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 P8,223 per night from Jul 20 to Jul 21
P8,223
P9,457 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,638 reviews)
"Parking and within walking distance to restaurants and business destination."

Reviewed on Jul 7, 2025

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is P5,416 per night from Jul 27 to Jul 28
P5,416
P6,228 total
Jul 27 - Jul 28
includes taxes & fees
7.6/10 Good! (1,180 reviews)
"Good stay, the rooms were not as clean as I’m used to but service was very accommodating"

Reviewed on Jul 7, 2025

Best Western Executive Hotel Of New Haven - West Haven
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 P4,019 per night from Jul 15 to Jul 16
P4,019
P4,679 total
Jul 15 - Jul 16
includes taxes & fees
6.8/10 (1,007 reviews)
"Clean, friendly, and welcoming - especially if traveling with a pet."

Reviewed on Jul 6, 2025

Motel 6 New Haven - Branford, CT
See all 791 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.