Union Street Historic District

Poughkeepsie

Popular places to visit

Mid-Hudson Bridge which includes a river or creek, a bay or harbour and a bridge

Mid-Hudson Bridge

Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system.

Mid-Hudson Bridge
Poughkeepsie Bridge

Poughkeepsie Bridge

You can learn about the history of Poughkeepsie Waterfront with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront.

Poughkeepsie Bridge
Chance Theater

Chance Theater

Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Chance Theater

Vassar College

3.5/5(2 reviews)

Take a campus tour or just explore the area of Vassar College, during your travels in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Vassar College

Marist College

3/5(1 review)

Take a campus tour or just explore the area of Marist College, during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront.

Marist College

Mid-Hudson Civic Center

Mid-Hudson Civic Center is just one of the places to see in Poughkeepsie, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or attend a sporting event in the area.

Mid-Hudson Civic Center

Things to do

Have you hugged an alpaca today?

Alpaca and Llama Trek in Pleasant Valley

CA $66
per adult
Alpaca and Llama Trek in Pleasant Valley
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

CA $92
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
Hudson Valley Wine Country Tour w/ Wine & Food Tasting from NYC

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

CA $218
per adult
Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
See all activities in Poughkeepsie

Union Street Historic District Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $124 per night from Sep 2 to Sep 3
CA $124
CA $147 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (511 reviews)
"Comfortable place to stay"

Reviewed on Aug. 7, 2025

The Crossroads Hotel, Newburgh
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is CA $1,380 per night from Sep 1 to Sep 2
CA $1,380
CA $1,606 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits are ...
9.4/10 Exceptional! (51 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on May 15, 2025

Wildflower Farms, Auberge Resorts Collection
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
The price is CA $143 per night from Aug 17 to Aug 18
CA $143
CA $162 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (469 reviews)
"Beautiful renovated hotel. We loved our stay here"

Reviewed on Aug. 10, 2025

Wingate by Wyndham Fishkill
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
The price is CA $157 per night from Aug 17 to Aug 18
CA $157
CA $182 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on Aug. 3, 2025

Holiday Inn Express Poughkeepsie by IHG
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
The price is CA $130 per night from Aug 28 to Aug 29
CA $130
CA $146 total
Aug 28 - Aug 29
includes taxes & fees
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,004 reviews)
Nice but Noisy
"The hotel is clean and the staff friendly, but I had such a hard time sleeping because the property is right next to the highway, and you can hear every car that passes. God forbid a truck should blaze through."

Reviewed on Aug. 7, 2025

Americas Best Value Inn New Paltz
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
The price is CA $181 per night from Aug 20 to Aug 21
CA $181
CA $202 total
Aug 20 - Aug 21
includes taxes & fees
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,006 reviews)
"Other than the arcade being a joke and taking our money while literally 2 games worked, we had a nice stay. Chose the hotel for pool and arcade, so slightly disappointed. Pool was nice, clean and warm. We had it to ourselves which was nice. Front desk staff was extremely friendly and helpful."

Reviewed on Aug. 8, 2025

Best Western Plus Kingston Hotel And Conference Center
See all 936 properties in Union Street Historic District
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.

Other neighbourhoods around Union Street Historic District

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Downtown Poughkeepsie

If you're spending some time in Downtown Poughkeepsie, Bardavon 1869 Opera House and Mid-Hudson Civic Center are top sights worth seeing.

Downtown Poughkeepsie
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Arlington

You'll enjoy the coffeehouses and art galleries in Arlington. You might want to make time for a stop at Overlook Drive-In Theater or Frances Lehman Loeb Art Center.

Arlington
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Red Oaks Mill

The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria.

Red Oaks Mill
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Crown Heights

Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop.

Crown Heights

Union Street Historic District

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