Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Knights inn Hartford
Price was $374, price is now $351 per person
$351
per person
Oct 22 - Oct 25
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
Stay at this motel in Hartford. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions The Meadows Music Theatre and PeoplesBank Arena are located nearby.
Overall bad conditions. Floor was cracking up in the hallways. Odors. You can tell the sheets aren't changed after every stay. Crumbs and the like on them etc. TV didn't work right. It is fine for an inexpensive place to crash but that is where it begins and ends.
Reviewed on Sep 14, 2026
Delamar West Hartford
Price was $1,153, price is now $1,018 per person
$1,018
per person
Oct 16 - Oct 18
found 22 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hartford (BDL)
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Lovely, comfortable and clean room! Staff upon check-in (8pm) was helpful and friendly.
Reviewed on Sep 12, 2026
Avon Old Farms Hotel
Price was $968, price is now $860 per person
$860
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Hartford (BDL)
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Farmington River and Sperry Park are located nearby.
Expedia does not show the resort fee on the page that purports to show the total with all taxes and fees. A major flaw.
The hotel itself was perfectly acceptable. Very little staff interaction, but just fine. Breakfast was quite good. Scrambled eggs over cooked but most hotels do that. The bacon was better than I buy for home. The grounds provided space for short walks in an otherwise built-up area.
Would stay here again so long as it remains the least expensive area alternative.
Reviewed on Sep 13, 2026
Comfort Inn Naugatuck-Shelton, CT
Price was $501, price is now $465 per person
$465
per person
Oct 22 - Oct 25
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
Book a stay at this business-friendly hotel in Naugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Whittemore Glen State Park and Beacon Falls Town Recreation Field are located nearby.
Staff was great and insite packing was good.
Reviewed on Sep 14, 2026
Economy Inn
Price was $440, price is now $411 per person
$411
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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 The Meadows Music Theatre are located nearby.
Is okay
Reviewed on Sep 14, 2026
Connecticut Beach Home
Price was $1,407, price is now $1,319 per person
$1,319
per person
Dec 2 - Dec 8
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this vacation home in Old Lyme. Enjoy free WiFi and in-room washers/dryers. Popular attractions Rocky Neck State Beach and Rocky Neck State Park are located nearby.
Cambria Hotel Manchester South Windsor
Price was $733, price is now $688 per person
$688
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Hartford (BDL)
Book a stay at this business-friendly hotel in South Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Meadows Music Theatre and Promenade Shops at Evergreen Walk are located nearby.
Comfort Inn & Suites Meriden East
Price was $398, price is now $376 per person
$376
per person
Oct 22 - Oct 25
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
Book a stay at this business-friendly 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 Falcon Field and Cedar Park are located nearby.
Everything looks okay . Just too much fixated rooms and there is a smell in room and. Bedding … seems not washed .
Reviewed on Sep 14, 2026
Middletown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middletown 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.
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$84 Roundtrip, found 3 days ago
$84
Roundtrip
found 3 days ago
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$199 Roundtrip, found 10 hours ago
$199
Roundtrip
found 10 hours ago
Discover Other Travel Deals
- Wesleyan University Vacations
- General Mansfield House Vacations
- Wadsworth Mansion Vacations
- Middletown Nature Gardens Vacations
- Harbor Park Vacations
- Smith Park Vacations
- Dooley Pond Public Access Vacations
- Kidcity Children's Museum Vacations
- State Veterans Cemetery Vacations
- Ron McCutcheon Park Vacations
- Van Vleck Observatory Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
