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The Milestone Inn

2.5 star property

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Photo gallery for The Milestone Inn

Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, free WiFi
Interior entrance
Combined shower/bathtub, designer toiletries, hair dryer
Desk, laptop workspace, iron/ironing board, free WiFi
Desk, laptop workspace, iron/ironing board, free WiFi

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
146 S Pomperaug Ave, Woodbury, CT, 06798
  • Place, Hollow Park
    ‪17 min walk‬
  • Place, Pilgrim Mall Shopping Center
    ‪2 min drive‬
  • Place, Glebe House Museum and The Gertrude Jekyll Garden
    ‪3 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪56 min drive‬

Room options

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, free WiFi

Standard Room, 1 King Bed

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

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds | Desk, laptop workspace, iron/ironing board, free WiFi

Standard Room, 2 Double Beds

9.8 out of 10
Exceptional
(11 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Double Beds
  • Free Wi-Fi

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About this property

The Milestone Inn

This smoke-free hotel features express check-out, free self-parking and free Wi-Fi in public areas.
The Milestone Inn offers 10 air-conditioned accommodations with coffee/tea makers and designer toiletries. Fridges and microwaves are provided. Bathrooms include a combined bath/shower unit and hairdryers.

This Woodbury hotel provides complimentary wireless Internet access. Cable televisions are provided.

During your stay at The Milestone Inn, you're just a quick walk from Hollow Park. You'll find features such as free WiFi in public areas and free self-parking.
  • Free WiFi
  • Free self-parking
  • 10 minutes on foot from Hollow Park and a 2-minute drive from Pilgrim Mall Shopping Center
The Milestone Inn offers its guests express check-out. Public spaces have free WiFi. Free self parking is available.

This Woodbury hotel is smoke free.

Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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 lift
  • 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
  • Smoke-free property

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 and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

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 21 July 2025 to 17 July 2027 (dates subject to change).

Access methods

Lockbox, private entrance

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property does not have a front desk. This property doesn't offer after-hours check-in. To arrange for check-in, guests must contact the property at least 24 hours prior to arrival using the information on the booking confirmation. Guests must contact the property in advance for check-in information and lockbox information. Guests can access their accommodation through a private entrance.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Milestone Inn Woodbury

The Milestone Inn Hotel

The Milestone Inn Woodbury

The Milestone Inn Woodbury

The Milestone Inn Hotel Woodbury

The Milestone Inn

The Milestone Inn Hotel

The Milestone Inn Woodbury

The Milestone Inn Hotel Woodbury

The Milestone Inn Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 113 out of 190 reviews
Rating 8 - Good. 49 out of 190 reviews
Rating 6 - Okay. 15 out of 190 reviews
Rating 4 - Poor. 8 out of 190 reviews
Rating 2 - Terrible. 5 out of 190 reviews

9.2/10

Cleanliness

8.4/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

Reviews

10/10 Excellent

DENIS, MT KISCO

Liked: Cleanliness, property conditions & facilities
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.
Stayed 1 night in Oct 2024

4/10 Poor

Jenita

Travelled with family
Liked: Cleanliness, staff & service
Disliked: Property conditions & facilities
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
Stayed 1 night in Jul 2024

10/10 Excellent

Lisa

Stayed 1 night in Jun 2024

10/10 Excellent

Emma K Griswold

Stayed 1 night in Mar 2024

10/10 Excellent

matt

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great value clean quiet

Really nice little motel that is reasonably priced in an time when every chain hotel is 200-300 bucks
Stayed 1 night in Jan 2024

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cute spot

Cute motel with friendly owners. Had housekeeping every day which seems to be a rarity these days. Perfect spot for us when visiting family.
Stayed 5 nights in Dec 2023

8/10 Good

Sean

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was just fine. A bit expensive for what you get, but that's the market. Very basic simple clean and quiet and comfortable room. I slept well.
Stayed 1 night in Dec 2023

