Hotels & GuesthousesPortland

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa: A Historic Old Port Anchor in Portland

Couples
a building with an american flag on top of it at Portland Regency Hotel & Spa in Portland
a building with an american flag on top of it at Portland Regency Hotel & Spa in Portland

Why Stay

Why Portland Regency Hotel & Spa

The Portland Regency doesn't need to announce itself. It sits at 20 Milk Street like it has for decades - because it has, housed in a converted 1890s armory that gives the place a gravity other downtown hotels can't match. Walk in and you feel it: the brick, the bones, the sense that this building has absorbed something real. The lobby bar glows. The restaurant hums. The staff remembers your name.

What makes it work is almost prosaic: location, execution, and the kind of quiet competence that comes from a property that's been run like it belongs to someone who actually stays there. Almost everyone mentions walking everywhere. The spa brings people back. The food - both the in-house restaurant and breakfast - reads like a surprise in the best way. Couples especially rate it at 9.8 out of 10, a number that doesn't happen by accident.

Location that eliminates the need for a car. Twenty minutes on foot reaches most of the Old Port - restaurants, galleries, shops, the waterfront. Guests consistently mention the relief of parking once and forgetting about it. The waterfront is steps away. The Maine Mall and Dock Square are a short drive, so you're not locked into one neighborhood if you want to explore further.

A spa that justifies its own section. The full-service offering includes massage (couples' massage, hot stone, Swedish), facials, body scrubs, and body wraps. A steam room and sauna. The hot tub closes at 6 p.m. - know that going in. Guests call it "amazing" and report it as a primary reason to return.

Breakfast that people rave about. Not the generic continental tier - actual cooked food. Overnight oats, smoked salmon, pastries, premium coffee that starts flowing in the lobby at 6 a.m. One regular of three years called it a highlight of her stays. Several guests noted they usually avoid hotel restaurants but made an exception here because the food was "very, very good."

Valet parking included in the rate. Downtown Portland parking can run $20–$30 per day elsewhere. The hotel's valet service is built in, managed by attendants guests name specifically (they appear by name in multiple reviews). "Park your car and forget it," one guest wrote. It's a small thing that changes how you feel about a place.

A building with actual character. The 1890s armory conversion isn't just marketing - it shapes the experience. City views from upper rooms. A garden courtyard off the lobby where you can sit with a drink. Guests describe it as "classy," "lovely," and "cozy." One couple wrote: "It felt like walking back in time."

Rooms

The rooms

The hotel occupies a historic structure, which means rooms vary more than in a modern chain. Expect traditional furnishings, generous bathrooms with bathtubs and rainfall showers, air conditioning, flat-screen TVs, and - in some rooms - views over the street or courtyard. The building's layout is a converted armory, so hallways can feel a bit winding; one guest noted you might "feel like you're going through a maze" to reach certain rooms, though they framed it as part of the character. All rooms include free Wi-Fi, a refrigerator, and a coffee machine.

  • Deluxe King Room - Most common booking; full bathroom with separate shower jets; views vary.
  • Deluxe Double Room with Two Double Beds - Slightly smaller footprint; same amenities; good for friends or small families.
  • King Junior Suite - Occasional complimentary upgrade; larger, with patio or seating area.

One honest caveat: A minority of guests flagged that the TV technology is outdated and the public areas read as "dated" rather than freshly renovated. The building's bones are strong, but finishes and furnishings lean traditional - some find that charming, others expect more contemporary polish at the nightly rate. The trade-off is intentional: historic preservation over trendy updates.

At a Glance

At a glance

Style

Historic 1890s armory conversion; traditional décor; urban-character property

Best for

Couples, urban explorers, spa seekers, anyone wanting to walk the Old Port

Price tier

Upper-mid to upper; $300–$500+ per night depending on season

Open

Yes; quieter in winter, peak in summer

Guest score

8.8 Excellent

Couples score

9.8 / 10

Standout amenities

On-site spa · valet parking included · two restaurants · central location · building character

Details

20 Milk Street, Portland, ME 04101
Parking: Private valet (included in rate)

Check-in / out

Check-in15:00 – 22:00
Check-out07:00 – 11:00
ReceptionOpen 24 hours

Amenities

On-site amenities

Spa & Wellness · Full-service day spa with massage (full-body, couples' massage, hot stone, Swedish, reflexology), facials, body scrubs and wraps, makeup services · Steam room and sauna · Hot tub (closes 6 p.m.) · Fitness center with personal trainer available · Spa lounge and relaxation area.

Dining & Drinks · Eighteen restaurant (local Maine seafood, American cuisine, breakfast) · Armory Lounge (pub food, bar, cocktails, beer, wine, happy hour) · Outdoor café (seasonal) · Room service · Wine and champagne available.

Practical · Private valet parking (included) · Free Wi-Fi throughout · Airport shuttle service · 24-hour front desk · Express check-in/check-out · Baggage storage and lockers · ATM on-site · Laundry, dry cleaning, and suit press services · Daily housekeeping available (request-based for multi-night stays).

