Portland Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Solano Inn
1503 Portland-Cobalt Rd Portland CT
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Chris Cote's Toptracer Golf ...
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Capitol Hotel
440 Asylum St Hartford CT
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Motel 6 Wethersfield, CT - Hartford
1341 Silas Deane Hwy Wethersfield CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Hartford Hotel & Suites
185 Brainard Rd Hartford CT
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Ramada by Wyndham Hartford North / Bradley Airport
383 South Center St Windsor Locks CT
Stay at this hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oliver Ellsworth Homestead and Connecticut Fire Museum ...
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
298 E Haddam Moodus Rd East Haddam CT
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located ...
Red Roof Inn Meriden
10 Bee St Meriden CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn & Suites Hartford/East Hartford
351 Pitkin Steet East Hartford CT
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hamden Hotel and Suites – Hamden New Haven
2260 Whitney Ave Hamden CT
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
Economy Inn
490 Main Street East Hartford CT
Book a stay at this family-friendly hotel in East Hartford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions PeoplesBank Arena and ...
Marriott Hartford/Windsor Airport
28 Day Hill Rd Windsor CT
Book a stay at this business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Clarion Inn North Haven - New Haven North
201 Washington Avenue North Haven CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Berlin Meriden
2387 Berlin Turnpike Berlin CT
Book a stay at this business-friendly hotel in Berlin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Cheshire - Southington by IHG
64 Knotter Drive Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
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.
Fri, Oct 23 - Sun, Oct 25
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$118
Roundtrip
found 6 days ago
Sun, Sep 20 - Sun, Sep 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$148
Roundtrip
found 6 days ago
Sat, Sep 19 - Sat, Sep 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$151
Roundtrip
found 6 days ago
Sat, Sep 19 - Sat, Sep 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$219
Roundtrip
found 6 days ago
Sun, Aug 30 - Wed, Sep 2
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$222
Roundtrip
found 3 days ago
Best points of interest in Portland
- Brownstone Exploration & Discovery Park Vacations
- Arrigoni Winery Vacations
- PeoplesBank Arena Vacations
- Connecticut Convention Center Vacations
- University of Connecticut Vacations
- The Meadows Music Theatre Vacations
- Lake Compounce Vacations
- Quinnipiac University Vacations
- Pratt and Whitney Headquarters Vacations
- Wesleyan University Vacations
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