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 21 hours agoper traveler - 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
Aug 4 - Aug 8Delamar West Hartford + Flight
West Hartford4 nights9.8/10 - Exceptional (1,001 reviews)"Friendly staff, clean, great breakfast."Reviewed May 19, 2026Roundtrip • Atlanta (ATL) - Hartford (BDL)ATL - BDL • Nonstop BDL - ATL • Nonstop$1,169$925found 1 day agoper traveler - Hilton Garden Inn Hartford North/Bradley Int'l Airport
Aug 4 - Aug 8Hilton Garden Inn Hartford North/Bradley Int'l Airport + Flight
Windsor4 nights8.8/10 - Excellent (1,000 reviews)"I was really disappointed with my experience. I requested a balcony with a view, only to end up overlooking a parking lot. The customer service throughout my stay felt dismissive and unhelpful. The restaurant accommodations were also inconvenient. The buffet-style breakfast was only available during limited kitchen hours, and if I arrived early, the only option was the bar area, which I did not have access to. In addition, liquor could not even be purchased from the snack store until after 11..."Reviewed May 18, 2026Roundtrip • Atlanta (ATL) - Hartford (BDL)ATL - BDL • Nonstop BDL - ATL • Nonstop$761$603found 1 day agoper traveler - Super 8 by Wyndham Cromwell/Middletown
Jun 30 - Jul 14Super 8 by Wyndham Cromwell/Middletown + Flight
Cromwell14 nights6.6/10 - (1,000 reviews)"Staff was professional and polite towards me, but management of the property, that’s a different story, a lot of weed smoke throughout the hallways, a lot of arguing with the guests, a lot of bad kids making noise, I think that they also rent out their rooms monthly to the locals like an apartment, I witnessed a few junkies renting rooms, which they have a right to, it was just a turn off, I did a out of state job, and the room was literally 6 minutes away from the job, needless to say I have to..."Reviewed May 20, 2026Roundtrip • Orlando (MCO) - Hartford (BDL)MCO - BDL • Nonstop BDL - MCO • Nonstop$1,043$837found 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
Motel 6 Wethersfield, CT - Hartford
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $77 total per night from Jun 2 to Jun 3
$77 total
Jun 2 - Jun 3
Total with taxes and fees
7.2/10 Good! (1,138 reviews)
"Na"
Reviewed on May 18, 2026
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $174 total per night from Jun 1 to Jun 2
$174 total
Jun 1 - Jun 2
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"I really enjoyed my stay at the hotel. I especially liked the large spacious room. It was a pleasant surprise."
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
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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
- Hotels near Cromwell Meadows Wildlife Management Area
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- Cheap Hotels in Cromwell
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- Hotels with a Pool 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
- Europcar 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.