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Jun 5 - Jun 7
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Featured Freeport 4 Star hotels

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $346 per night from Jun 7 to Jun 8
CA $346
CA $436 total
Jun 7 - Jun 8
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 ...
9.4/10 Exceptional! (1,762 reviews)
"The staff was very helpful, especially Adam, helping us negotiate places to go in Portland and answering our questions"

Reviewed on Jun 2, 2026

Opens in a new windowPortland Harbor Hotel
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Jul 1 to Jul 2
CA $317
CA $350 total
Jul 1 - Jul 2
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 ...
9/10 Wonderful! (1,007 reviews)
"Great stay except it took the hot water 10 minutes to come through for shower and sink."

Reviewed on Jun 2, 2026

Opens in a new windowThe Westin Portland Harborview
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
The price is CA $275 per night from Jun 29 to Jun 30
CA $275
CA $305 total
Jun 29 - Jun 30
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 ...
9/10 Wonderful! (1,576 reviews)
"No issues for our 1 night stay.."

Reviewed on Jun 3, 2026

Opens in a new windowHoliday Inn Portland-By the Bay by IHG
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $419 per night from Jun 30 to Jul 1
CA $419
CA $463 total
Jun 30 - Jul 1
includes taxes & fees
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (1,005 reviews)
"What impressed us most about the property was how almost every design detail of the room perfectly aligned with our needs. Everything functioned so nicely. There was nothing amiss or off. It really was impressive and added to our enjoyment of the stay. The room was also spotless and obviously well ..."

Reviewed on Jun 2, 2026

Opens in a new windowCanopy by Hilton Portland Waterfront
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
The price is CA $169 per night from Jun 14 to Jun 15
CA $169
CA $184 total
Jun 14 - Jun 15
includes taxes & fees
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. ...
8/10 Very Good! (1,400 reviews)
"Friendly staff. Room smelled like smoke."

Reviewed on May 31, 2026

Opens in a new windowDoubleTree by Hilton Hotel Portland
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

4 out of 5
200 Sable Oaks Dr South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jun 28 to Jun 29
CA $223
CA $243 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,001 reviews)
"This was my favorite place to stay when I am in the Portland area. It is a wonderful hotel with friendly helpful staff. I was upset to discover the new policy by the Marriott Corporation. They now charge for parking $15 PLUS 8% SERVICE FEE."

Reviewed on May 24, 2026

Opens in a new windowPortland Sheraton at Sable Oaks
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
119 Exchange Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $499 per night from Jun 28 to Jun 29
CA $499
CA $552 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,000 reviews)
"Great bar. Fantastic pillows in the room. Good central location for walking."

Reviewed on May 28, 2026

Opens in a new windowThe Press Hotel, Marriott Autograph Collection
Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $485 per night from Jun 14 to Jun 15
CA $485
CA $590 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Neal S. Dow ...
9.6/10 Exceptional! (168 reviews)
"This is an absolutely fabulous gem of a hotel. We were only there one night, but everything was superb. The room was lovely with a beautiful view (a bay view room). The shower was a highlight. The staff was very friendly and helpful. The best amenity was the town car available to shuttle us around ..."

Reviewed on May 29, 2026

Opens in a new windowLongfellow Hotel
Inn By The Sea

Inn By The Sea

4 out of 5
40 Bowery Beach Road Cape Elizabeth ME
The price is CA $630 per night from Jun 7 to Jun 8
CA $630
CA $739 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in ...
9.6/10 Exceptional! (317 reviews)
"Very nice place, very cclean and friendly."

Reviewed on May 30, 2026

Opens in a new windowInn By The Sea
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
54 York St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $516 per night from Jun 14 to Jun 15
CA $516
CA $666 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and ...
9.8/10 Exceptional! (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"

Reviewed on Apr 23, 2026

Opens in a new windowThe Weldon Hotel
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4 Star Hotels Freeport

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 Freeport 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 Freeport 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 Freeport, 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.

Recent Freeport hotel reviews by fellow wanderers

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3 out of 5
Posted 10 hours ago
Travelocity Verified Review
"The Regency is a Portland institution that's located in a fantastic location. Too bad it's starting to look and sound and smell weathered. We were in room 215 and it smelled of smelly socks when we entered. The ancient air and heating system was on, but it was so loud it was hard to nap, much less sleep. Luckily it wasn't too hot or cold outside; we simply turned it off. I liked the free coffee station in the morning. The British-born valet was very cheerful and helpful. So were the front desk workers, generally, although when I reported the smell in the room and loud heating/cooling system, they just nodded and said it was getting old. You think they would've offered a more profuse apology, or a drink in the bar downstairs on the hotel--it would've been good PR. But nothing. I won't stay here again."
A verified traveller stayed at Portland Regency Hotel & Spa
Portland Regency Hotel & Spa

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