Main Street Historic District Vacations
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Your Main Street Historic District Vacation
Take the guesswork out of travel planning by booking a Main Street Historic District vacation package. A great neighborhood to base yourself in this vibrant city is Washington Street Historic District, which is good for history and more. A trip to Main Street Historic District is a terrific opportunity to take in the sights. Be sure to look around big-name attractions such as Wesleyan University, Kidcity Childrens Museum and General Mansfield House. Whoever you're escaping with and whatever you want to spend, your ultimate Main Street Historic District vacation is just a few clicks away with Expedia.
Price found within the past 48 hours. Click for updated prices.
- Solano Inn
Jul 16 - Jul 20Solano Inn + Flight
Portland4 nights8.6/10 - Excellent (234 reviews)"It’s not what I expected. Pictures online are deceiving."Reviewed May 17, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • 1 stop BDL - MCO • 1 stop$689$518found 18 hours agoper traveler - Holiday Inn Express Vernon - Manchester by IHG
Jun 30 - Jul 14Holiday Inn Express Vernon - Manchester by IHG + Flight
Vernon14 nights8.6/10 - Excellent (1,000 reviews)"Clean Rooms and friendly Staff"Reviewed May 20, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • Nonstop BDL - MCO • Nonstop - Inn at Middletown
Jul 16 - Jul 20Inn at Middletown + Flight
Washington Street Historic District4 nights9.0/10 - Wonderful (597 reviews)"Such friendly staff!"Reviewed May 20, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • 1 stop BDL - MCO • 1 stop - Delamar West Hartford
Jul 16 - Jul 20Delamar West Hartford + Flight
West Hartford4 nights9.8/10 - Exceptional (1,001 reviews)"Friendly staff, clean, great breakfast."Reviewed May 19, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • 1 stop BDL - MCO • 1 stop - Motel 6 Enfield, CT - Hartford
Jun 30 - Jul 14Motel 6 Enfield, CT - Hartford + Flight
Enfield14 nights6.6/10 - (1,036 reviews)"My room didn’t have any towels, and when I went to the front office, there was no one there for about 10 minutes. I had to wait, my towels were then given to me, but that was quite an inconvenience after a long day. Also, I questioned the cleanliness of my room because there was hair that wasn ’t mine in quite a few places. "Reviewed May 17, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • Nonstop BDL - MCO • Nonstop$1,033$793found 1 day agoper traveler
Main Street Historic District Hotel Deals
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $115 total per night from May 25 to May 26
$115 total
May 25 - May 26
Total with taxes and fees
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $124 total per night from May 26 to May 27
$124 total
May 26 - May 27
Total with taxes and fees
7.4/10 Good! (1,318 reviews)
"I booked kind of last minute and for the price I was very pleased. The front desk staff was great. I had a special request and it was handled. Breakfast was good and a good selection"
Reviewed on May 21, 2026
Motel 6 Wethersfield, CT - Hartford
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $75 total per night from Jun 14 to Jun 15
$75 total
Jun 14 - Jun 15
Total with taxes and fees
7.2/10 Good! (1,138 reviews)
"Na"
Reviewed on May 18, 2026
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.
Discover the most popular places to visit in Main Street Historic District
River Highlands State Park
You can take time to visit River Highlands State Park during your travels to Cromwell. Experience the entertainment choices and great live music in this family-friendly area.
TPC River Highlands
Enjoy a round of golf in Cromwell at TPC River Highlands. While in this family-friendly area, you can savor the top-notch restaurants.
Connecticut River State Wildlife Area
Explore the great outdoors at Connecticut River State Wildlife Area, a lovely green space in Cromwell. You can attend a sporting event while in the area.
Explore a world of travel with Expedia
- Middletown Hotels
- Cheap Hotels in Middletown
- B&B in Middletown
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- Historic Hotels in Middletown
- Hotels near Kidcity Children's Museum
- Washington Street Historic District Hotels
- Apartments in Washington Street Historic District
- Hotels near Wesleyan University
- Hotels near Harbor Park
- Hotels near Van Vleck Observatory
- Portland Hotels
- Cabin Rentals in Portland
- Motels in Portland
- B&B in Portland
- Hotels near Brownstone Exploration & Discovery Park
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- Hotels near Connecticut River State Wildlife Area
- Cromwell Hotels
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- Cheap Hotels in Cromwell
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- Motels in Cromwell
- Middletown Vacations
- Kidcity Children's Museum
- General Mansfield House
- Harbor Park
- Visit Middletown
- Van Vleck Observatory
- Brownstone Exploration & Discovery Park
- Visit Portland
- Connecticut River State Wildlife Area
- Cromwell Meadows Wildlife Management Area
- Wadsworth Mansion
- Cromwell Vacations
- Middletown Nature Gardens
- Visit Cromwell
- Car rentals near Middletown
- Enterprise Rental Cars in Middletown
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- National Car Rental Rental Cars in Middletown
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- Rent A Wreck Rental Cars in Middletown
- Car rentals near Washington Street Historic District
- Car rentals near Wesleyan University
- Car rentals near Portland
- Firefly Rental Cars in Portland
- Car rentals near Cromwell
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.