June is formally Pleasure month, and it isn’t too late to make journey plans to have fun Pleasure in main cities nationwide (or e book an LGBTQIA+ cruise). Resort charges and airfare could also be greater as your journey dates strategy, however it can save you cash utilizing factors and miles. We discovered an array of flight and resort choices that may nonetheless be booked with factors at a very good worth — and on most flights from the U.S., you will solely pay about $12 in taxes and costs round-trip.
Pleasure is an excellent celebration of equality, freedom and sacrifice, and any of those occasions would make for a enjoyable weekend getaway.
Associated: Underrated LGBTQIA+-friendly locations
New Orleans Pleasure (June 13-15)
What higher place to point out your pleasure than on the colourful streets of the Huge Simple? This yr’s New Orleans Pleasure consists of drag brunches, ghost excursions, dwell music, a proper gala and a parade by the French Quarter. It is not too late to plan a weekend getaway to affix the festivities.
Airfare to New Orleans
When trying to find flights, Google Flights is an effective start line. It would present you money costs solely, however since money charges usually correspond to award fares (since many main U.S. airways use dynamic pricing), it could assist level you towards the most affordable airways on your desired route. Then you possibly can click on over to an airline’s web site to look award flights in additional element.
For instance, in the event you’re on the East Coast, JetBlue has nonstop award fares from Boston to New Orleans the weekend of June 13-15 beginning at 10,400 TrueBlue factors every manner. Each Chase Final Rewards and Citi ThankYou Rewards factors switch to JetBlue at a 1:1 ratio.
Southwest Airways has one-way flights from Denver for as little as 12,500 Speedy Rewards factors. You may switch Chase Final Rewards factors to Speedy Rewards.
Motels in New Orleans
If you wish to keep close to all of the motion of the French Quarter, you may e book the Hyatt Centric French Quarter New Orleans for under 12,000 World of Hyatt factors or $198 per night time. This comes out to 1.65 cents per level, near TPG’s April 2025 valuation of 1.7 cents for Hyatt factors.
The New Orleans Marriott can be centrally situated within the French Quarter. Throughout Pleasure weekend, charges begin at 32,800 Bonvoy factors or $169 per night time. This comes out to a price of 0.5 cents per level, which is not superb contemplating TPG values Marriott factors at 0.7 cents every. On this case, we might suggest reserving with money or checking your bank card’s journey portal to see if you may get a greater deal.
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As an example, the New Orleans Marriott is accessible for a similar dates on Capital One Journey for $162 per night time plus taxes and costs. Since you possibly can pay along with your Capital One miles at a set price of 1 cent per mile, a two-night keep would value you solely 32,395 miles as an alternative of the 65,600 Bonvoy factors you would want in the event you booked by Marriott.
Reserving by Capital One Journey at 1 cent per mile nonetheless offers you properly under TPG’s valuation of 1.85 cents every for Capital One miles, however in the event you’re trying to have fun Pleasure totally free, this route will prevent factors and miles in comparison with reserving straight with the resort. Plus, it can save you 5% with this trick.
For those who’re prepared to pay money, chances are you’ll be higher off reserving by the portal and incomes 5 factors per greenback (in the event you maintain the Capital One Enterprise Rewards Credit score Card) or 10 factors per greenback (in the event you maintain the Capital One Enterprise X Rewards Credit score Card). Simply do not forget that resort stays booked by journey portals or different third-party websites usually will not earn resort factors or qualify for any elite standing advantages you might have.
Associated: Touring to New Orleans as a solo vacationer
Capital Pleasure (Might 17-June 8)
Washington, D.C.’s Pleasure is without doubt one of the most colourful occasions within the U.S. This yr will probably be even larger, as the town is marking the fiftieth anniversary of its Pleasure celebrations and internet hosting WorldPride 2025. With almost 1 out of 10 residents in Washington figuring out with the LGBTQIA+ neighborhood, it’s certain to be an incredible occasion.
For those who’re interested by becoming a member of Capital Pleasure in particular person, there are numerous methods to e book a last-minute journey whereas maximizing your factors and miles.
Airfare to Washington, DC
For those who’re trying to fly into Washington, Ronald Reagan Washington Nationwide Airport (DCA) might be your best choice. It is linked to the town by Metro and a fast $2-$4 one-way journey to Union Station. Washington is a really walkable metropolis, making this a good way to chop down on prices by not renting a automotive, particularly for a weekend tour.
Dulles Worldwide Airport (IAD) and Baltimore/Washington Worldwide Thurgood Marshall Airport (BWI) are additionally choices within the neighborhood, however these are farther away and require a ride-hailing service, taxi, prepare or rental automotive.
