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The Milestone Inn

Property class: 2.5

Choose dates to view prices

The Milestone Inn provides everything you need. Stay connected with free in-room WiFi.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Standard Room, 1 King Bed

A hotel room with a large bed, two bedside tables with lamps, and a striped wall.

Standard Room, 1 King Bed

9.4 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Standard Room, 2 Double Beds

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

Standard Room, 2 Double Beds

9.8 out of 10
Exceptional
(11 reviews)
  • 301 sq ft
  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds
  • Free WiFi
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About the neighborhood

Woodbury is home to The Milestone Inn. Glebe House Museum and The Gertrude Jekyll Garden and Quassy Amusement Park are local attractions and those in the mood for shopping can visit Pilgrim Mall Shopping Center and Little Art Shop. Flanders Nature Center and Hollister House Garden are also worth visiting. Visit our Woodbury travel guide
Map
146 S Pomperaug Ave, Woodbury, CT, 06798

What's nearby

  • A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.
    Yale University
    44 min drive - 30.6 miles
  • Hollow Park
    17 min walk - 1.0 mile
  • Pilgrim Mall Shopping Center
    2 min drive - 1.6 miles
  • Lake Quassapaug
    2 min drive - 2.0 miles
  • Glebe House Museum and The Gertrude Jekyll Garden
    3 min drive - 2.2 miles

Getting around

  • Oxford, CT (OXC-Waterbury - Oxford)
    16 min drive

Restaurants

  • Dunkin'
    11 min drive
  • Panera Bread
    6 min drive
  • Maggie McFly's
    13 min drive
  • Dunkin'
    5 min drive
  • Minami Sushi
    6 min drive

About this property

The Milestone Inn

  • Property highlights
  • The Milestone Inn provides everything you need. Stay connected with free in-room WiFi.
  • You'll also find perks like:
    • Free self parking
    • Express check-out and smoke-free premises
  • Room features
  • All guestrooms at The Milestone Inn have thoughtful touches such as laptop-friendly workspaces and air conditioning, as well as amenities like free WiFi.
  • More conveniences in all rooms include:
    • Designer toiletries, shower/tub combinations, and hair dryers
    • 40-inch TVs with cable channels
    • Refrigerators, microwaves, and coffee/tea makers

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking available

Family friendly

  • In-room microwave
  • In-room refrigerator

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Low-height counter and sink
  • Low-height door lock
  • No elevator
  • Stair-free path to entrance
  • Well-lit path to entrance
  • Wheelchair accessibility
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk
  • Wheelchair-width doorways

More

  • 1 floor
  • Smoking not allowed

Room amenities

Bathroom

  • Designer toiletries
  • Hair dryer
  • Shower/bathtub combination

Entertainment

  • 40-inch TV with cable channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Desk
  • Heating
  • Iron/ironing board
  • Laptop workspace

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM
Early check-in subject to availability
Early check-in is available for a fee
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available
A late check-out fee will be charged
Express check-out available

Special check-in instructions

There is no front desk at this property
Guests must contact the property in advance for check-in instructions and lockbox information; access will be through a private entrance
This property doesn't offer after-hours check-in
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Renovations and closures

This property is closed from August 18 2026 to September 4 2026 (dates subject to change).

Access methods

Lockbox, private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Early check-in is available for a fee (subject to availability)
  • A late check-out fee will be charged

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

This property does not have elevators

Frequently asked questions

Is The Milestone Inn pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Milestone Inn?

As of Aug 18, 2026, prices found for a 1-night stay for 2 adults at The Milestone Inn on Sep 7, 2026 start from $137, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Self parking is free at this property.

What time is check-in at The Milestone Inn?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. A fee applies for early check-in (subject to availability). After-hours check-in is not available.

What time is check-out at The Milestone Inn?

Check-out is at 11:00 AM. Late check-out is available for a fee.

Where is The Milestone Inn located?

Situated in Woodbury, this hotel is within 1 mi (2 km) of Hollow Park, Pilgrim Mall Shopping Center, and Glebe House Museum and The Gertrude Jekyll Garden. Lake Quassapaug and Southbury Dog Park are also within 3 mi (5 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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