The Milestone Inn

Hotels
Independent
8.8 (95 reviews)
146 S Pomperaug Ave, Woodbury, Connecticut, 06798 , Woodbury , US

Facilities

Express check-out
Free WiFi
Express check-in/check-out
Express check-out
Smoke-free property
Wheelchair accessible parking
Free self parking
Wheelchair-accessible van parking
Well-lit path to entrance
Stair-free path to entrance

Property Description

Convenient Amenities
Free self parking and complimentary wireless internet available for all guests, making your stay hassle-free.

Comfortable Accommodations
Relax in one of the 10 air-conditioned rooms equipped with modern amenities like refrigerators and microwaves for your convenience.

Close to Attractions
Explore the nearby Hollow Park and Pilgrim Mall Shopping Center within a short 5-minute drive, with other attractions like Glebe House Museum and The Gertrude Jekyll Garden just a little further away.

Plan your stay at The Milestone Inn, ideally located in Woodbury, for easy access to the best of the area.

Important information:

  • Contactless check-in and contactless check-out are available.

Check-in and check-out hours:
Check-out: 11:00 AM

Property Policies

  • Pets

    Pets not allowed

  • Sustainability Certifications

    Property confirms they are implementing guest safety measures

  • General

    Guest accommodation is sealed after cleaning

  • Children and extra beds

    No rollaway/extra beds available

  • Check-in & Check-out

    Contactless check-out is available

See all policies

Location

Guest Reviews

8.8
Based on 95 reviews
N
N1263DQjanaw Family
10
Good Experience !
Pros:

Great Place to stay in quaint Woodbury CT , rooms are clean , beds are amazingly comfortable . Very quiet yet close to great places to eat , antiques, brewery and vineyards. Check in is like how you would for an AirBNB , access codes and things to know through text or email as there are no attendants onsite . Very responsive and friendly. I recently made my third reservation .

2024-12-13 via Tripadvisor
D
DENIS
10
Pros:

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.

2024-10-27 via Nuitee
J
Jenita family
4
Pros:

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

2024-07-23 via Nuitee
M
matt
10
Great value clean quiet
Pros:

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

2024-01-12 via Nuitee
D
Debra
10
Cute spot
Pros:

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

2024-01-07 via Nuitee
S
Sean
8
Pros:

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.

2024-01-02 via Nuitee
K
kestrel6771 Family Woodbury, Connecticut
2
Might be out of business! Motel was dark, no one there to check in…
Pros:

Bizarre! I live 1/2 mile from this motel and had out-of-town visitors make a reservation for 12/29/23. Well after the stated check-in time, the place was still deserted and totally dark with a sign on the door with a phone number to call for “curbside check-in.” But the number wasn’t in service and a message said to “try again later.”
Tried to contact them via email and text message as well. Nada. This place might not be open anymore.

2023-12-30 via Tripadvisor
J
Jack family
10
Pros:

Quiet and clean place to stay for one night.

2023-11-11 via Nuitee
M
michaellS5404FL Business
10
Quaint little inn.
Pros:

This place was clean and easily accessible. There are no hotel in the area but you don’t need a lot of choices when you have availability here. It’s very basic but has everything we needed. They do not have breakfast had daily cleaning of the room and there is a wonderful cafe across the street. It my go-to in the area.

2023-11-02 via Tripadvisor
K
Kathleen family
8
Pros:

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.

2023-10-23 via Nuitee
S
Sherrie
10
Pros:

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!!

2023-09-27 via Nuitee
M
Michael
10
Pros:

Very efficient touchless system

2023-09-26 via Nuitee
G
Greg partner
10
Pros:

Great place to stay. It is clean and cozy. Walking distance to several very good restaurants. Very responsive owners. Would definitely recommend.

2023-09-24 via Nuitee
V
Verified traveler
8
Pros:

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

2023-08-30 via Nuitee
H
Henrik
10
Pros:

All good!

2023-08-23 via Nuitee
D
Donna family
6
Pros:

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.

2023-08-20 via Nuitee
C
carolynn
4
Pros:

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

2023-08-08 via Nuitee
C
carolynn
8
Pros:

Lovely

2023-07-20 via Nuitee
P
Penny
10
Pros:

Nice, clean hotel. Great location, nice staff.

2023-07-02 via Nuitee
S
Sheryl
6
It worked for us
Pros:

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.

2023-06-27 via Nuitee