East Deering Trip
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- Hampton Inn Oxford
Jul 29 - Aug 2Hampton Inn Oxford + Flight
Oxford4 nights9.0/10 - Wonderful (1,000 reviews)"You can have dinner/lunch at the Oxbow Pub in the casino across the street. Seriously, a two minute drive away. Most of that will be spent finding a parking spot. Very nice service there. The complementary breakfast is mostly the usual fare of fruit, cereals, small pastries and toast, but I have never seen the make your own waffles bar! Also egg white omelets. Really, just about whatever a normal person might want. My food sensitivities and habits are too weird to be accommodated, so I..."Reviewed May 18, 2026Return • Chicago (ORD) - Boston (BOS)ORD - BOS • Direct BOS - ORD • Direct₹67,887₹58,974found 20 hours agoper traveller - Ogunquit River Inn & Suites
Jul 29 - Aug 2Ogunquit River Inn & Suites + Flight
Ogunquit4 nights9.0/10 - Wonderful (1,000 reviews)"Great experience all around. Will definitely visit again if in the area."Reviewed May 25, 2026Return • Chicago (ORD) - Boston (BOS)ORD - BOS • Direct BOS - ORD • Direct - Portland Harbor Hotel
Jul 29 - Aug 2Portland Harbor Hotel + Flight
Downtown Portland4 nights9.4/10 - Exceptional (1,769 reviews)"An attractive city hotel with contemporary rooms and a lux feeling lobby area. Ed and pillow were very good; a/c was robust. Downside: The one working elevator to the guest rooms made transit up and downstairs slow."Reviewed May 25, 2026Return • Chicago (ORD) - Boston (BOS)ORD - BOS • Direct BOS - ORD • Direct - Portland Regency Hotel & Spa
Jul 29 - Aug 2Portland Regency Hotel & Spa + Flight
Downtown Portland4 nights9.4/10 - Exceptional (1,654 reviews)"The building is gorgeous and the staff was very helpful. The only is I was under the impression that all rooms were shower only but we got a very small tub and It felt claustrophobic also the toilet didn’t flush well. However it wouldn’t stop me from staying here again, I would just make sure I had a shower room."Reviewed May 27, 2026Return • Chicago (ORD) - Boston (BOS)ORD - BOS • Direct BOS - ORD • Direct₹136,486₹116,396found 20 hours agoper traveller - Chebeague Island Inn
Jul 29 - Aug 2Chebeague Island Inn + Flight
Chebeague Island4 nights8.8/10 - Excellent (77 reviews)"Charming and easy access to the Golf Course "Reviewed September 21, 2025Return • Chicago (ORD) - Boston (BOS)ORD - BOS • Direct BOS - ORD • Direct₹107,128₹92,519found 20 hours agoper traveller
Where to stay in East Deering
Find the best East Deering areas and neighborhoods for the activities you enjoy most. Learn more about East Deering
Downtown Portland
4 out of top 10 points of interest in this area
3.5/5(2 area reviews)
A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.
Top hotels in East Deering
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is ₹20,363 per night from 31 May to 1 Jun
₹20,363
₹26,163 total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,769 reviews)
"An attractive city hotel with contemporary rooms and a lux feeling lobby area. Ed and pillow were very good; a/c was robust. Downside: The one working elevator to the guest rooms made transit up and downstairs slow."
Reviewed on 25 May 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is ₹18,324 per night from 31 May to 1 Jun
₹18,324
₹20,274 total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,654 reviews)
"The building is gorgeous and the staff was very helpful. The only is I was under the impression that all rooms were shower only but we got a very small tub and It felt claustrophobic also the toilet didn’t flush well. However it wouldn’t stop me from staying here again, I would just make sure I had ..."
Reviewed on 27 May 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is ₹16,374 per night from 31 May to 1 Jun
₹16,374
₹20,724 total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,222 reviews)
"Beautiful room, perfect location , nice staff"
Reviewed on 26 May 2026
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.
Frequently asked questions
Popular places to visit
East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
Eastern Promenade
Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.
Victoria Mansion
Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.