Accessibility & Safety · Wheelchair accessible · Accessible parking · Upper floors reachable by elevator · 24-hour security with CCTV in common areas and outside · Safe deposit boxes.

Two on-site restaurants anchor the property. Eighteen serves American-styled seafood made from local Maine ingredients (the review that mentioned "smoked salmon and overnight oats" likely refers to breakfast service). Armory Lounge handles pub food, beer, cocktails, and wine, plus happy hour. Multiple guests singled out the bartenders by name and called them "sweet and friendly." One couple surprised themselves by eating breakfast and dinner in-house because of weather, and reported both meals were "very, very good." An outdoor café operates seasonally, mentioned as a pleasant bonus in several reviews.

Seasons

When to visit

Summer (June–August) Peak season for Portland tourism. Old Port buzzes nightly. Harbor cruises and outdoor activities in full swing. The outdoor café operates. Room rates at highest. Book months in advance for July–August.

Fall (September–October) Foliage peaks mid-to-late September through early October. Weather is cool and clear. Whale-watching season still strong. Fewer crowds than summer. Excellent time for walking tours and exploring the coast. Rates moderate.

Winter (December–February) Quieter, though the holidays (November 24–January 6) bring families and couples seeking festive getaways. The hotel hosts New Year's Eve and Christmas parties. Weather cold; indoor spa and restaurants become primary draws. Lowest rates outside the holiday window. Pool/hot tub operations limited.

Spring (March–May) Shoulder season. Unpredictable weather. Restaurants and attractions reopen. Rates drop. Whale-watching resumes late April. A good time to visit without fighting summer crowds.

Reviews

What guests say

"The location cannot be beat. Right in the middle of the action, can walk to everything, but nice and quiet inside."

  • Stefanie, United States · Couple · 10/10

"Excellent location, staff was very helpful, especially the valet attendants. Very clean, great restaurant right in the hotel."

  • Kathi, United States · Couple · 10/10

"The location was perfect. Staying at the Regency leaves you no more than a 20-minute walk from most entertainment. The hotel building is classy and clean. Staff was exceptional."

  • Hotrum, United States · Couple · 10/10

"Food excellent, bed comfortable, service exceptional."

  • Brundage, United States · Couple · 10/10

"Spa was amazing, perfect location and the food was also great. Everyone was very friendly."

  • Hudsyn, United States · Couple · 10/10

"The lobby bar was truly special."

  • Melissa, United States · Couple · 10/10

Several guests flagged the property as expensive for Portland, particularly for one-night stays. A few noted the décor and public areas feel dated - not dirty, but not recently refreshed. One family reported a weak check-in process that didn't communicate amenity hours or housekeeping policies. These are minority signals, but worth knowing. The hotel acknowledges the pricing in replies and frames it as "the most economical option" for downtown parking - a reasonable point given valet is included.

Location

Things to do nearby

  • Old Port district - Immediate; restaurants, galleries, shops within a 5–10 minute walk.
  • Portland waterfront & harbor cruises - Less than 0.25 miles; whale-watching boats depart year-round.
  • Dock Square - 0.3 miles; heart of tourist Portland; shops, restaurants, bustling summer nights.
  • Portland Museum of Art - 13 minutes' walk; Maine's largest art museum.
  • East End Beach - 0.5 miles; calm cove beach, good for families and swimmers.
  • Maine Maritime Museum - 1 mile; Bath is a short drive; maritime history and shipbuilding heritage.
  • Cape Elizabeth Lighthouse & Two Lights State Park - 10 minutes' drive; iconic coastal Maine; walking trails and rocky shore.
  • Coastal scenic drive toward Boothbay Harbor - 30 minutes; the real Maine coast unfolds; fishing villages, antique shops, and lobster pound restaurants.

FAQ

Good to know

Is the Portland Regency right on the water? Not directly waterfront, but Milk Street is steps from the working harbor. You're in the Old Port, close enough to walk to the water, see fishing boats, and access whale-watching tours. The setting is historic urban rather than beachfront.

Is breakfast included in the rate? No, breakfast is à la carte at the restaurant or available in-room for a fee. Complimentary coffee is available in the lobby starting at 6 a.m.

Is the airport shuttle free? Yes, airport shuttle service is listed as a standard amenity and mentioned positively by guests coming in from Portland International (PWM).

Does the hotel allow pets? Yes, the property is pet-friendly. Pet bowls are provided. Specific pet fees or size restrictions aren't detailed in the data; confirm when booking.

What are parking options if I drive? Private valet parking is the primary option and is included in the rate. Street parking exists but is limited and metered downtown. Some guests note downtown parking in general can be expensive; the hotel's valet makes that a non-issue.

Are rooms noisy given the Old Port location? The building is described as "nice and quiet inside" despite being in the middle of the action. Thick walls or good sound insulation seem to buffer street noise. One family mentioned kids running above them on Christmas; generally an outlier for the property.

When does the hot tub close? Daily at 6 p.m., according to guest feedback. Plan spa visits accordingly if that's a priority.

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