Search Deals onPortland Vacation Packages
Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Price was $396, price is now $343 per person
$343
per person
Jan 15 - Jan 18
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Right next to the airport! Clean but dated room. No waters in the room, but in the lobby... they had everything. Close by everything we needed.
Reviewed on Nov 7, 2026
Holiday Inn Express Vernon - Manchester by IHG
Price was $692, price is now $571 per person
$571
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.
Belden House & Mews
Price was $1,621, price is now $1,354 per person
$1,354
per person
Dec 17 - Dec 21
just found
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
Book a stay at this luxury hotel in Litchfield. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Litchfield Town Green and Big Cathedral Trail are located nearby.
Absolutely beautiful property. The restaurant was amazing and delicious. The room was perfect and cozy and the staff, from the front desk to the restaurant, were all on point! Highly, highly, highly recommend and would return again.
Reviewed on Nov 2, 2026
Trumbull Apartments
Price was $714, price is now $598 per person
$598
per person
Jan 15 - Jan 18
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly apartment in Hartford. Enjoy laundry facilities, Netflix, and climate control. Popular attractions PeoplesBank Arena and Hartford Stage are located nearby.
Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again
Reviewed on Sep 1, 2026
Economy Inn
Price was $576, price is now $498 per person
$498
per person
Jan 15 - Jan 18
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
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 East Hartford Shopping Center are located nearby.
I booked for two nights and on the 2nd day they moved my things out and rent it to another party. I asked if I could be compensated and the staff was not helpful. So I asked for my money to be return and they did. I will never spend my hardworking money there again.
Reviewed on Nov 7, 2026
Solano Inn
Price was $1,039, price is now $901 per person
$901
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hartford (BDL)
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Dart Island State Park are located nearby.
Holiday Inn Express & Suites Meriden by IHG
Price was $834, price is now $725 per person
$725
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this spa hotel in Meriden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lamentation Mountain State Park and Silver Lake State Access Area are located nearby.
Quality Inn Westfield - Springfield
Price was $441, price is now $391 per person
$391
per person
Jan 15 - Jan 18
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Wareham Park and Whitney Park are located nearby.
Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Portland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 4 hours ago
$148
Roundtrip
found 4 hours ago
Fri, Dec 4 - Mon, Dec 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$171 Roundtrip, just found
$171
Roundtrip
just found
Fri, Dec 11 - Sun, Dec 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 8 hours ago
$179
Roundtrip
found 8 hours ago
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