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Main Street Historic District Vacation Packages

Main Street Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
per person
Dec 29 - Jan 2
found 23 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Lyndhurst Mansion and Washington Irving's Sunnyside are located nearby.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stamford Town Center and Fernando Luis Alvarez Gallery are located nearby.
Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3 out of 5
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3-star cottage in New Paltz. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions New Paltz Golf Course and Historic Huguenot Street are located nearby.
The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this 4-star spa hotel in Peekskill. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Dramatic Hall are located nearby.
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
per person
Dec 27 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Empire City Casino and Westchester's Ridge Hill are located nearby.
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this beach hotel in Greenwich. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Ferry Dock and Bruce Museum of Arts and Science are located nearby.
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
per person
Dec 28 - Jan 1
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thrillz High Flying Adventure Park and Jumpz Trampoline Sports Danbury are located nearby.
Delamar Southport

Delamar Southport

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this 4-star spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sasco Hill Beach and Southport Beach are located nearby.

3-4 Night Vacations in Main Street Historic District

Price found within the past 48 hours. Click for updated prices.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
per person
Dec 31 - Jan 3
found 10 hours ago
Roundtrip flight included
Charleston (CHS) to White Plains (HPN)
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
Save 100% on your flight
per person
Dec 31 - Jan 3
found 10 hours ago
Roundtrip flight included
Charleston (CHS) to White Plains (HPN)
The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 2
found 23 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

5-7 Night Vacations in Main Street Historic District

Price found within the past 48 hours. Click for updated prices.
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3 out of 5
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 5
found 2 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)

Cheap Hotel Deals in Main Street Historic District

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Trumbull Marriott Shelton
EVEN Hotel Norwalk, an IHG Hotel

EVEN Hotel Norwalk, an IHG Hotel

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
EVEN Hotel Norwalk, an IHG Hotel
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Stay at this 3.5-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Ethan Allen Hotel
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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
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
Hotel Zero Degrees Danbury
The Watershed - Formerly Hotel Zero Degrees

The Watershed - Formerly Hotel Zero Degrees

3.5 out of 5
353 Main Ave, Norwalk, CT
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
The Watershed - Formerly Hotel Zero Degrees
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Wyndham Southbury
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave, Shelton, CT
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Hyatt House Shelton
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Sat, Dec 7 - Sat, Dec 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Dec 7 from Southwest Florida Intl. to Westchester County, returning Sat, Dec 14, priced at $157 found 3 days ago
JetBlue Airways
Wed, Jan 8 - Sat, Jan 18
TPA
Tampa Intl.
HPN
Westchester County
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jan 8 from Tampa Intl. to Westchester County, returning Sat, Jan 18, priced at $167 found 2 days ago
JetBlue Airways
Sat, Dec 21 - Tue, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Dec 21 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Tue, Dec 31, priced at $197 found 4 days ago
Delta
Sat, Dec 7 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$206 Roundtrip, just found
$206
Roundtrip
just found
Select Delta flight, departing Sat, Dec 7 from Orlando Intl. to Westchester County, returning Sat, Dec 7, priced at $206 just found

Find cheap hotels in Main Street Historic District

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 Main Street Historic District 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 Main Street Historic District.

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 Main Street Historic District’s 544 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 $100. 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% Main Street Historic District 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 Main Street Historic District. No matter your reason for visiting Main Street Historic District, 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 Main Street Historic District 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 Main Street Historic District for as low as $100.

How many hotels are there in Main Street Historic District?

With over 544 hotels in Main Street Historic District, 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 $100.

How to find cheap car rentals in Main Street Historic District?

Finding a cheap car rental deal in Danbury is as easy as scoring cheap hotels in Main Street Historic District. 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 Main Street Historic District now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Main Street Historic District 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.