Peekskill Guesthouse

City-center hotel, steps from Dramatic Hall

Choose dates to view prices

Where to?

Dates

November 2025

December 2025

Standard Room, 1 King Bed, Non Smoking, Refrigerator | 1 bedroom, premium bedding, pillowtop beds, in-room safe

1 bedroom, premium bedding, pillowtop beds, in-room safe

Panoramic Suite, 1 King Bed, Ensuite, Mountain View | Living area | Smart TV

At Peekskill Guesthouse, you'll be within a 15-minute drive of United States Military Academy.

Exceptional

Popular amenities

Parking available
Non-smoking
Free WiFi
Air conditioning

Main amenities (8)

Weekly housekeeping
Coffee/tea in a common area
Air conditioning
Snack bar/deli
Vending machine
Luggage storage
Tour/ticket assistance
TV in a common area

Feel at home (6)

Blackout drapes/curtains
Digital TV service
Premium bedding
Bathrobes
Limited housekeeping
Free parking nearby

Room options

Check availability for these dates

Tonight

Oct 29 - Oct 30

Tomorrow

Oct 30 - Oct 31

Standard Room, 1 King Bed, Non Smoking, Refrigerator

Highlights

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Smart TV

Hypo-allergenic bedding

Separate bedroom

Premium bedding

Sleeps 2
1 King Bed

Standard Room, 1 Queen Bed, Accessible, Non Smoking

Highlights

Individually furnished

Individually decorated

Air conditioning

Mini-fridge

Smart TV

Hypo-allergenic bedding

Separate bedroom

Premium bedding

Sleeps 2
1 Queen Bed

Panoramic Suite, 1 King Bed, Ensuite, Mountain View

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Mini-fridge

Smart TV

Hypo-allergenic bedding

Premium bedding

1 bedroom
Mountain view
Sleeps 4
1 King Bed

Similar properties

Pool
Spa
Free parking
Restaurant

$319 nightly

Nov 20 - Nov 21

Total with taxes and fees

Pool
Free breakfast
Free parking
Free WiFi

$139 nightly

Nov 16 - Nov 17

Total with taxes and fees

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About the neighborhood

Main Street, Peekskill, NY, 10566

What's nearby

Dramatic Hall - 3 min walk - 0.3 km
Paramount Hudson Valley Theater - 5 min walk - 0.5 km
Peekskill Landing Park - 10 min walk - 0.9 km
Charles Point Pier Park - 2 min drive - 2.2 km
Bear Mountain State Park - 17 min drive - 16.9 km

Getting around

Westchester County Airport (HPN) - 37 min drive
Stewart Intl. Airport (SWF) - 42 min drive
Danbury, CT (DXR-Danbury Municipal) - 48 min drive
Croton-Harmon Station - 11 min drive
Ossining Station - 16 min drive
Peekskill - 17 min walk

Restaurants

‪Panaderia Perla De Oriente - ‬6 min walk
‪Birdsall House - ‬4 min walk
‪Peekskill Coffee House - ‬6 min walk
‪Taco District - ‬5 min walk
‪Peekskill Boba - ‬5 min walk

About this property

Peekskill Guesthouse

At Peekskill Guesthouse, you'll be within a 15-minute drive of United States Military Academy.

At a glance

Hotel size

- 6 rooms
- Arranged over 3 floors

Arriving/Leaving

- Check-in start time: 4:00 PM; Check-in end time: 8:00 PM
- Early check-in subject to availability
- Late check-in subject to availability
- Minimum check-in age: 21
- Check-out time is 11:00 AM
- Late check-out subject to availability

Special check-in instructions

- There is no front desk at this property
- The host will greet guests on arrival

Required at check-in

- Cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Children

- No cribs (infant beds)

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms (speed: 500+ Mbps (good for 6+ people or 10+ devices))

Parking

- Wheelchair-accessible parking on site
- Free offsite parking within 100 ft
- Street parking available

Other information

- Smoke-free property

Property amenities

Food and drink

Coffee/tea in a common area
Private picnics
Snack bar/deli

What to do

Private winery tours
Shopping
Winery tours nearby

Services

Tour/ticket assistance
Luggage storage
Bike storage
Romance packages

Facilities

Television in common areas
Bicycle parking
At least 80% of food locally-sourced
At least 80% organic food
Vegan dining options
Vegetarian dining options
Locally-owned & organized tours & activities
At least 10% of profits reinvested in community & sustainability
Local culture & ecosystem education
Double-glazed windows
At least 80% lighting from LEDs
Comprehensive recycling policy
Art Deco architecture

Accessibility

Wheelchair-accessible path of travel
Wheelchair-accessible parking
2 on-site accessible parking spaces
Wheelchair-accessible lounge
Front entrance ramp
Closed captioned TV
Upper floors accessible by stairs only
Well-lit path to entrance
Stair-free path to entrance
Area rugs in public areas
Tile flooring in public areas
Hardwood flooring in public areas

Room amenities

Be entertained

Smart television
Digital TV channels

Home comfort

Air conditioning
Bathrobes and slippers
Iron/ironing board

Sleep well

Hypo-allergenic bedding
Blackout drapes/curtains
Premium bedding
Pillowtop mattress

What to enjoy

Individually furnished and decorated

Freshen up

Shower only
Eco-friendly toiletries
Hair dryer
Towels
Toothbrush and toothpaste
Toilet paper

Stay connected

Laptop-friendly workspace
Free newspapers
Free WiFi (speed of 500+ Mbps (good for 6+ people or 10+ devices))
Electrical adapters/chargers

Food and drink

Champagne service
Mini-fridge
Paper towels

More

Weekly housekeeping
In-room safe
Eco-friendly toiletries
Eco-friendly cleaning products provided
Energy-saving switches
LED light bulbs
Recycling

Fees & policies

Refundable deposits

Deposit: USD 150 per person, per stay

Optional extras

Late check-out can be arranged for an extra charge (subject to availability)

Policies

In accordance with national/local laws, air conditioning may be restricted to certain hours from 01 November to 30 April.

Only registered guests are allowed in the guestrooms.

This property does not have elevators.

Onsite parties or group events are strictly prohibited.

Long-term renters welcome.

This property uses eco-friendly cleaning products.

Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, a first aid kit, and outdoor lighting on site.

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation.

This property accepts credit cards, debit cards, mobile payments and cash.

Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

Peekskill Guesthouse Hotel

Peekskill Guesthouse Peekskill

Peekskill Guesthouse Hotel Peekskill

Peekskill Guesthouse Downtown Peekskill

Peekskill Guesthouse Downtown Peekskill with Mountain View

Frequently asked questions

Are pets allowed at Peekskill Guesthouse?

Sorry, pets aren't allowed.

Is parking offered on site at Peekskill Guesthouse?

No, unfortunately, but there's free parking nearby.

What are the check-in and check-out times at Peekskill Guesthouse?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. Check-out time is 11:00 AM. Late check-out is available for a charge (subject to availability).

What is there to do at Peekskill Guesthouse and nearby?

Recommended spots to visit include Dramatic Hall (2-min walk) and Paramount Hudson Valley Theater (6-min walk), along with Charles Point Pier Park (1.5 mi) and Bear Mountain State Park (10.2 mi).