Topsham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Topsham Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
HomeAwhile
Price was $833, price is now $664 per person
$664
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $1,983, price is now $1,415 per person
$1,415
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,038, price is now $1,552 per person
$1,552
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Inn By The Sea
Save 100% on your flight
Price was $1,976, price is now $1,553 per person
$1,553
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
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 our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $938, price is now $747 per person
$747
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Big 20 Bowling Center and Nonesuch River Golf Club are located nearby.
Portland Regency Hotel & Spa
Downtown Portland
Price was $1,382, price is now $1,118 per person
$1,118
per person
May 22 - May 28
found 7 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Top Hotel Deals
The Federal
10 Water St Brunswick ME
1.36 km from city center
Stay at this hotel in Brunswick. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. ...
SpringHill Suites by Marriott Freeport Brunswick
500 US-1 Freeport ME
15.51 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Fairfield Inn & Suites by Marriott Brunswick Freeport
36 Old Portland Rd Brunswick ME
2.78 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 helpful staff in our reviews. ...
The Brunswick Hotel
4 Noble St Brunswick ME
2.12 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 ...
Hilton Garden Inn Freeport Downtown
5 Park St Freeport ME
12.66 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
28.87 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 ...
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
15.84 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 ...
Hilton Garden Inn Auburn Riverwatch
14 Great Falls Plz Auburn ME
27.62 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Travelers Inn
130 Pleasant St Brunswick ME
1.76 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 ...
Hampton Inn Lewiston-Auburn
15 Lincoln Street Lewiston ME
27.16 km from city center
Stay at this hotel in Lewiston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Veteran's ...
The Harraseeket Inn & Event House Freeport Downtown
162 Main St Freeport ME
12.48 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Plus Brunswick Bath
71 Gurnet Road Brunswick ME
6.01 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 ...
Hampton Inn Freeport/Brunswick
194 Lower Main St Freeport ME
14.55 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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.
Tue, Jun 2 - Tue, Jun 9
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Sat, Jun 6 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Tue, Apr 14 - Mon, Apr 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Thu, Apr 30 - Tue, May 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$306 Roundtrip, found 3 days ago
$306
Roundtrip
found 3 days ago
Wed, Mar 11 - Sat, Mar 14
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago