Arrowsic Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Arrowsic Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland
Nasons Corner
Price was $736, price is now $595 per person
$595
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
there was no complimentary breakfast the bathroom did not have any safety bars in case of falls plus it was so small the staff was very friendly and professional the hotel was clean
Reviewed on Aug 2, 2026
Ogunquit River Inn & Suites
Moody
Price was $895, price is now $619 per person
$619
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
What a nice place to stay- clean, great views, updated rooms and bathrooms. Would definitely stay here again
Reviewed on Aug 3, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $999, price is now $713 per person
$713
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
The Docent's Collection at 178 Middle Street
Downtown Portland
Save 100% on your flight
Price was $2,670, price is now $2,202 per person
$2,202
per person
Sep 21 - Sep 26
found 12 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
The apartment itself was lovely but unfortunately when I showered in the morning it became clear from the alarming abundance of body hair in the shower that it had not been (even sort of) cleaned. That’s a serious choice to make when people are paying just shy of $400 a night.
Reviewed on Jul 30, 2026
Newagen Seaside Inn
Price was $846, price is now $711 per person
$711
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Coastal Maine Botanical Gardens and Southport Memorial Library are located nearby.
Old Orchard Beach Inn
Price was $818, price is now $696 per person
$696
per person
Sep 21 - Sep 26
found 12 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Playland and Old Orchard Beach are located nearby.
This was our favorite stay on our road trip through New England. The hotel itself is stunning with its antiques and quaintness in every room. Our actual bedroom was beautiful and very comfortable! The breakfast that was included was delicious and much more than we had expected! Perfect location from the beach and shops. I would highly recommend this hotel and we are looking forward to returning at a later time!
Reviewed on Aug 2, 2026
Top Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
12.17 km from city center
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
Best Western Freeport Inn
31 US Route 1 Freeport ME
30.16 km from city center
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
27.69 km from city center
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
28.02 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
The Brunswick Hotel
4 Noble St Brunswick ME
16.32 km from city center
Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Travelers Inn
130 Pleasant St Brunswick ME
17.87 km from city center
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus Brunswick Bath
71 Gurnet Road Brunswick ME
12.04 km from city center
Book a stay at this family-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Days Inn by Wyndham Brunswick Bath Area
224 Bath Rd Brunswick ME
12.53 km from city center
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Spark by Hilton Brunswick
199 Pleasant St Brunswick ME
18.63 km from city center
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Ocean Gate Inn
70 Ocean Gate Rd Southport ME
9.17 km from city center
Stay at this hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
13.96 km from city center
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mitchell Field and Bailey Island Bridge ...
Econo Lodge Freeport - Brunswick Area
537 Route 1 South Freeport ME
27.5 km from city center
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Topside Inn
60 McKown St Boothbay Harbor ME
11.84 km from city center
Stay at this hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coastal Maine Botanical Gardens and Burnt Island ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 2 days ago
$215
Roundtrip
found 2 days ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$233 Roundtrip, found 2 days ago
$233
Roundtrip
found 2 days ago
Thu, Oct 8 - Fri, Oct 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$237 Roundtrip, found 6 hours ago
$237
Roundtrip
found 6 hours ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 2 days ago
$267
Roundtrip
found 2 days ago