Alaska Airways Mileage Plan has award fares from Seattle to DCA all through Pleasure beginning at 12,500 miles every manner. Alaska is a switch companion of Bilt Rewards and, since Alaska merged with Hawaiian Airways final yr, now you can switch HawaiianMiles — and thus Amex Membership Rewards factors — to Alaska Mileage Plan.
For vacationers on the East Coast, American Airways has plentiful availability from Atlanta to BWI for simply 6,000 AAdvantage miles every manner.
Motels in Washington, DC
Washington has many resort choices you possibly can e book with factors. Because it’s such a walkable metropolis with an amazing Metro system, you will be minutes away from all of the motion even in the event you resolve to not keep near the town heart.
Hilton has a large assortment of properties inside a number of miles of the primary festivities. The map view may help you get an concept of resort areas and what number of Hilton Honors factors you will want per night time.
Hyatt has a number of properties within the space starting from 12,000 to twenty,000 World of Hyatt factors per night time.
Associated: Finest Washington, DC, resorts to remain in when visiting the US capital
Denver Pleasure (June 28-29)
The Mile Excessive Metropolis’s Pleasure festivities date again to 1974. This yr’s occasions embody a pageant, 5K and parade in opposition to the backdrop of the Rocky Mountains.
Airfare to Denver
To fly into Denver Worldwide Airport (DEN), Southwest award flights from Los Angeles begin at 8,500 Speedy Rewards factors plus $5.60 every manner.
From the East Coast, United Airways provides flights from Atlanta beginning at 15,000 MileagePlus miles one-way the weekend of Pleasure, or 13,900 miles for United bank card holders.
Motels in Denver
For those who’re hoping to remain close to the Pleasure festivities, Hyatt has 5 properties in downtown Denver. 4 of them are Class 3 or 4, that means they’re going to set you again 15,000 or 18,000 factors per night time on peak dates — or, in case you have a World of Hyatt Credit score Card (see charges and costs), you may use your annual Class 1-4 free night time certificates. There’s additionally the Thompson Denver, a boutique Class 5 resort, the place rooms go for 23,000 factors or $407 per night time the weekend of Pleasure.
Associated: Finest Denver resorts to expertise when staying within the Mile Excessive Metropolis
San Francisco Pleasure (June 28-29)
San Francisco is understood for being some of the LGBTQIA+-friendly locations within the U.S. and for having one of many nation’s finest Pleasure parades. This yr’s parade will happen on the final weekend of June, with numerous occasions within the week main as much as it, together with the inaugural Threads of Pleasure trend present.
Airfare to San Francisco
San Francisco Worldwide Airport (SFO) and close by Oakland Worldwide Airport (OAK) are nice choices for flying in for Pleasure, although flights to SFO are typically cheaper. Due to Bay Space Speedy Transit, or BART, it is simple to get from both airport to the center of downtown. BART fares value $11-$13 from SFO or OAK to the downtown Montgomery station.
You may e book nonstop American Airways flights from numerous East Coast cities, together with Charlotte and Philadelphia, with 17,500 Alaska Mileage Plan miles and $19 every manner.
You may additionally fly Delta Air Traces from Atlanta to SFO beginning at 13,500 SkyMiles (or Amex Membership Rewards factors) one-way in fundamental financial system.
Motels in San Francisco
You will discover a wide range of factors resorts in downtown San Francisco close to the Pleasure festivities, however the award charges throughout Pleasure weekend aren’t superb.
As an example, you possibly can e book Marriott’s Courtyard San Francisco Downtown/Van Ness Ave. for 54,500 Bonvoy factors per night time. Since money charges begin at $194 per night time, this comes out to 0.36 cents per level — roughly half of TPG’s April 2025 valuation. Equally, the Hilton San Francisco Union Sq. prices $180 or 56,000 Hilton Honors factors for the standard room reward, supplying you with an uninspiring 0.32 cents per level.
Since money charges are so low that weekend and you will not get a lot worth out of your factors, we suggest reserving with money or paying with factors by a bank card journey portal.
For instance, the Hilton San Francisco Union Sq. is bookable by Chase Journey℠ for $350 plus taxes and costs for 2 nights. For those who maintain the Chase Sapphire Most popular® Card (see charges and costs), you possibly can pay with Chase Final Rewards factors at a price of 1.25 cents per level, so this keep would value round 27,947 factors plus $82 — far fewer than the 112,000 factors required in the event you booked by Hilton. For those who maintain the Chase Sapphire Reserve® (see charges and costs), your Final Rewards factors are price 1.5 cents every on the Chase Journey portal, so you’d solely want round 23,334 factors.
