Main Street Historic District Vacation Packages for 2026

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Top Hotel Deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
2.58 km from Main Street 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 ...
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
27.69 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
21.81 km from Main Street Historic District
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
30.86 km from Main Street Historic District
Stay at this hotel in Westport. Enjoy free breakfast, free valet parking, and free train station pick-up. Popular attractions Southport Beach and Burying Hill ...
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 an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
3.47 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 helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 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 ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
26.77 km from Main Street Historic District
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
30.43 km from Main Street 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 ...
The Watershed

The Watershed

3.5 out of 5
353 Main Ave Norwalk CT
28.44 km from Main Street 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 ...
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 ...
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
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
4.95 km from Main Street Historic District
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Red Carpet Inn Norwalk

Red Carpet Inn Norwalk

2 out of 5
469 Westport Avenue Norwalk CT
30.31 km from Main Street 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 Norwalk Green are located ...
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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
Fri, Nov 13 - Mon, Nov 16
MCO
Orlando Intl.
HPN
Westchester County
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Mon, Nov 16, priced at $195 found 1 day ago
Delta
Tue, Dec 8 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Dec 8 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Thu, Dec 17, priced at $299 found 5 days ago
Avelo Airlines
Fri, Nov 6 - Thu, Nov 12
RSW
Southwest Florida Intl.
HVN
Tweed - New Haven Regional
$310 Roundtrip, found 6 days ago
$310
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Nov 6 from Southwest Florida Intl. to Tweed - New Haven Regional, returning Thu, Nov 12, priced at $310 found 6 days ago
American Airlines
Fri, Nov 13 - Mon, Nov 16
MCO
Orlando Intl.
HPN
Westchester County
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Mon, Nov 16, priced at $313 found 1 day ago
JetBlue Airways
Sat, Nov 14 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Nov 14 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $337 found 5 days ago