10/10 Excellent

Dale

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Nov 2023

10/10 Excellent

Jack

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Quiet and clean place to stay for one night.
Stayed 1 night in Nov 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2023

8/10 Good

Kathleen

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Milestone Inn as a "turn-key" motel was certainly adequate for our brief stay (2 nights). It was clean and accessible to visiting family in Washington, CT. Only one glitch was the room had not been cleaned on Sunday - we called and our only request was not for the beds to be made or towels replenished, but for more coffee for this morning! We called the (203) # and a nice gal arrived promptly with coffee in hand yay! A couple of thoughts for the owners: the lighting, especially over the sink, is dim and not conducive to two 60-something year old women getting gussied up with some make-up. Also maybe some seating (like Adirondack chairs) outside might be nice to allow us to sit out and enjoy our coffee or wine. My son runs The Mayflower Inn in Washington, CT, and I am by no means comparing the two properties but just making a gentle suggestion. Also, a little basket of gift certificates to or samples from some of the local purveyors (coffee shops, restaurants, a nearby bakery, Salon Bella, etc.) might be another way that guests can leave with a favorable impression. Other than that, we were satisfied with the room and experience. Thank you. P.S. An invoice for our stay via email would be appreciated.
Stayed 2 nights in Oct 2023

10/10 Excellent

Sherrie

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I really enjoyed my stay at The Milestone Inn. It was just what I was going for! Staff were awesome and prompt and professional with their communications. I was pleasantly surprised that housekeeping took care of me each and every day. For some reason i did not expect housekeeping but it was so nice to come home to a nicely made bed with everything replenished. This experience, was a good one. Highly recommend!!
Stayed 3 nights in Sep 2023

10/10 Excellent

Michael

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very efficient touchless system
Stayed 1 night in Sep 2023

10/10 Excellent

Greg

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay. It is clean and cozy. Walking distance to several very good restaurants. Very responsive owners. Would definitely recommend.
Stayed 2 nights in Sep 2023

10/10 Excellent

john

Stayed 2 nights in Sep 2023

10/10 Excellent

john

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2023

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, room comfort
Stayed 1 night in Sep 2023

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Love staying at milestone inn. I stay in 3 rooms. Room 4 and 5 beautiful clean ann cozy. Was disappointed with room 6. Wall paper peeling off the walls and long cowwebs were hanging off the ceiling. But besides that it was all good
Stayed 2 nights in Aug 2023

10/10 Excellent

Henrik

Liked: Cleanliness, staff & service
All good!
Stayed 5 nights in Aug 2023

6/10 Okay

Donna

Travelled with family
Disliked: Amenities
This is a good option if you are looking for a relatively inexpensive property but the amenities are sparse. The room was relatively clean, however there was an overwhelming musty scent. There wasn't anyone onsite so if there was an issue you had to make contact via phone. It is in a good location for shopping and eating.
Stayed 2 nights in Aug 2023

4/10 Poor

carolynn

Liked: Amenities, property conditions & facilities
Very dissapointed this time. Room was dirty! Two dirty towels, food on floor, terrible smell of mold, and AC didn’t work properly - not adjustable
Stayed 2 nights in Aug 2023

8/10 Good

WDavid

Stayed 2 nights in Jul 2023

8/10 Good

carolynn

Liked: Staff & service
Lovely
Stayed 1 night in Jul 2023

10/10 Excellent

Penny

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice, clean hotel. Great location, nice staff.
Stayed 2 nights in Jun 2023

6/10 Okay

Sheryl

Travelled with family
Liked: Staff & service, room comfort

It worked for us

The online and phone communication was incredible; responses took 5 or less minutes. Very accommodating and friendly. The room had a musty smell, so we ran the bathroom fan most of the time. The beds were comfortable, the pillows not as much, at least for me. We were gone all of the time except for sleeping, so it worked for us. Nice breakfast restaurant right across the street, amazing French bakery just up the road.
Stayed 3 nights in Jun 2023