Main Street Historic District Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Main Street Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
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
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Museum of Black World War II History and Stamford Center for the Arts are located nearby.

Cambria Hotel White Plains - Downtown

Cambria Hotel White Plains - Downtown

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3.5-star business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions The Westchester Mall and Galleria at White Plains are located nearby.

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3-star business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3.5-star business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Galleria at White Plains and Westchester County Center are located nearby.

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Top Hotel Deals

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
27.68 km from Main Street Historic District
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 ...
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave, Shelton, CT
30.51 km from Main Street Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Watershed - Formerly Hotel Zero Degrees

The Watershed - Formerly Hotel Zero Degrees

3.5 out of 5
353 Main Ave, Norwalk, CT
28.44 km from Main Street Historic District
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 ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave, Shelton, CT
30.43 km from Main Street Historic District
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 ...
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
30.88 km from Main Street 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. ...
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

2.5 out of 5
945 Bridgeport Ave, Shelton, CT
30.17 km from Main Street Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
2.58 km from Main Street Historic District
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 ...
Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk

3 out of 5
560 Main Ave, Norwalk, CT
26.67 km from Main Street Historic District
Stay at this 3-star family-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
26.77 km from Main Street Historic District
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 ...
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
5.61 km from Main Street Historic District
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 ...
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
30.77 km from Main Street Historic District
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 ...
Courtyard By Marriott Shelton

Courtyard By Marriott Shelton

3 out of 5
780 Bridgeport Ave, Shelton, CT
30.46 km from Main Street Historic District
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 ...
Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk

3 out of 5
474 Main Ave, Norwalk, CT
27.24 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike, Fairfield, CT
26.12 km from Main Street Historic District
Stay at this 3-star motel in Fairfield. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the clean rooms in our reviews. ...
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

2.5 out of 5
116 Newtown Road, Danbury, CT
4.55 km from Main Street Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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.

Breeze Airways
Sun, May 18 - Thu, May 22
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 5 days ago
$102
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 18 from Jacksonville Intl. to Tweed - New Haven Regional, returning Thu, May 22, priced at $102 found 5 days ago
Delta
Fri, May 30 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, May 30 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Mon, Jun 2, priced at $187 found 1 hour ago
Delta
Sat, May 17 - Tue, May 20
JAX
Jacksonville Intl.
HPN
Westchester County
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, May 17 from Jacksonville Intl. to Westchester County, returning Tue, May 20, priced at $197 found 4 days ago
JetBlue Airways
Tue, May 13 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 14 hours ago
$207
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Tue, May 13 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $207 found 14 hours ago