Associated: Finest resorts in San Francisco for a golden getaway
Chicago Pleasure Fest (June 21-22)
Chicago’s Pleasure pageant is without doubt one of the greatest within the nation. This yr’s celebration will embody a Youth Pleasure House for teenagers, a Proud Pet Parade, the Chicago Homosexual Males’s Refrain and rather more. The 54th annual Chicago Pleasure Parade will march every week later, on June 29.
Airfare to Chicago
Chicago is dwelling to 2 main airports: O’Hare Worldwide Airport (ORD) and Halfway Worldwide Airport (MDW). O’Hare is a giant hub, with flights from almost all main worldwide and home airways. Halfway is Southwest’s gateway to Chicago (although it additionally serves O’Hare) and has restricted service from different airways, like Allegiant Air and Delta Air Traces.
Delta is providing low award fares to Chicago from a few of its hubs throughout Pleasure Fest weekend. For instance, you possibly can fly nonstop from Seattle to ORD for as little as 8,000 SkyMiles one-way or from Minneapolis-St. Paul to ORD for 11,500 SkyMiles one-way, plus minimal taxes and costs.
American has some good choices from the Southeast, like Atlanta to ORD for 9,500 AAdvantage miles one-way and Miami to ORD for 10,000 miles one-way.
Motels in Chicago
Most factors resort chains have a ton of choices in downtown Chicago, also referred to as the Loop. However if you wish to keep round Northalsted, the place a lot of the Pleasure occasions will probably be held, listed below are a number of resorts price contemplating.
Hyatt’s Resort Lincoln, a Class 3 property, is simply south of Northalsted and steps away from the Lincoln Park Zoo. The weekend of June 22-23 is classed as “peak” per Hyatt’s award chart, so award stays value 15,000 World of Hyatt factors per night time (or you may use a Class 1-4 free night time award). With money charges beginning at $386 plus taxes that weekend, you will get a price of over 2.6 cents per level — a wonderful use of Hyatt factors or transferable bank card factors.
There’s additionally the Finest Western Plus Hawthorne Terrace Resort within the coronary heart of Northalsted. Rooms will set you again 70,000 Finest Western Rewards factors or $462 per night time, which comes out to 0.66 cents per level — proper on par with TPG’s April 2025 valuations. Finest Western Rewards would not have any main bank card switch companions, however this could possibly be a very good possibility in case you have a stash of Finest Western factors.
Associated: One of the best resorts in Chicago
New York Metropolis Pleasure (June 28-29)
New York Metropolis Pleasure is again this yr with a bunch of occasions, from a parade and avenue honest to the Homosexual & Sober Cruise and Youth Pleasure. Listed below are some methods you should use factors and miles to have fun within the Huge Apple.
Airfare to New York Metropolis
With three main airports — John F. Kennedy Worldwide Airport (JFK), Newark Liberty Worldwide Airport (EWR) and LaGuardia Airport (LGA) — New York Metropolis offers you loads of choices. From the airport, you possibly can benefit from New York Metropolis’s in depth community of trains, subways and buses to get to Manhattan with out renting a automotive.
Delta is providing award flights from Boston to LGA from 8,000 SkyMiles the weekend of Pleasure.
American has fares from Miami to JFK beginning at 8,500 AAdvantage miles every manner.
Motels in New York Metropolis
NYC Pleasure has partnered with numerous native resorts to supply discounted charges. A few of these will be booked with factors as properly, however they are not essentially an amazing worth. As an example, the Moxy NYC Downtown (a Marriott Bonvoy property) and the Hilton Backyard Inn New York/Tribeca gives you a price of round 0.3 cents per level the weekend of Pleasure, so it might make extra sense to pay with money or e book by a bank card portal.
However, the Vacation Inn Specific New York Metropolis – Chelsea is accessible for 65,000 IHG One Rewards factors plus $25 in taxes and costs per night time throughout Pleasure. With money charges hovering round $335, you will get a stable worth of 0.52 per IHG level. IHG One Rewards is a switch companion of each Chase Final Rewards and Bilt Rewards.
Associated: One of the best resorts in New York Metropolis
Backside line
Pleasure month is sort of right here, however it’s not too late to affix the enjoyable by reserving a weekend journey — factors and miles are a good way to save lots of on last-minute journey plans. With so many cities having Pleasure occasions, you’ve gotten numerous choices. Simply keep in mind to examine money costs and journey portals earlier than you e book to be sure to’re getting essentially the most worth potential out of your factors.
