 7 Nov
Portland Regency Hotel & Spa
Casco Bay Inn
Iron/ironing board, free WiFi, bed sheets, alarm clocks
Casco Bay Inn
2.0 star property
8.6 out of 10, Excellent, (1003)
"it was a very pleasant stay."
The price is S$136
includes taxes & fees
6 Nov - 7 Nov
Casco Bay Inn
Hyatt Place Portland-Old Port
View from room
Hyatt Place Portland-Old Port
3.0 star property
8.8 out of 10, Excellent, (1030)
"The staff was AMAZING as I had many requests. It was so clean, breakfast was wonderful!!"
The price is S$160
includes taxes & fees
1 Dec - 2 Dec
Hyatt Place Portland-Old Port
Aloft Portland Downtown Waterfront ME
Property entrance
Aloft Portland Downtown Waterfront ME
3.0 star property
8.8 out of 10, Excellent, (769)
"The bartender, kayla, provided us with the best service. "
The price is S$136
includes taxes & fees
25 Nov - 26 Nov
Aloft Portland Downtown Waterfront ME
Best Western Merry Manor Inn
Exterior
Best Western Merry Manor Inn
2.5 star property
8.8 out of 10, Excellent, (1024)
"Friendly staff and a nice little place to rest your head. We had an issue with the refrigerator and they were on it immediately. Breakfast was good as well. "
The price is S$162
includes taxes & fees
1 Dec - 2 Dec
Best Western Merry Manor Inn
Hampton Inn Portland Downtown - Waterfront
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hampton Inn Portland Downtown - Waterfront
2.5 star property
8.8 out of 10, Excellent, (1007)
"Older hotel but nice, clean and in a good area close to shopping and harbor."
The price is S$154
includes taxes & fees
18 Nov - 19 Nov
Hampton Inn Portland Downtown - Waterfront
Quality Inn & Suites
Premium bedding, desk, iron/ironing board, free WiFi
Quality Inn & Suites
2.5 star property
7.0 out of 10, Good, (1014)
"The trash cans around the parking areas were full and overflowing onto the ground. The room and inside area was clean, but had a very strong fragrance that caused my allergies to go crazy. Staff was pleasant even when they had to deal with a Karen because the picture didn’t look like the room “exactly”! "
The price is S$79
includes taxes & fees
18 Nov - 19 Nov
Quality Inn & Suites
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Restaurant
AC Hotel by Marriott Portland Downtown/Waterfront, ME
3.5 star property
9.2 out of 10, Wonderful, (1006)
"EXCELLENT value!! Will definitely be back. Super Modern Cool Hotel with very friendly staff, nice amenities and you can not beat the parking or location! "
The price is S$163
includes taxes & fees
1 Dec - 2 Dec
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Longfellow Hotel
Reception
Longfellow Hotel
3.5 star property
9.0 out of 10, Wonderful, (41)
"Excellent. Brand new hotel with attentive staff and nice rooms. Pleasant bar and good size and amenities. If anything was wrong, it’s a little off the main drag with some odd and rundown neighbors. "
The price is S$286
includes taxes & fees
17 Nov - 18 Nov
Longfellow Hotel
Inn at Diamond Cove
Outdoor pool, pool loungers
Inn at Diamond Cove
3.5 star property
8.8 out of 10, Excellent, (168)
"Lication"
Inn at Diamond Cove
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.
Don't see what you're looking for?
See all available properties in Chebeague Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's the best place for a stay in Chebeague Island?

Casco Bay Hotel, Ascend Hotel Collection, located 13.5 mi (21.7 km) from the heart of Chebeague Island, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Portland Harbor Hotel and Days Inn by Wyndham Airport/Maine Mall. See all available top hotels, or vacation rentals in Chebeague Island.

If I need to cancel my hotel reservation in Chebeague Island, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chebeague Island.

What's the best hotel for a family holiday in Chebeague Island?

Chebeague Island Inn is a top 4-star hotel on Expedia for families, and features a restaurant and free WiFi. Also, attractions in the area such as Portland Observatory and Maine Narrow Gauge Railroad Company and Museum are fun for children of all ages. Find more child-friendly accommodations in Chebeague Island.

What's the best hotel for a couple visiting Chebeague Island?

Chebeague Island Inn is a favourite hotel for couples, and features Frette Italian sheets and an ocean-view restaurant. See all romantic hotels in Chebeague Island.

What's the best accommodation option to stay near the beach in Chebeague Island?

Chebeague Island Inn is a top hotel with free WiFi and free bike hire, and it's located close to the beach . See more stays near the beach in Chebeague Island.

What's the best luxury place to stay in Chebeague Island?

Chebeague Island Inn is a 4-star hotel with an ocean-view restaurant and a bar, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Chebeague Island.

What's the best accommodation in Chebeague Island to absorb the local history?

Based on our travel expertise, Chebeague Island Inn is a top 4-star hotel for history buffs booking on Expedia, and it features free WiFi and a free ferry terminal shuttle.

What are some accommodation options with pools in Chebeague Island?

Days Inn by Wyndham Airport/Maine Mall: Hotel, 8-minute walk from Maine Mall. Provides daily, an indoor pool and free self parking. Ramada Plaza by Wyndham Portland and La Quinta Inn & Suites by Wyndham Portland are a couple of other choices with an on-site pool. View all hotels with pools in Chebeague Island.

What is staying in Chebeague Island like?

Visitors can enjoy all that Chebeague Island has to offer, including the shopping and restaurants. In Chebeague Island, there are 12 hotels and other accommodation options to choose from. Find out more about Chebeague Island.

What should I see while I'm in Chebeague Island?

Places to visit in the wider area include Little John Island Preserve, Wolfe's Neck Woods State Park and Bailey Island Bridge. You'll also find Casco Bay and Sand Beach in the area. Take a look at what more there is to see and do in Expedia's Chebeague Island guide.

What's the seasonal weather like in Chebeague Island?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, April, March and February, with each month seeing an average of 24 cm of snowfall.