Historic District Vacation Packages for 2026

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Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
Price was $421, price is now $333 per person
$333
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.

Red Carpet Inn

Red Carpet Inn

2 out of 5
Cove - East Side - Shippan
Price was $490, price is now $362 per person
$362
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
Price was $481, price is now $359 per person
$359
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG

3 out of 5
Price was $455, price is now $374 per person
$374
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

2.5 out of 5
West Side
Price was $436, price is now $378 per person
$378
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Stamford Center for the Arts are located nearby.

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Top Hotel Deals

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
0.52 km from Historic District
Stay at this hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 out of 5
93 East Avenue Norwalk CT
0.58 km from Historic District
Book a stay at this historic aparthotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Norwalk Islands and Stepping Stones ...
Red Carpet Inn Norwalk

Red Carpet Inn Norwalk

2 out of 5
469 Westport Avenue Norwalk CT
1.56 km from Historic District
Stay at this motel in Norwalk. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Old Mill Beach and Earthplace Museum are located ...
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
3.9 km from Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
15.01 km from Historic District
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
12.87 km from Historic District
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
28.35 km from Historic District
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
24.77 km from Historic District
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. ...
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
16.04 km from Historic District
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the ...
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
15.72 km from Historic District
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
HYATT house White Plains

HYATT house White Plains

3 out of 5
101 Corporate Park Drive West Harrison NY
29.19 km from Historic District
Book a stay at this business-friendly hotel in West Harrison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
17.63 km from Historic District
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Watershed

The Watershed

3.5 out of 5
353 Main Ave Norwalk CT
3.3 km from Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
30.49 km from Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
28.31 km from Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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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

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Feb 27 - Sat, Feb 28
MCO
Orlando Intl.
ISP
MacArthur
$66 Roundtrip, found 19 hours ago
$66
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Orlando Intl. to MacArthur, returning Sat, Feb 28, priced at $66 found 19 hours ago
Breeze Airways
Fri, Feb 27 - Sat, Feb 28
MCO
Orlando Intl.
ISP
MacArthur
$120 Roundtrip, found 19 hours ago
$120
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Feb 27 from Orlando Intl. to MacArthur, returning Sat, Feb 28, priced at $120 found 19 hours ago
JetBlue Airways
Tue, Apr 28 - Tue, May 12
PBI
Palm Beach Intl.
HPN
Westchester County
$147 Roundtrip, found 19 hours ago
$147
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Tue, Apr 28 from Palm Beach Intl. to Westchester County, returning Tue, May 12, priced at $147 found 19 hours ago
Southwest Airlines
Fri, Feb 27 - Sat, Feb 28
MCO
Orlando Intl.
ISP
MacArthur
$192 Roundtrip, found 19 hours ago
$192
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Fri, Feb 27 from Orlando Intl. to MacArthur, returning Sat, Feb 28, priced at $192 found 19 hours ago
American Airlines
Tue, Apr 14 - Tue, Apr 28
PBI
Palm Beach Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 14 from Palm Beach Intl. to Westchester County, returning Tue, Apr 28, priced at $197 found 1 day ago