Cheshire Historic District Trips (flight + hotel)

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Top hotels in Cheshire Historic District

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is P8,345 per night from Jul 13 to Jul 14
P8,345
P9,597 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (1,628 reviews)
"The property was very nice with great customer service.We stayed on a Friday night and we could hear the music from the night club behind the hotel late into the night. Other than that I have no complaints about the property."

Reviewed on Jul 3, 2025

New Haven Hotel
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is P4,017 per night from Jul 10 to Jul 11
P4,017
P4,676 total
Jul 10 - Jul 11
includes taxes & fees
6.8/10 (1,004 reviews)
"Great experience customer services lovely experiences helped with whatever they could"

Reviewed on Jul 3, 2025

Motel 6 New Haven - Branford, CT
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
3 out of 5
400 Sargent Dr, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is P5,535 per night from Aug 3 to Aug 4
P5,535
P6,366 total
Aug 3 - Aug 4
includes taxes & fees
5.8/10 (1,009 reviews)
"The place was quiet and near to local shops"

Reviewed on Jul 3, 2025

La Quinta Inn & Suites by Wyndham New Haven
See all 793 properties in Cheshire Historic District
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.

Popular places to visit

Maplecroft Plaza Shopping Center

You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene.

Maplecroft Plaza Shopping Center

Frequently asked questions

How much does a Cheshire Historic District vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Cheshire Historic District costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Cheshire Historic District?
If you'd like to book a cheap Cheshire Historic District vacation package, consider planning a trip in January, February and March. You're likely to find better prices on hotels and flights during these months --- perfect for travelers wishing to save money.
How many days is enough for Cheshire Historic District?
With a well-planned schedule, you can easily visit the most popular Cheshire Historic District attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Cheshire Historic District vacation for longer.
How to find the best Cheshire Historic District package deals?
Use Expedia's handy filters to find some of the best Cheshire Historic District package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Cheshire Historic District package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cheshire Historic District vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can personalize your Cheshire Historic District escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cheshire Historic District?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Cheshire Historic District trip.
How to plan a trip to Cheshire Historic District?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to vacation in Cheshire Historic District.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Cheshire Historic District. Then, choose a property that matches your budget, whether that's an affordable option or a swankier retreat.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Cheshire Historic District. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Cheshire Historic District vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.