Arsenal will face former England boss Steve McClaren's FC Twente in the Uefa Champions League third qualifying round this month, while Liverpool will travel to Belgium to face Standard Liege.
McClaren took the reins at the Dutch side earlier this summer and the Eredivisie outfit will make their Champions League debut after beating Ajax in a play-off last season.
Drogheda United will face Spartak Moscow if the manage to overcome their 2-1 deficit away to Dynamo Kiev and Rangers or FBK Kaunas will play either Danish club Aalborg or Bosnians Modrica.
The ties will be played on August 12th/13th or August 26th/27th.
"We will be pleased with the draw; logistically Holland isn't too far and it will give our fans the opportunity to see the game," Arsenal company secretary David Miles told Sky Sports News.
"As you rightly say it's a reunion with Steve, and we are looking forward to it.
"When Steve was first-team coach for the national team and then manager they used to use our training ground (at London Colney) so there are good relations there."
McClaren admitted that Arsene Wenger's side was one of those he was trying to avoid.
"Of all the teams we could have had, that is one of the toughest. Obviously we looked at the prospect of facing Arsenal, Liverpool, Juventus or Schalke and we got one of the most difficult," said the former England boss.
"In one respect it is a tough draw for us, on the other it is now an opponent we know very well, not just myself, everyone in Holland knows the Premier League well so Arsenal will be no strangers to us.
"This is a reward for a great achievement last season in reaching this stage, to get one of the big teams.
"It will be a once-in-a-lifetime experience. I am sure our fans will be delighted."
His club will not be able to use their own ground for the first leg due to improvement work, and the search is on for a different venue.
As one of the seeded teams FC Schalke 04 will be disappointed to have been drawn with Atletic Madrid and Fiorentina could have secured easier opposition than Sparta Prague.
Turkish side Galatasaray also have a job on their hands against Steaua Bucharast.
Italian giants Juventus will be confident whether they meet Tampere United of Finland or Slovakia's Artmedia Petralka.
Liege have never played in Europe's permier competition but their league title last season that ended a 25-year domestic drought is evidence that they are going in the right direction and are not a team to be underestimated.
However, Ronnie Rosenthal, who signed for Liverpool from Liege in 1990, has little doubt who will progress.
"It's a very good draw for Liverpool," the Israeli told liverpoolfc.tv. "There were some tough trips in that draw so a short journey to Belgium will suit Rafael Benitez and his side and I think it is a comfortable pairing."
"Liege won the league last season for the first time since 1983 and it will be their first time in the Champions League.
"They have got some good players, although there are not any really big names that people in England would know too much about.
"The Brazilian Igor de Camargo is a threat and they have couple of good young Belgian players like Steven Defour, but I do not think they will be able to cope against the likes of Fernando Torres, Robbie Keane and Steven Gerrard."
Uefa champions League third qualifying round draw
Anorthosis Famagusta FC (CYP)/SK Rapid Wien (AUT) v Olympiacos CFP (GRE)
Vitoria Guimaraes v IFK Gothenburg/Basel
FC Shakhtar Donetsk (UKR) v NK Domale (SVN) / NK Dinamo Zagreb (CRO)
FC Schalke 04 (GER) v Club Atlético de Madrid (ESP)
Aalborg BK (DEN)/FK Modria (BIH) v Rangers/FBK Kaunas
FC Barcelona (ESP) v Beitar Jerusalem FC (ISR)/Wisla Kraków (POL)
PFC Levski Sofia (BUL) v RSC Anderlecht (BEL)/FC BATE Borisov (BLR)
Standard Liege (BEL) v Liverpool FC (ENG)
FC nter Bak (AZE)/FK Partizan (SRB) v Fenerbahçe SK (TUR)/MTK Budapest (HUN)
FC Twente (NED) v Arsenal (ENG)
FC Spartak Moskva (RUS) v Drogheda United FC (IRL)/FC Dynamo Kyiv (UKR)
Juventus (ITA) v Tampere United (FIN)/FC Artmedia Petralka (SVK)
SK Brann (NOR)/FK Ventspils (LVA) v Olympique de Marseille (FRA)
ACF Fiorentina (ITA) v SK Slavia Praha (CZE)
Galatasaray AS (TUR) v FC Steaua Bucureti (ROU)
Panathinaikos FC (GRE)/FC Dinamo Tbilisi (GEO) v FC Sheriff (MDA)/AC Sparta Praha (CZE)