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The Milestone Inn

From

US$113
/ night
The Milestone Inn - Image 1
The Milestone Inn - Room
The Milestone Inn - Room
The Milestone Inn - Bathroom
The Milestone Inn - Interior entrance

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From

US$113
/ night

About this property

Located in Woodbury, The Milestone Inn is within a 5-minute drive of Pilgrim Mall Shopping Center and Hollow Park. This hotel is 1.2 mi (2 km) from Glebe House Museum and The Gertrude Jekyll Garden and 2.5 mi (4 km) from Southbury Do...

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  • Free wi-fi

  • Express check-in/check-out

  • Parking (Self) (free)

  • Smoke-Free Property

  • Stair-Free Path to Entrance

  • Well-Lit Path to Entrance

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Location

146 S Pomperaug Ave, Woodbury, Connecticut, United States of America

Hollow Park (0.5 Miles)

Pilgrim Mall Shopping Center (1 Miles)

Glebe House Museum and The Gertrude Jekyll Garden (1.2 Miles)

Lake Quassapaug (1.6 Miles)

Southbury Dog Park (2.4 Miles)

Bariatric Summit (3.1 Miles)


Room options

Standard Room, 1 King Bed

Room details

1 Extra-Large Double Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Standard Room, 2 Double Beds

Room details

2 Double Beds

Sleeps 2

301 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of The Milestone Inn

What guests think

AI-generated summary based on recent guest reviews

At The Milestone Inn, travellers describe clean, quiet, good-value motel-style rooms and appreciate the efficient, contactless check-in with responsive communications, as well as a convenient in-town location near restaurants, making it a practical base.

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Facilities

Unknown

Cleanliness

Mixed

Rooms

Basic

Service

Responsive

Location

Convenient

Dining

Unknown

Was this helpful?

10

Jennifer

IAN-logo

16 Aug 2026

·

Stayed 2 nights

Contactless check in and check out was very convenient. KeKe was easy to contact and always replied instantly. Would be nice if there were some chairs outside the room to sit. Plus the cleaning staff need to clean under all furniture before guests arrive. Garbage and dirty socks under the bedside tables. Rest of the room was clean. Room was nice for the price! Will be back!
Contactless check in and check out was very convenient. KeKe was easy to contact and always replied instantly. Would be nice if there were some chairs outside the room to sit. Plus the cleaning staff need to clean under all furniture before guests arrive. Garbage and dirty socks under the bedside tables. Rest of the room was clean. Room was nice for the price! Will be back!

10

DENIS

TCY-logo

27 Oct 2024

·

Stayed 1 night

The Milestone Inn is a comfortable, clean and well appointed motel room. The motel uses a contactless checkin with no staff on site which was a new experience for us. There was a local phone problem which rendered contacting the inn difficult prior to the stay. Rinal from the motel contacted us the day prior to the stay and walked us through the check in process and took care of any final questions including providing us with and alternate contact number.
The Milestone Inn is a comfortable, clean and well appointed motel room. The motel uses a contactless checkin with no staff on site which was a new experience for us. There was a local phone problem which rendered contacting the inn difficult prior to the stay. Rinal from the motel contacted us the day prior to the stay and walked us through the check in process and took care of any final questions including providing us with and alternate contact number.

4

Jenita

TCY-logo

23 Jul 2024

·

Stayed 1 night

It was a quiet clean property good price however no hot water they claimed the boiler just broke before pir arrival & there were spiders & bugs in our room. I was offered half off my stay & still haven't received anything not even a receipt that i asked to be sent to me. Staff that I meant was very nice & did apologize
It was a quiet clean property good price however no hot water they claimed the boiler just broke before pir arrival & there were spiders & bugs in our room. I was offered half off my stay & still haven't received anything not even a receipt that i asked to be sent to me. Staff that I meant was very nice & did apologize

10

matt

IAN-logo

12 Jan 2024

·

Stayed 1 night

Really nice little motel that is reasonably priced in an time when every chain hotel is 200-300 bucks
Really nice little motel that is reasonably priced in an time when every chain hotel is 200-300 bucks

10

Debra

IAN-logo

7 Jan 2024

·

Stayed 5 nights

Cute motel with friendly owners. Had housekeeping every day which seems to be a rarity these days. Perfect spot for us when visiting family.
Cute motel with friendly owners. Had housekeeping every day which seems to be a rarity these days. Perfect spot for us when visiting family.

Property policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 16:00 to 20:00

Before 11:00


Good to know

Additional policies and info about this property.

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Optional extras

Additional paid services you can request.

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FAQs about The Milestone Inn

Is parking available at the property?

Free self-parking is available on-site.


What are the check-in and check-out times?

Check-in is from 4:00 PM to 8:00 PM, and check-out is at 11:00 AM. Early check-in is available for a fee, subject to availability, and late check-out incurs a fee.


What accessibility features are available for guests with disabilities?

The property offers a stair-free path to the entrance, wheelchair-accessible registration desk, and limited wheelchair-accessible facilities. Parking is also available for wheelchair users.

Where is the hotel located in relation to key landmarks?

The hotel is located in Woodbury, within a 5-minute drive of Pilgrim Mall Shopping Center and Hollow Park. It is 1.2 miles from Glebe House Museum and The Gertrude Jekyll Garden, and 2.5 miles from Southbury Dog Park.


What are the policies for guests staying with children?

Children are allowed at the property, but specific age policies for free stays are not provided.


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Prices for upcoming dates

September 2026
October 2026

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Prices in USD for 2 guests, updated daily.



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