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Wooster Square Vacation Packages

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Wooster Square Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel
HYATT house Hartford North/Windsor
Courtyard by Marriott Southington
Residence Inn by Marriott Hartford/Windsor
Residence Inn by Marriott Southington
Cambria Hotel Manchester South Windsor
Courtyard By Marriott Hartford/Windsor Airport
Simsbury Inn

3-4 Night Vacations in Wooster Square

Price found within the past 48 hours. Click for updated prices.
The Surfside Hotel
HYATT house Hartford North/Windsor

5-7 Night Vacations in Wooster Square

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel
HYATT house Hartford North/Windsor
Courtyard by Marriott Southington
Residence Inn by Marriott Hartford/Windsor

Cheap Hotel Deals in Wooster Square

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
New Haven Hotel
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St, Meriden, CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
Red Roof Inn Meriden
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
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Executive Hotel Of New Haven - West Haven
Save an average of 15% on thousands of hotels when you're signed in
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Shelton
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Milford / New Haven
New Haven Village Suites

New Haven Village Suites

3 out of 5
3 Long Wharf Dr, New Haven, CT
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
New Haven Village Suites
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.

Find cheap hotels in Wooster Square

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Wooster Square hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Wooster Square.

Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Wooster Square’s 843 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $101. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Wooster Square hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Wooster Square. No matter your reason for visiting Wooster Square, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Wooster Square hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Wooster Square for as low as $101.

How many hotels are there in Wooster Square?

With over 843 hotels in Wooster Square, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $101.

How to find cheap car rentals in Wooster Square?

Finding a cheap car rental deal in New Haven is as easy as scoring cheap hotels in Wooster Square. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Wooster Square now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Wooster Square right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.