Explore top 2026 4 Star Hotels in Chebeague Island

Name: The Weldon Hotel
Price range: $296 total
Rating: 9.8

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Top Chebeague Island 4 Star hotels

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$108 nightly

$119 total

Nov 18 - Nov 19

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 ...

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

$179 nightly

$198 total

Nov 22 - Nov 23

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, ...

DoubleTree by Hilton Hotel Portland

363 Maine Mall Rd South Portland ME

Fully refundableReserve now, pay when you stay

$75 nightly

$81 total

Nov 19 - Nov 20

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, ...

8.2/10 Very Good! (1,433 reviews)

"Good dining options and a mall nearby."

Reviewed on Oct 24, 2026

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Fully refundable

$87 nightly

$97 total

Nov 22 - Nov 23

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 ...

Portland Sheraton at Sable Oaks

200 Sable Oaks Dr South Portland ME

Fully refundableReserve now, pay when you stay

$110 nightly

$120 total

Nov 1 - Nov 2

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 ...

The Press Hotel, Marriott Autograph Collection

119 Exchange Street Portland ME

Fully refundableReserve now, pay when you stay

$230 nightly

$255 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. ...

Canopy by Hilton Portland Waterfront

9 Center Street Portland ME

Fully refundableReserve now, pay when you stay

$152 nightly

$168 total

Nov 17 - Nov 18

Total with taxes and fees

This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also ...

Longfellow Hotel

754 Congress St Portland ME

Fully refundableReserve now, pay when you stay

$284 nightly

$314 total

Nov 1 - Nov 2

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet ...

9.4/10 Exceptional! (198 reviews)

"Parking staff at night very unprofessional, Parking attendant didn’t appear after 10-15 min wait. Guy at front desk reluctant to call him to park our car. Didn’t want to bother him. Took much longer than expected and attitude opposite of service-oriented. At breakfast next day took 35 min to get ..."

Reviewed on Oct 24, 2026

Inn By The Sea

40 Bowery Beach Road Cape Elizabeth ME

$377 nightly

$411 total

Nov 18 - Nov 19

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 business center, ...

9.6/10 Exceptional! (343 reviews)

"Great pet friendly resort that allowed the dog to remain in the room while dining in the restaurant. Pet was allowed in the lounge area where they offered the same dining room menu, if you wanted to bring you pet along . Pet treats and food and water dishes already in place in the room."

Reviewed on Oct 22, 2026

The Weldon Hotel

54 York St Portland ME

Fully refundable

$278 nightly

$296 total

Nov 16 - Nov 17

Total with taxes and fees

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers ...

9.8/10 Exceptional! (127 reviews)

"Such a beautiful hotel. Everything you need close to everything. Highly recommend!"

Reviewed on Oct 18, 2026

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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.

4 Star Hotels Chebeague Island

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Chebeague Island 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Chebeague Island will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Chebeague Island, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.